Long Term Winter Rentals

Below is our list of Long Term Winter Rental Homes

Long Term Winter rentals run for the entire winter season.

  (5 months - Mid November through Mid April).

Electric and Heat Utilities get transferred into tenants' name.

  Amenities include: plowing, sanding, rubbish, firewood, local phone, TV, ice skating rink and snowmobile trails, and Clubhouse use

(game room, hot tub, fitness room, heated indoor pool).

 Half-share rentals are also available for the winter season.

Click here to view our Half-Share Winter Rental Homes.

Please call or email us at (802) 464-2181 or info@chimneyhill.com for more information on any of these properties.

254 8 Deer Run

254 8 Deer Run Wilmington VT 05363

Wilmington, VT254 8 Deer Run

Rental Price$22,500
Long Term Winter Rental

For Rent

Listing Number LTW-254

  • Exclusive Long-Term Rentals House - 4 Bedroom,Long Term Winter Rentals,Vacation Rental
  • Village Chimney Hill
  • Bathroom 4
  • Bedrooms 4
  • Property Name 254 8 Deer Run

Pet Friendly (1 Dog)   *****HOME IS FULLY EQUIPPED EXCEPT FOR SHEETS, PILLOWCASES, TOWELS,  SHAMPOO ETC.***** All rentals through Chimney Hill Rental Management include use and access to all of the Chimney Hill amenities. This includes use of the Chimney Hill Clubhouse. At the Clubhouse, you will find: a fitness room, arcade games, ping pong table, pool table, theater, sitting/reading rooms, BYO Bar, summer BBQ, horseshoe court, kids play area, indoor hot tub, indoor pool, outdoor pool, lighted tennis court, lighted basket ball court, bocce court, and volleyball court. Other amenities include a fishing pond, picnic areas, more tennis courts, skating rink and warming hut, VAST snowmobile trails, and hiking trails. Chimney Hill is located five minutes from downtown Wilmington and fifteen minutes from Mount Snow. INCLUDED: Rubbish, TV, and Clubhouse. TENANT PAYS: Heat, Electric, & Internet. State of Vermont, Department of Taxes, Meals and Rooms Tax Account #10024438

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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CH#908

908 12 Fawn Run Wilmington VT 05363

Wilmington, VT908 12 Fawn Run

Rental Price$20,000
Long Term Winter Rental

Rented

Listing Number LTW-908

  • Exclusive Long-Term Rentals 3 Bedroom Home,Long Term Winter Rentals
  • Village Chimney Hill
  • Location Chimney Hill
  • Bathroom 2
  • Maximum Occupants 6

Rented for the 2024-2025 Winter Season   Available Long Term and Short Term   Beautiful updated ski chalet on a private cul de sac in the Chimney Hill resort. Sleeps 9+ guests. New owner has provided all new bedding,kitchen small appliances, dishes, cookware, wine glasses, coffee maker with pot and k-cup etc. Entryway includes storage area for boots, skis, and boards. Plenty of seating areas, upstairs separate loft area for kids. All new Smart TVs. Roaring fireplace, and grand picturesque windows to watch the snow fall.  Minutes to Mount snow and historic downtown Wilmington. Many area attractions, restaurants and shops.              Your stay includes amenities at Chimney Hill club house. Amenities include hiking trails, outdoor skating rink, indoor heated pool, sauna, hot tub, fully equipped gym, showers and locker room , game room for kids, fireplaces and luxury couches to unwind and enjoy your own food and wine.    Master-sleeps 2-queen size bed, his and her full size closets, dresser, sitting area, and Smart tv   Bedroom-1-sleeps 2, twin beds, closet, dresser, Smart tv   Bedroom -2-sleeps 4,  full size beds, full closet, dresser, Smart tv, sliders to outdoor deck   Loft-sleeps 2, pullout leather sleeper sofa, twin size daybed. Smart TV   Laundry Room -washer and dryer on main floor   Bathrooms-2- main floor and upstairs, tubs/shower  

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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#532 9 Scattered Timber Road

532 9 Scattered Timber Wilmington VT 05363

Wilmington, VT532 9 Scattered Timber

Rental Price$20,000
Winter seasonal rental

Rented

Listing Number LTW-532

  • Exclusive Long-Term Rentals House - 4 Bedroom,Log Home,Long Term,Long Term Furnished,Long Term Winter Rentals,Seasonal - Negotiable,Single Family Home,Ski Season Rental,Vacation Rental,Winter Rental,Winter Seasonal
  • Village Chimney Hill
  • Bathroom 2
  • Maximum Occupants 9
  • Bedrooms 4

Rented for the 2024 - 2025 Season   *****HOME IS FULLY EQUIPPED EXCEPT FOR SHEETS, PILLOWCASES, TOWELS,  SHAMPOO ETC.***** This immaculate log home is perfect for making winter memories with your family and has plenty of room for the friends, guests and extended family! With a beautifully renovated kitchen and large dining area, entertaining the crowd is no problem and with two separate living areas (one in the lower level), the kids can have their own space while the adults have theirs. Offering 4bedrooms and 2.5bathrooms on three levels, this home is warm and comfortable.  Included with your winter rental is a cord of wood for the woodstove, plowing, curbside trash pickup and access to all of Chimney Hill's top notch amenities including the Clubhouse. Pets will be considered and we do require that you bring your personal choice of sheets, towels and pillowcases. WiFi is available.   

