Title: Windham County Vacation Home Rentals from CA $374: Search Top Private Vacation Homes for Rent | Expedia.ca [Windham County Hotels](https://expedia.ca/Destinations-In-Windham-County.d6057353.Hotel-Destinations)[Vacation Rentals in Windham County](https://expedia.ca/Destinations-In-Windham-County.d6057353.Vacation-Rental-Destinations)[Things to do in Windham County](https://expedia.ca/Things-To-Do-In-Windham-County.d6057353.Travel-Guide-Activities)[Windham County Car Rentals](https://expedia.ca/Destinations-In-Windham-County.d6057353.Car-Rental-Destinations)[Windham County Vacations](https://expedia.ca/Windham-County.d6057353.Destination-Travel-Guides) ![Southern Vermont showing autumn leaves and a garden](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93853-Southern-Vermont.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Windham County Vacation Rentals ## Compare and save ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2025-09-26&endDate=2025-09-28&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Windham County ![](https://mediaim.expedia.com/destination/2/7293bdf66975e2ab77f3169d08030312.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Brattleboro [](https://expedia.ca/Brattleboro-Private-Vacation-Homes.d9636-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Mount Snow featuring mountain biking as well as an individual male](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/147000/147668-Mount-Snow.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### West Dover [](https://expedia.ca/West-Dover-Private-Vacation-Homes.d10459-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/dccef88d1434c06846bba7f35aaa8285.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Stratton [](https://expedia.ca/Stratton-Private-Vacation-Homes.d163002-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Wilmington which includes a city and autumn leaves](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93855-Southern-Vermont.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Wilmington [](https://expedia.ca/Wilmington-Private-Vacation-Homes.d175314-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/5dd0ae771d7a48c28ba58644a2879927.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Londonderry [](https://expedia.ca/Londonderry-Private-Vacation-Homes.d127228-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/ca7b3ef3eca67e517d919813ea0accfb.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Bellows Falls [](https://expedia.ca/Bellows-Falls-Private-Vacation-Homes.d6842-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Featured Vacation Homes in Windham County ## Our top choices for Windham County vacation homes ![Property grounds](https://images.trvl-media.com/lodging/34000000/33940000/33938600/33938577/184626f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33940000/33938600/33938577/d849f66d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33940000/33938600/33938577/6908c165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33940000/33938600/33938577/22a53237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow Wilmington 10/10 Exceptional (134) "This was our second time renting this property for a quick ski trip. The property is spacious, and well appointed. It really offers everything you need for a relaxing ski vacation. Love the game room and the space." [](https://www.expedia.ca/Wilmington-Hotels-Spacious-Three-Level-Home.h33938577.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/96000000/95090000/95081100/95081043/fd0bfacf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/96000000/95090000/95081100/95081043/4cd00878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95090000/95081100/95081043/9c2d1fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95090000/95081100/95081043/f3aefa1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Treetop townhouse with Hot Tub and plenty of space for the whole family! Stratton 3.0/10 (2) "We arrived at our rental at 4:05pm (check-in was at 4pm) and were met by the management company. They just started to clean the rental, due to cleaners canceling. They did not contact us to let us know the rental would not be ready. They allowed us to settled in. They finished cleaning about 30 minutes later. I specially asked if they were finished with everything and they replied yes. The next morning I woke up and had an asthma attack. I realized there was dog hair everywhere. I... [](https://www.expedia.ca/Stratton-Hotels-Treetop-Townhouse-With-Hot-Tub-And-Plenty-Of-Space-For-The-Whole-Family.h95081043.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115610000/115608200/115608105/ac3f13b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games](https://images.trvl-media.com/lodging/116000000/115610000/115608200/115608105/0d009088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games](https://images.trvl-media.com/lodging/116000000/115610000/115608200/115608105/94a3d43a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115610000/115608200/115608105/88147e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful house w/ mountain views, fireplace, balcony, bbq, gameroom, w/d, a/c Dover 10/10 Exceptional (2) "Great family space. Comfortable furniture, well-stocked kitchen, close to restaurants. A/C units worked well." [](https://www.expedia.ca/West-Dover-Hotels-Beautiful-House-W-Mountain-Views.h115608105.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71940000/71933600/71933561/7fecb73f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71940000/71933600/71933561/8aec4bee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/72000000/71940000/71933600/71933561/ce0724c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71940000/71933600/71933561/6f1f6456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns Townshend 10/10 Exceptional (59) "We had so much fun between swimming and having a fire . The place is beautiful and private and yet not to far from everything." [](https://www.expedia.ca/Townshend-Hotels-Modern-Private-Home-30-Acres-W-Pool.h71933561.