Our Rental Listings

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

     *****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 of Chimney Hill (802-464-2181)

Listing Number LTW-909

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

Long Term Winter Rental 25/26   "We would like to welcome you in our happy place to get away, located part-way up the hill on Fawn Run.  We are a quick walk to the fishing pond and many trails connecting you to additional amenities, including the club house. Whether you have spent many vacations in Chimney Hill or if this is your first visit, we think you’ll love our serene house, with picturesque views year-round, from snow-covered mountains in the winter to the lush green leaf-cover that turns to bright colors in the Fall. The house has 3 bedrooms and 2.5 bathrooms, providing plenty of space for a group to gather. You’ll enter the house through our mudroom that has space to store your gear for all those outdoor adventures.  If you find you still need more storage space, there is ample space in the garage on the basement level. The master bedroom is on the upper level and has a queen bed, large skylight with lots of sunlight during the day and beautiful stars at night, flat-screen smart TV, and an ensuite full bathroom. The master bedroom exits onto a loft that overlooks the main room and has views out the large picture windows on the front of the house.  The loft is a wonderful spot to curl up with a book and take in the views.  The main level includes two more bedrooms, one with a queen bed and another larger room with 2 twins and a queen.  The large main room includes the living room, well-equipped kitchen, and dining area so you can spend time together.  The living room has lots of comfy seating, another large flat-screen smart TV, and a gas stove to provide ambiance and warmth at the flip of a switch without the hassle of hauling wood. There is another full bath on the main floor.  Step right outside from the main room onto the large deck where you can take in the views from our seating and dining space or the relaxing hot tub (4-6 person, year-round) while also listening to your favorite music on our outdoor stereo.  For those times when you want to gather outside by the fire, we also have an old Vermont Castings wood stove that has been converted into an outdoor fireplace with Adirondack chairs on the back lawn. For those times when part of the group wants to get away, there is also a bonus room in the basement with another large sectional and a large flat-screen smart TV with DVD player as well as a half bath.  The laundry is also located in the basement."   *****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. Rent Includes: Plowing, Rubbish, 1 Cord Firewood, TV, and Clubhouse. Tenant Pays:  Electric, heat, and Internet.

Listed by of Chimney Hill (802-464-2181)

Listing Number LTW-416

• Exclusive Long-Term Rentals Long Term Summer Rentals,Long Term Winter Rentals,Monthly Rental,Short Term Rental
• Village Chimney Hill
• Location Chimney Hill
• Bathroom 2
• Maximum Occupants 6

Chimney Hill House, 15 Mins to Mt Snow, Clubhouse access w/ indoor pool, hot tub *****HOME IS FULLY EQUIPPED EXCEPT FOR SHEETS, PILLOWCASES, TOWELS,  SHAMPOO ETC.***** Fully equipped 3 bedroom 2 bathroom house located near the top of Chimney Hill. Just bring your sports gear, clothes and food and everything else is there. Fully equipped kitchen with everything needed to prepare meals, including *condiments, *cooking oils, *spices, ete…….. *Kitchen cleaning supplies Premium beds with duvets (down comforter inside washable cover) for great night’s sleep – previous guest have said “it’s like sleeping in cloud”. (**All bedding is supplied with this home) High quality sheets, pillowcases and comforter cover are all white and are washed with bleached to disinfect after every guest/renter change over by housekeeping. Bathrooms are stocked with linens, *toiletries, *soaps, *shampoo and *cleaning supplies. Blazing fast 1 Gb/S fiber to home internet/Wi-Fi Land line phone with unlimited calling to the US and Canada (3) 4K Smart TVs all with access to premium on demand services Netflix and Prime Video and hundreds of ad supported services/channels on Xumo, Tubi and You Tube and broadcast services from the Hartford/ Springfield area i.e. ABC HD, CBS HD, NBC HD, FOX HD…….. High quality 5.1 Surround Sound system in the living room for the best movie experience or listening to your favorite music (smart phone input for audio) Large woodstove in the living room for warming up after a cold day on the slopes or out the snowmobiles Washer and Dryer – *with clothes detergent supplied Programmable heat control (24/7) in every room Security System and advanced interconnected smoke/CO alarms Generator for back-up power Location features The house is about a 15 minute drive to Mount Snow (Carinthia base area) and from house 19 minutes to main base lodge area. Direct access to the VAST snowmobile trail system from the house (ride right out of the driveway onto trail system) Walkable distance to the clubhouse For hiking the trailhead to the Haystack Mountain trail to summit is walking distance from the house. The Chimney Hill trail and Valley trail are also nearby. The Harriman Reservoir is about 3 miles from the house for motor boating, water skiing and tubing, PWC’s, sailing, canoeing and kayaking, picnicking and swimming. Boat/water toy rentals are available at the reservoir. Minutes to downtown Wilmington and Dover for shopping and dining out (*) For longer term rentals home will be stocked at the beginning of the stay and renter will need to purchase item as needed during their stay. (**) Renter/Guest is responsible for any damages i.e. tears, stains that cannot be removed.(Deposit required) State of Vermont, Department of Taxes, Meals and Rooms Tax Account #10024438

Listed by of Chimney Hill (802-464-2181)

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 of Chimney Hill (802-464-2181)

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 of Chimney Hill (802-464-2181)

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 of Chimney Hill (802-464-2181)

Listing Number LTW-B027

• Exclusive Long-Term Rentals 3 Bedroom Home,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.***** 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. Wi-Fi, 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 of Chimney Hill (802-464-2181)

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 of Chimney Hill (802-464-2181)

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

     *****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 of Chimney Hill (802-464-2181)

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 of Chimney Hill (802-464-2181)