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Murray's Cabin

670 9 Greer Court Wilmington VT 05363

Wilmington, VT670 9 Greer Court

Rental Price$20,000
Long Term Winter Rental

Rented

Listing Number LTW-670

  • Exclusive Long-Term Rentals Log Cabin,Long Term Summer Rentals,Long Term Winter Rentals
  • Village Chimney Hill
  • Bathroom 3
  • Maximum Occupants 6
  • Bedrooms 3

Available for the 2024/2025 Winter Season    *****HOME IS FULLY EQUIPPED EXCEPT FOR SHEETS, PILLOWCASES, TOWELS,  SHAMPOO ETC.***** Combination tub/shower, jetted tub, queen, shower, sleep sofa /futon, library, playground, pond, restaurants, Heating, Internet, Parking, Wood Stove, Wifi, Coffee Maker, Dishes & Utensils, Kitchen, Microwave, Oven, Refrigerator, Stove, Toaster, Dining Table, antiquing, scenic drives, sight seeing, sledding, walking, ATM/bank, fitness center, laundromat, Mountain View, Resort, Rural, Communal Pool, bedroom, cycling, fishing, hiking, ice skating, mountain biking, skiing, swimming, tennis, children welcome, flexible, necessary, Staff, Adventure, Away From It All, Budget, Family, Sports & Activities All rentals through Chimney Hill Rental Management include use and access to all of the Chimney Hill amenities. This includes use of the Chimney Hill Clubhouse. At the Clubhouse, you will find: a fitness room, arcade games, ping pong table, pool table, theater, sitting/reading rooms, BYO Bar, summer BBQ, horseshoe court, kids play area, indoor hot tub, indoor pool, outdoor pool, lighted tennis court, lighted basket ball court, bocce court, and volleyball court. Other amenities include a fishing pond, picnic areas, more tennis courts, skating rink and warming hut, VAST snowmobile trails, and hiking trails. Chimney Hill is located five minutes from downtown Wilmington, ten minutes from The Hermitage, and fifteen minutes from Mount Snow. INCLUDED: Rubbish, Plowing, TV, and Clubhouse. TENANT PAYS: Heat, Electric, & Internet. State of Vermont, Department of Taxes, Meals and Rooms Tax Account #10024438

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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CH #C184

C184 49 Low Land Loop Wilmington VT 05363

Wilmington, VTC184 49 Low Land Loop

Rental Price$20,000
Long Term Winter Rental

Rented

Listing Number LTW-C184

  • Exclusive Long-Term Rentals 3 Bedroom Home,Furnished,House,Long Term,Long Term Furnished,Long Term Winter Rentals,Seasonal,Single Family Home,Ski Season Rental,Vacation Rental,Winter Rental,Winter Seasonal
  • Village Chimney HIll
  • Bathroom 2
  • Maximum Occupants 6
  • Bedrooms 3

Pet Friendly *****HOME IS FULLY EQUIPPED EXCEPT FOR SHEETS, PILLOWCASES, TOWELS,  SHAMPOO ETC.***** All rentals through Chimney Hill Rental Management include use and access to all of the Chimney Hill amenities. This includes use of the Chimney Hill Clubhouse. At the Clubhouse, you will find: a fitness room, arcade games, ping pong table, pool table, theater, sitting/reading rooms, BYO Bar, summer BBQ, horseshoe court, kids play area, indoor hot tub, indoor pool, outdoor pool, lighted tennis court, lighted basket ball court, bocce court, and volleyball court. Other amenities include a fishing pond, picnic areas, more tennis courts, skating rink and warming hut, VAST snowmobile trails, and hiking trails. Chimney Hill is located five minutes from downtown Wilmington, ten minutes from The Hermitage, and fifteen minutes from Mount Snow. No pets   INCLUDED: Rubbish, Plowing, TV, and Clubhouse.   TENANT PAYS: Heat, Electric, & Internet.

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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CH #573

573 22 Reservoir Lane Wilmington VT 05363

Wilmington, VT573 22 Reservoir Lane

Rental Price$18,500
Winter Seasonal Rental

For Rent

Listing Number LTW-573

  • Exclusive Long-Term Rentals House,Long Term Winter Rentals,Seasonal,Ski Season Rental,Winter Rental,Winter Seasonal
  • Village Chimney Hill
  • Bathroom 3
  • Maximum Occupants 10
  • Bedrooms 5

    Sorry, no pets allowed. *****HOME IS FULLY EQUIPPED EXCEPT FOR SHEETS, PILLOWCASES, TOWELS,  SHAMPOO ETC.***** All rentals through Chimney Hill Rental Management include use and access to all of the Chimney Hill amenities. This includes use of the Chimney Hill Clubhouse. At the Clubhouse, you will find: a fitness room, arcade games, ping pong table, pool table, theater, sitting/reading rooms, BYO Bar, summer BBQ, horseshoe court, kids play area, indoor hot tub, indoor pool, outdoor pool, lighted tennis court, lighted basket ball court, bocce court, and volleyball court. Other amenities include a fishing pond, picnic areas, more tennis courts, skating rink and warming hut, VAST snowmobile trails, and hiking trails. Chimney Hill is located five minutes from downtown Wilmington, ten minutes from The Hermitage, and fifteen minutes from Mount Snow. INCLUDED: Rubbish, Plowing, TV, and Clubhouse. TENANT PAYS: Heat, Electric, & Internet.