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/107000000/106040000/106036100/106036013/a02d1c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106040000/106036100/106036013/38cac6f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/107000000/106040000/106036100/106036013/e8e5f7bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106040000/106036100/106036013/8e492ad5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Green Mountain Chapel // Old Church repositioned into 3 BR Londonderry 10/10 Exceptional (18) "This is a really beautiful place to stay. The kitchen has pretty much very your would need for a stay, and the host leaves little extras for you. Absolutely would stay here again." [](https://www.expedia.ca/South-Londonderry-Hotels-The-Green-Mountain-Chapel-Old-Church-Repositioned-Into-3-BR.h106036013.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/35000000/34340000/34339900/34339822/0908e615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34340000/34339900/34339822/41a5e735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34340000/34339900/34339822/577717d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34340000/34339900/34339822/a6441b7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratton Mountain Resort Solstice Luxury 5 bedroom Ski-In/Out Vacation Home Stratton 9.8/10 Exceptional (52) "Greatly enjoyed it" [](https://www.expedia.ca/Stratton-Hotels-Stratton-Mountain-Resort-Solstice-Luxury-5-Bedroom-Ski-InOut-Vacation-Home.h34339822.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/111000000/110900000/110896100/110896001/w1114h746x0y9-9e33c846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110900000/110896100/110896001/w1179h807x0y0-78265303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110900000/110896100/110896001/f164c130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110900000/110896100/110896001/4520780f_edited_2e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. Dover 10/10 Exceptional (7) "Great house, great location, Great communication with Todd. Will be back for sure!!!! Thanks for everything Todd. " [](https://www.expedia.ca/West-Dover-Hotels-Brand-New-Listing-True-Ski-In-Ski-Out-With-Private-Hot-Tub-Fire-Pit.h110896001.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70120000/70112300/70112206/342b2143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70120000/70112300/70112206/74307286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70120000/70112300/70112206/f2baa7c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70120000/70112300/70112206/e0d7fc20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful, private log cabin with huge, relaxing screened porch Townshend 10/10 Exceptional (39) "The spot was amazing and everything was exactly what we wanted. " [](https://www.expedia.ca/Townshend-Hotels-The-Labrador-Lodge-Beautiful.h70112206.Hotel-Information) ![Smart TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/34000000/33710000/33710000/33709968/429008d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/34000000/33710000/33710000/33709968/2de9f2fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33710000/33710000/33709968/de6e43f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33710000/33710000/33709968/dc95f952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Custom Built Timber Frame Home, Sleeps 11 Wilmington 10/10 Exceptional (106) "Home was big, clean, and close to mt snow. We had a great stay. Thanks!" [](https://www.expedia.ca/Wilmington-Hotels-Beautiful-Custom-Built-Timber-Frame-Home.h33709968.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/58000000/57130000/57120900/57120883/c7cf9ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/58000000/57130000/57120900/57120883/9e1da9b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/58000000/57130000/57120900/57120883/9bdf7f9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57130000/57120900/57120883/00add351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Modern A-Frame in Southern Vermont is The Place To BE! Whitingham 10/10 Exceptional (84) "A beautiful cabin in the woods. Very clean and a perfect stay." [](https://www.expedia.ca/Whitingham-Hotels-Beautiful-Modern-A-Frame-In-Southern-Vermont-Is-The-Place-To-BE.h57120883.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/32000000/31970000/31967500/31967482/f381a7e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/32000000/31970000/31967500/31967482/e17d2d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31970000/31967500/31967482/1b9f75ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31970000/31967500/31967482/a21405c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews Wilmington 10/10 Exceptional (224) "Everything about the stay was wonderful! The property is beautiful. We used the sauna, kayaks, hot tub, trail to town etc and it was all wonderful. Thanks for a great stay! " [](https://www.expedia.ca/Wilmington-Hotels-Amazing-Views.h31967482.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64420000/64410700/64410693/f8a8bfb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/65000000/64420000/64410700/64410693/7f5d3456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/65000000/64420000/64410700/64410693/d0422b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64420000/64410700/64410693/cba0a4d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Riverfront Home 7 Minutes to Stratton! Jamaica 10/10 Exceptional (32) "Perfect house for a few families to gather and have fun. " [](https://www.expedia.ca/Jamaica-Hotels-Spacious-Riverfront-Home-7-Minutes-To-Stratton.h64410693.