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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CH #A115

#A115 34 Three Streams Way Wilmington VT 05363

Wilmington, VT#A115 34 Three Streams Way

Rental Price$18,500
Long Term Winter Rental

Rented

Listing Number LTW-A115

  • Exclusive Long-Term Rentals Long Term Winter Rentals,Seasonal,Ski Season Rental,Winter Rental,Winter Seasonal
  • Village Chimney Hill
  • Location Upper Hill
  • Bathroom 2
  • Maximum Occupants 6

  *****HOME IS FULLY EQUIPPED EXCEPT FOR SHEETS, PILLOWCASES, TOWELS,  SHAMPOO ETC.***** A sweet little cape tucked away on a quiet corner on the edge of the Green Mountain National Forest located in Southern Vermont.3 / 4 bedroom, 2 bath home with an open floor plan. Come enjoy the foliage (or snowfall) from the large front deck or just sit back and watch the snow fall and leaves change from the large windows and sliding glass doors from inside. It’s also the perfect spot to catch the sunrise in the Winter months. The open concept living makes it easy to enjoy fires in the wood burning fireplace from the dining room or breakfast bar as well. The vaulted ceilings, large windows, beautiful woodland vistas, white-washed pine walls provide the quintessential Vermont experience. The loft provides a separate living space perfect for a game, puzzle, reading, watching a movie or just taking a quick snooze on the couch or reclining love seat. Activities await you! Hiking trails just outside your door, nearby lakes, boutique shopping or just relax by an outdoor fire pit under the stars. Come Winter – Mount Snow is just a quick 10/15 min drive, snowshoe, sled on the nearby trails, nearby ice skating. Inside there is a Smart TV, family friendly laptop workspace, board games, & amp; puzzles. Our home is near the top of Chimney Hill on a quiet tree lined cul-de-sac, just a 20 min walk to the Club House. The drive up is quite steep, 4WD/AWD is recommended during the Winter months. Give us a follow on Instagram @three.streams for an inside look   All rentals through Chimney Hill Rental Management include use and access to all of the Chimney Hill amenities. This includes use of the Chimney Hill Clubhouse. At the Clubhouse, you will find: a fitness room, arcade games, ping pong table, pool table, theater, sitting/reading rooms, BYO Bar, summer BBQ, horseshoe court, kids play area, indoor hot tub, indoor pool, outdoor pool, lighted tennis court, lighted basket ball court, bocce court, and volleyball court. Other amenities include a fishing pond, picnic areas, more tennis courts, skating rink and warming hut, VAST snowmobile trails, and hiking trails. Chimney Hill is located five minutes from downtown Wilmington, ten minutes from The Hermitage, and fifteen minutes from Mount Snow. State of Vermont, Department of Taxes, Meals and Rooms Tax Account #10024438

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

CH #A069

A69 20 Fischer Lane Wilmington VT 05363

Wilmington, VTA69 20 Fischer Lane

Rental Price$17,000
Winter seasonal rental

Rented

Listing Number LTW-A069

  • Exclusive Long-Term Rentals 3 Bedroom Home,Furnished,House,Long Term,Long Term Furnished,Long Term Winter Rentals,Seasonal - Negotiable,Single Family Home,Ski Season Rental,Vacation Rental,Winter Rental,Winter Seasonal
  • Village Chimney Hill
  • Bathroom 3
  • Maximum Occupants 6
  • Bedrooms 3

Rented for the 2023-2024 season   This 3 bedroom/3bathroom home is a true “home-away-from-home” for a family, a set of friends, and definitely for “foodies”. A double chef’s kitchen (incl. stove with warming oven), bar and large dining table means cooking great meals together.  Among the three bathrooms is one with a Jacuzzi for weary bones. The living room has a gas fireplace for cozy evenings and a den with many books, CDs, DVDs & TV/Roku.  Dishes, glassware, all the furnishings provided are as fine as you would have in your own home. The house sits low on the hill and offers the privacy of being at the end of the street. Rental rate includes Plowing, Shoveling, Rubbish Removal, use of Clubhouse, and all other Chimney Hill amenities.  *****HOME IS FULLY EQUIPPED EXCEPT FOR SHEETS, PILLOWCASES, TOWELS,  SHAMPOO ETC.***** All rentals through Chimney Hill Rental Management include use and access to all of the Chimney Hill amenities. This includes use of the Chimney Hill Clubhouse. At the Clubhouse, you will find: a fitness room, arcade games, ping pong table, pool table, theater, sitting/reading rooms, BYO Bar, summer BBQ, horseshoe court, kids play area, indoor hot tub, indoor pool, outdoor pool, lighted tennis court, lighted basket ball court, bocce court, and volleyball court. Other amenities include a fishing pond, picnic areas, more tennis courts, skating rink and warming hut, VAST snowmobile trails, and hiking trails. Chimney Hill is located five minutes from downtown Wilmington, ten minutes from The Hermitage, and fifteen minutes from Mount Snow. HOME IS PET FRIENDLY INCLUDED: Rubbish, Plowing, TV, and Clubhouse. TENANT PAYS: Heat, Electric, & Internet.  

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

CH #627

627 31 Howe's Loop Wilmington VT 06363

Wilmington, VT627 31 Howe's Loop

Rental Price$16,000
Winter Seasonal Rental

Rented

Listing Number LTW-627

  • Exclusive Long-Term Rentals Furnished,House,Long Term Winter Rentals,Seasonal,Single Family Home,Ski Season Rental,Vacation Rental,Winter Rental,Winter Seasonal
  • Village Chimney Hill
  • Location Main Hill (lower)
  • Bathroom 2
  • Maximum Occupants 10

   *****HOME IS FULLY EQUIPPED EXCEPT FOR SHEETS, PILLOWCASES, TOWELS,  SHAMPOO ETC.***** All rentals through Chimney Hill Rental Management include use and access to all of the Chimney Hill amenities. This includes use of the Chimney Hill Clubhouse. At the Clubhouse, you will find: a fitness room, arcade games, ping pong table, pool table, theater, sitting/reading rooms, BYO Bar, summer BBQ, horseshoe court, kids play area, indoor hot tub, indoor pool, outdoor pool, lighted tennis court, lighted basket ball court, bocce court, and volleyball court. Other amenities include a fishing pond, picnic areas, more tennis courts, skating rink and warming hut, VAST snowmobile trails, and hiking trails. Chimney Hill is located five minutes from downtown Wilmington, ten minutes from The Hermitage, and fifteen minutes from Mount Snow. HOME IS PET FRIENDLY INCLUDED: Rubbish, Plowing/Sanding, TV, and Clubhouse. TENANT PAYS: Heat, Electric, & Internet.

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

CH #B127

B127 34 High Top Road Wilmington VT 05363

Wilmington, VTB127 34 High Top Road

Rental Price$16,000
Mid-November through mid April

Rented

Listing Number LTW-B127

  • Exclusive Long-Term Rentals 3 Bedroom Home,House,Long Term,Long Term Winter Rentals,Seasonal,Vacation Rental,Winter Rental,Winter Seasonal
  • Village Chimney Hill
  • Bathroom 2
  • Maximum Occupants 6
  • Bedrooms 3

  Welcome to our home where you’ll feel like you’re retreating, not camping! Light fills the living areas on both sides of the house.  Your master bedroom (king) and bath are on the first floor. The kitchen is generously equipped with cookware and matching dinnerware with plenty of room for meal prep.  Eight of you can easily fit at the dining room table.  We’ve converted our antique musket cabinet into a storage space for your “spirits” and other items.  The new gas fireplace, easy to operate with remote, provides extra heat and ambiance after a day on the slopes. If you’re inclined to grill out, you’ll be protected from snow and wind on the screened-in porch.  The loft upstairs with a queen sleeper sofa provides the perfect spot for reading, games and TV.  One bedroom has twin beds with brand new mattresses and a walk-in closet, the other has a very comfortable queen sized bed and two ample closets.   You are welcome to use our mix and match bed sheets and pillow cases.  At the time of this writing (July 8, 2018) we are in the process of building a large deck accessible from the downstairs living area and the screened-in porch where you can continue to enjoy Vermont’s sun and fresh air.  Flat screen TV’s are located in the master bedroom, living room and loft.   Roku internet connection is available in the living room -Owners   All rentals through Chimney Hill Rental Management include use and access to all of the Chimney Hill amenities. This includes use of the Chimney Hill Clubhouse. At the Clubhouse, you will find: a fitness room, arcade games, ping pong table, pool table, theater, sitting/reading rooms, BYO Bar, summer BBQ, horseshoe court, kids play area, indoor hot tub, indoor pool, outdoor pool, lighted tennis court, lighted basket ball court, bocce court, and volleyball court. Other amenities include a fishing pond, picnic areas, more tennis courts, skating rink and warming hut, VAST snowmobile trails, and hiking trails. Chimney Hill is located five minutes from downtown Wilmington and fifteen minutes from Mount Snow. INCLUDED: Linens, Sheets, Rubbish, Plowing, TV, and Clubhouse. TENANT PAYS: Heat, Electric, & Internet.

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

CH #442

442 11 Splatter Foot Close Wilmington VT 05363

Wilmington, VT442 11 Splatter Foot Close

Rental Price$16,000
Long Term Winter Rental

Rented

Listing Number LTW-442

  • Exclusive Long-Term Rentals Chalet - Ski,Long Term,Long Term Winter Rentals
  • Bathroom 2
  • Maximum Occupants 6
  • Bedrooms 3
  • Property Name CH #442

Charming 3 bedroom cabin nestled in the woods at the top of Chimney Hill on Haystack Mountain, a 15 minute drive from Mt Snow Ski Resort, with a newly renovated kitchen. Our cabin offers a cozy living room with a pellet stove and sliding glass doors overlooking a private deck backing to forest. Guests enjoy access to Chimney Hill's Clubhouse (indoor pool, hot tub, outdoor heated pool, game room and fitness center), and a stocked fishing pond, ice skating rink, hiking and snowmobile trails. The space: Rustic wood trim throughout the cabin in every room creates a warm and cozy feeling. The pellet stove provides both heat and ambience for winter evenings, enhanced with a beautiful view of the woods in the back visible through the sliding glass doors. The living room has a smart TV with Roku and cable TV is provided. Wall mounted power-strips have been installed in the bedrooms next to each bed with 3 AC outlets and 2 USB charging ports, for your convenience. Long Term Winter Rental   There's a fire pit in the backyard at the edge of the woods surrounded by comfortable chairs, with plenty of firewood for your use. Or you can enjoy the outdoors sitting on the patio furniture on the deck, or the patio. Guest access: During the winter months and in April for mud-season, you will need 4 wheel drive to get on and off the mountain. The cabin is basically at the very top of Chimney Hill - which is a 8-10 minute drive in good weather and driving conditions. The last half-mile is not paved. Other things to note: Chimney Hill is a quiet community and has implemented a noise ordinance. No excessive noise is allowed which disturbs the peace or the privacy of neighboring homes before 8am in the morning or after 9pm at night.

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Ch#651

651 42 Twin Brook Road Wilmington VT 05363

Wilmington, VT651 42 Twin Brook Road

Rental Price$16,000
Long term Winter Rental

Rented

Listing Number LTW-651

  • Exclusive Long-Term Rentals 3 Bedroom Home,Chalet - Ski,Long Term Winter Rentals
  • Village Chimney Hill
  • Location Chimney Hill
  • Bathroom 2
  • Maximum Occupants 8

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

CH #389

389 8 Bear Lair Lane Wilmington VT 05363

Wilmington, VT389 8 Bear Lair Lane

Rental Price$16,000
Winter Season Rental November - April

Rented

Listing Number LTW-389

  • Exclusive Long-Term Rentals Furnished,House,Long Term Winter Rentals,Seasonal,Ski Season Rental,Vacation Rental,Winter Rental
  • Village Chimney Hill
  • Bathroom 2
  • Maximum Occupants 9
  • Bedrooms 3

    Our home, (nick named "Durkee's Do-Drop-Inn") ,was built on a parcel of property that my dear Mother in law and father in law purchased 20 years earlier and never built on (before their passing).  We built the home to remember them by. The house is one of a kind. Designed and partially build by myself. I wanted something special in the design, such as: true Vermont style "T" moldings; wood ceilings on all of the main level; open floor plan; limited rustic look; and two story windows. At night you can see so many stars because there is no light pollution here. There is plenty of firewood for the cozy indoor fireplaces as well. Feel free to sit back and relax in our Jacuzzi tube after a long day of hiking, skiing, biking, or snowmobiling. Many visitors also love waking up and seeing fresh foot prints from the local wildlife right off the private back deck. We know you will enjoy your stay here. --Owners  *****HOME IS FULLY EQUIPPED EXCEPT FOR SHEETS, PILLOWCASES, TOWELS,  SHAMPOO ETC.***** All rentals through Chimney Hill Rental Management include use and access to all of the Chimney Hill amenities. This includes use of the Chimney Hill Clubhouse. At the Clubhouse, you will find: a fitness room, arcade games, ping pong table, pool table, theater, sitting/reading rooms, BYO Bar, summer BBQ, horseshoe court, kids play area, indoor hot tub, indoor pool, outdoor pool, lighted tennis court, lighted basket ball court, bocce court, and volleyball court. Other amenities include a fishing pond, picnic areas, more tennis courts, skating rink and warming hut, VAST snowmobile trails, and hiking trails. Chimney Hill is located five minutes from downtown Wilmington, ten minutes from The Hermitage, and fifteen minutes from Mount Snow. INCLUDED: Rubbish, Plowing, TV, and Clubhouse. TENANT PAYS: Heat, Electric, & Internet. State of Vermont, Department of Taxes, Meals and Rooms Tax Account #10024438

Listed by and of Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

CH #390

390 3 Fox Mountain Road Wilmington VT 05363

Wilmington, VT390 3 Fox Mountain Road

Rental Price$16,000
Long Term Winter Rental

For Rent

Listing Number LTW-390

  • Exclusive Long-Term Rentals 3 Bedroom Home,Long Term Winter Rentals,Ski Season Rental,Winter Seasonal
  • Location Chimney Hill
  • Bathroom 2
  • Maximum Occupants 6
  • Bedrooms 3

  Full Winter Season Rental (Nov - April) $16,000, message me for more information.   *****HOME IS FULLY EQUIPPED EXCEPT FOR SHEETS, PILLOWCASES, TOWELS,  SHAMPOO ETC.***** This lovely, spacious chalet is secluded in the Green Mountains of Vermont. It is located at Chimney Hill, a private community. Chimney Hill is a unique community of private homes nestled on a wooded hillside bordered by the Green Mountain National Forest and surrounded by a four-season recreational area. Our Clubhouse is the social center of the community all year round with indoor and outdoor pools, fitness room, hot tub, barbecue facilities, a game room, great room with a projection TV and surround sound, lighted tennis and basketball court. Do you want outdoor activities? We have an ice skating area with lights and a warming hut, four tennis courts, hiking, cross-country skiing, snowmobile trails, stocked fishing pond, and playgrounds for the youngsters. Other activities include golf and tennis tournaments, barbecues, wine tastings, ski racing, and other activities throughout the year, all organized by our superb staff. Our house is within walking distance. to the clubhouse. While there’s plenty to do right on the grounds of Chimney Hill, we also encourage you to explore the Deerfield Valley, and the surrounding areas of Mount Snow and Southern Vermont. You’ll find first-class skiing, championship golf courses, boating, antique and specialty shops, live entertainment, and award-winning restaurants - all within minutes of Chimney Hill. And you won’t find a better place to enjoy the spectacular display of New England fall foliage than from the deck of a Chimney Hill home! The home offers a newly remodeled full kitchen with microwave, toaster, coffee maker, stove/oven, dishwasher, large refrigerator, Washer/Dryer, among other amenities. There is Wi-Fi Internet access, Ruko TV and DVD, CD Player, Movie Library, ski room and a Wood Stove. Outdoors you'll find two decks, grill, and a beautiful grass lawn. There are 3 bedrooms and 2 full bathrooms, plus a loft with a Daybed. The house features all new flooring: wall-to-wall carpeting, tile flooring and vaulted ceilings, skylights. Mt. Snow and Haystack Ski are just ten minutes away. 12-mile-long Lake Whitingham is just 2 miles away with swimming, fishing, boat launch and boat rentals. Downtown Wilmington just 3 miles away with Fine dining, shopping, art, antiquing, general store, supermarket. Also nearby are golfing, hiking, mountain bike trails, factory outlets, and the Marlboro Music Festival.  WiFi, plowing, firewood and curbside trash pickup are all included with your rental. This home includes all of the amenity privileges from Chimney Hill, including the Clubhouse and ice skating rink, tennis courts, snowmobile trails and more. State of Vermont, Department of Taxes, Meals and Rooms Tax Account #10024438

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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B18: 7 Birch Loop

B018 7 Birch Loop Wilmington VT 05363
Rented

Listing Number LTW-B018

  • Exclusive Long-Term Rentals 3 Bedroom Home,Chalet,Furnished,Long Term Winter Rentals,Winter Rental,Winter Seasonal
  • Bathroom 2
  • Bedrooms 3
  • Property Name B18: 7 Birch Loop
  • Sale or Lease For Rent Only

Rented the 24/25 Season Welcome to your seasonal home, 7 Birch Loop, which  underwent a wonderful, warm interior renovation in 2018. This well done chalet offers 3 bedrooms and 2 bathrooms on two levels with a mudroom. Boasting wood floors throughout the main level and a gorgeous propane stove, you'll feel right at home in the open living space. Whether it is family meals at the high-top dining room table or grab-and-go breakfast at the eat-in counter, no one will go hungry and meals can be prepped in a brand new kitchen. Each bedroom offers two sleeping spaces - the master bedroom provides a Queen and TV; the second upstairs bedroom has a great set of sturdy bunk beds; and the main floor bedroom provides two twin beds. Located low on the Hill, this home is both easily accessible and secluded, as it is tucked away on a quiet dirt road and set on a lovely level lot.  Plowing, curbside rubbish removal and access to the Chimney Hill clubhouse and amenities are all included. WiFi is available.  This home is available for long term winter and long term summer rental. This home is not available for short term rentals (less than 30days).  

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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CH #B072

B72 33 North Road Wilmington VT 05363

Wilmington, VTB72 33 North Road

Rental Price$15,500
Long Term Winter Rental

Rented

Listing Number LTW-B072

  • Exclusive Long-Term Rentals Long Term Winter Rentals
  • Village Chimney Hill
  • Bathroom 2
  • Maximum Occupants 6
  • Bedrooms 3

Rented for the 2023 - 2024 Season *****HOME IS FULLY EQUIPPED EXCEPT FOR SHEETS, PILLOWCASES, TOWELS,  SHAMPOO ETC.***** All rentals through Chimney Hill Rental Management include use and access to all of the Chimney Hill amenities. This includes use of the Chimney Hill Clubhouse. At the Clubhouse, you will find: a fitness room, arcade games, ping pong table, pool table, theater, sitting/reading rooms, BYO Bar, summer BBQ, horseshoe court, kids play area, indoor hot tub, indoor pool, outdoor pool, lighted tennis court, lighted basket ball court, bocce court, and volleyball court. Other amenities include a fishing pond, picnic areas, more tennis courts, skating rink and warming hut, VAST snowmobile trails, and hiking trails. Chimney Hill is located five minutes from downtown Wilmington, ten minutes from The Hermitage, and fifteen minutes from Mount Snow. HOME IS PET FRIENDLY INCLUDED: Rubbish, Plowing, TV, and Clubhouse. TENANT PAYS: Heat, Electric, & Internet.

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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CH #529

529 17 Scattered Timber Road Wilmington VT 05363

Wilmington, VT529 17 Scattered Timber Road

Rental Price$15,500
Winter seasonal rental

For Rent

Listing Number LTW-529

  • Exclusive Long-Term Rentals Long Term Winter Rentals
  • Village Chimney Hill
  • Location On Hill
  • Bathroom 2
  • Maximum Occupants 6

 *****HOME IS FULLY EQUIPPED EXCEPT FOR SHEETS, PILLOWCASES, TOWELS,  SHAMPOO ETC.***** No Pets Please... All rentals through Chimney Hill Rental Management include use and access to all of the Chimney Hill amenities. This includes use of the Chimney Hill Clubhouse. At the Clubhouse, you will find: a fitness room, arcade games, ping pong table, pool table, theater, sitting/reading rooms, BYO Bar, summer BBQ, horseshoe court, kids play area, indoor hot tub, indoor pool, outdoor pool, lighted tennis court, lighted basket ball court, bocce court, and volleyball court. Other amenities include a fishing pond, picnic areas, more tennis courts, skating rink and warming hut, VAST snowmobile trails, and hiking trails. Chimney Hill is located five minutes from downtown Wilmington, ten minutes from The Hermitage, and fifteen minutes from Mount Snow. INCLUDED: Rubbish, Plowing, TV, and Clubhouse. TENANT PAYS: Heat, Electric, & Internet.

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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CH #210

210 289 Chimney Hill Road Wilmington VT 05363

Wilmington, VT210 289 Chimney Hill Road

Rental Price$15,000
Long Term Winter Rental

Rented

Listing Number LTW-210

  • Exclusive Long-Term Rentals Chalet - Ski,Furnished,Long Term Winter Rentals,Vacation Rental,Winter Rental
  • Village Chimney Hill
  • Bathroom 2
  • Maximum Occupants 6
  • Bedrooms 3

Available for the 2024-2025 Winter Season    *****HOME IS FULLY EQUIPPED EXCEPT FOR SHEETS, PILLOWCASES, TOWELS,  SHAMPOO ETC.***** All rentals through Chimney Hill Rental Management include use and access to all of the Chimney Hill amenities. This includes use of the Chimney Hill Clubhouse. At the Clubhouse, you will find: a fitness room, arcade games, ping pong table, pool table, theater, sitting/reading rooms, BYO Bar, summer BBQ, horseshoe court, kids play area, indoor hot tub, indoor pool, outdoor pool, lighted tennis court, lighted basket ball court, bocce court, and volleyball court. Other amenities include a fishing pond, picnic areas, more tennis courts, skating rink and warming hut, VAST snowmobile trails, and hiking trails. Chimney Hill is located five minutes from downtown Wilmington and fifteen minutes from Mount Snow. INCLUDED: Rubbish, TV, and Clubhouse. TENANT PAYS: Heat, Electric, & Internet. State of Vermont, Department of Taxes, Meals and Rooms Tax Account #10024438

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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CH #333

333 58 Snow Shoe Road Wilmington VT 05363

Wilmington, VT333 58 Snow Shoe Road

Rental Price$14,500
Winter seasonal rental

Rented

Listing Number LTW-333

  • Exclusive Long-Term Rentals 3 Bedroom Home,House,Long Term,Long Term Winter Rentals,Seasonal,Single Family Home,Ski Season Rental,Vacation Rental,Winter Rental,Winter Seasonal
  • Village Chimney Hill
  • Location On Hill
  • Bathroom 2
  • Maximum Occupants 6

Rented for the 2023 - 2024 Winter Season  *****HOME IS FULLY EQUIPPED EXCEPT FOR SHEETS, PILLOWCASES, TOWELS,  SHAMPOO ETC.*****   Beautiful 3 bedroom, 2 bath home nestled on two plots in a serene cul-de-sac with beautiful Mountain Views, morning sunrises and evening sunsets. The airy, open floor plan with brand new kitchen appliances includes an oven with pancake griddle for sizzling sausage and pancake breakfasts. All bedrooms, one on main level and two on upper level, include maximum comfort, queen size beds.  Kitchen and baths have all been updated with new accessories as well as new furnishings in den areas. The third lower level of our home has a walkout sliding door to our 2 acre property. Once the leaves are down we see clear to the mountains. This 600 foot room features a game and video streaming hangout. Sleeps 10.  Within walking distance to Club House and Haystack hiking trails, the Green Mountains of Vermont.  All rentals through Chimney Hill Rental Management include use and access to all of the Chimney Hill amenities. This includes use of the Chimney Hill Clubhouse. At the Clubhouse, you will find: a fitness room, arcade games, ping pong table, pool table, theater, sitting/reading rooms, BYO Bar, summer BBQ, horseshoe court, kids play area, indoor hot tub, indoor pool, outdoor pool, lighted tennis court, lighted basket ball court, bocce court, and volleyball court. Other amenities include a fishing pond, picnic areas, more tennis courts, skating rink and warming hut, VAST snowmobile trails, and hiking trails. Chimney Hill is located five minutes from downtown Wilmington, ten minutes from The Hermitage, and fifteen minutes from Mount Snow. INCLUDED: Rubbish, Plowing/Sanding, TV, and Clubhouse. TENANT PAYS: Heat, Electric, & Internet.

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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CH #249

249 5 Deer Run Wilmington VT 05363

Wilmington, VT249 5 Deer Run

Rental Price$13,000
Long Term Winter Rental

Rented

Listing Number LTW-249

  • Exclusive Long-Term Rentals Furnished,House,Long Term,Long Term Winter Rentals,Seasonal,Vacation Rental,Winter Rental,Winter Seasonal
  • Village Chimney Hill
  • Bathroom 2
  • Maximum Occupants 6
  • Bedrooms 3

Rented for the 22/23 Winter Season *****HOME IS FULLY EQUIPPED EXCEPT FOR SHEETS, PILLOWCASES, TOWELS,  SHAMPOO ETC.***** All rentals through Chimney Hill Rental Management include use and access to all of the Chimney Hill amenities. This includes use of the Chimney Hill Clubhouse. At the Clubhouse, you will find: a fitness room, arcade games, ping pong table, pool table, theater, sitting/reading rooms, BYO Bar, summer BBQ, horseshoe court, kids play area, indoor hot tub, indoor pool, outdoor pool, lighted tennis court, lighted basket ball court, bocce court, and volleyball court. Other amenities include a fishing pond, picnic areas, more tennis courts, skating rink and warming hut, VAST snowmobile trails, and hiking trails. Chimney Hill is located five minutes from downtown Wilmington, ten minutes from The Hermitage, and fifteen minutes from Mount Snow. INCLUDED: Rubbish, Plowing/Sanding, TV, and Clubhouse. TENANT PAYS: Heat, Electric, & Internet.

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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CH #935

935 12 Porcupine Lane Wilmington VT 05363

Wilmington, VT935 12 Porcupine Lane

Rental Price$8,000
Half-Share

For Rent

Listing Number HS-935

  • Exclusive Long-Term Rentals House,Long Term Winter Rentals,Ski Season Rental,Vacation Rental,Winter Rental - Half Share
  • Lease Half-Share
  • Village Chimney Hill
  • Bathroom 2
  • Bedrooms 3

   *****HOME IS FULLY EQUIPPED EXCEPT FOR SHEETS, PILLOWCASES, TOWELS,  SHAMPOO ETC.***** NO PETS ALLOWED Half-Share Winter rentals run for the entire winter season. (5 months - Mid November through Mid April). Electric, Internet, and Heat Utilities are split between the owner and tenant. Owners and tenants occupy the home every other week. One week the tenants have the home, and the following week the owners have the home. Weeks run from Wednesday to Wednesday. Owners leave the home clean for tenants and in return, the tenants leave the home clean for owners. Amenities include: plowing, sanding, rubbish, firewood, local phone, TV, ice skating rink and snowmobile trails, and Clubhouse use (game room, hot tub, fitness room, heated indoor pool). Lovely house on dead end road low on the hill for easy access and with double lot for extra privacy. House has 3 bedrooms and 2 full bathrooms on 2 floors and sleeps 9 comfortably. Main Level has 1st Bedroom with Queen bed and full bath as well as Kitchen, Dining Room, Family Room with large screen TV, and ceramic wood stove. Second Level has 2nd Bedroom with Queen bed, 3rd Bedroom with two twin size beds and bunk beds, Living Room with sofa bed and another TV, and Full Bath with laundry. Outside there is a sizeable deck with grille and patio set, and a fire pit in the yard. As a rental within Chimney Hill community, you can enjoy wide variety of amenities including tennis, indoor and outdoor pools, fitness room, clubhouse, hot tub, community room with movies and entertainment, fishing pond, basketball, arcade, playroom and playground! There is also access to various hiking trails and the VAST trail system from the Chimney Hill community. We are less than 10 minutes from Main Street in Wilmington, which hosts a variety of both family friendly and upscale restaurants, 12 minutes from Mt. Snow, 35 minutes from Stratton, 10 minutes to the Hermitage Club, 35 minutes to Green Mountain National Forest and within 30 minutes of Brattleboro and Bennington! State of Vermont, Department of Taxes, Meals and Rooms Tax Account #10024438

Listed by Chimney Hill

$
$
%
$/month over payments
Federal 30-year interest rate: 6.72% last updated on Oct 31, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated November 4, 2024 6:54 AM EST