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/27000000/26940000/26934100/26934055/8062756f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, Netflix, books, streaming services](https://images.trvl-media.com/lodging/27000000/26940000/26934100/26934055/8540014e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free internet, bed sheets](https://images.trvl-media.com/lodging/27000000/26940000/26934100/26934055/d36c75a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26940000/26934100/26934055/44fa4dc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog-friendly cabin in the woods with firepit - ski & golf at nearby mountains West Wardsboro 9.0/10 Wonderful (68) "My husband and i enjoyed our stay. The cabin was very clean and comfortable. We would definitely rent it again." [](https://www.expedia.ca/West-Wardsboro-Hotels-Dog-Friendly-Cabin-In-The-Woods-With-Firepit-Ski-Golf-At-Nearby-Mountains.h26934055.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/70000000/69700000/69690100/69690074/e7479349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69700000/69690100/69690074/53f2881b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/70000000/69700000/69690100/69690074/74d67c6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/70000000/69700000/69690100/69690074/6b7aafdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes West Wardsboro 9.8/10 Exceptional (25) "Great location close to the slopes. Clean and comfortable. Loved the fireplace. " [](https://www.expedia.ca/West-Wardsboro-Hotels-Family-Home-W-Great-Yard.h69690074.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66920000/66916900/66916885/936129e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66920000/66916900/66916885/c4f329b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/67000000/66920000/66916900/66916885/af4c724a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/67000000/66920000/66916900/66916885/7365e2fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 4 BR Townhome minutes from Mt Snow West Dover 10/10 Exceptional (31) "Great location and view of Mount Snow." [](https://www.expedia.ca/West-Dover-Hotels-Beautiful-4-BR-Townhome-Minutes-From-Mt-Snow.h66916885.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/620d544b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/5f732777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/ae5164c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/cc74d03c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts Stratton 7.8/10 Good (52) "Location was great, pool, hot tubs and sauna were great" CA $131 CA $374 total includes taxes & fees Sep 22 - Sep 23 [](https://www.expedia.ca/Stratton-Hotels-Stratton-Mountain-Condo-With-Shared-Pool.h44577227.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110200000/110196400/110196387/39be8e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110200000/110196400/110196387/94f09281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110200000/110196400/110196387/937b1236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110200000/110196400/110196387/cb0c4405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spyglass village- Golf & Ski Wilmington 10/10 Exceptional (3) "Great location, close to Mount Snow, ideal for skiing. Property is newly renovated, very functional and well appointed. We really enjoyed our stay." [](https://www.expedia.ca/Wilmington-Hotels-Spyglass-Village-Golf-Ski.h110196387.Hotel-Information) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101200000/101196000/101195928/aae66c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101200000/101196000/101195928/c798f6f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101200000/101196000/101195928/w1278h853x2y0-01fd64c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/102000000/101200000/101196000/101195928/f6228b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fabulous Mountain Top Retreat - 10 minutes from mount snow! Dover [](https://www.expedia.ca/East-Dover-Hotels-Fabulous-Mountain-Top-Retreat-10-Minutes-From-Mount-Snow.h101195928.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35570000/35563200/35563104/cf1fcd66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35570000/35563200/35563104/93262388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35570000/35563200/35563104/dee0d560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35570000/35563200/35563104/afd7fefc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilltop Home with Great Views Putney 9.2/10 Wonderful (12) "Michelle made our experience super easy and memorable! Drive up a private road and a pretty steep hill (4wd a must in winter) to a secluded, beautiful house with plenty of space. Just you and nature. The house itself has all the amenities - full kitchen, sitting areas, and even a wood stove that Michelle started up before we got there. Beds are comfortable, and the bathrooms have insane mountaintop views. Michele even left a few eggs for starter breakfast which was much appreciated. You can’t... [](https://www.expedia.ca/Putney-Hotels-Hilltop-Home-With-Great-Views.h35563104.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/105000000/104890000/104882600/104882515/43fed20d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/105000000/104890000/104882600/104882515/88ca3fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104890000/104882600/104882515/58fc78a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104890000/104882600/104882515/0a9ee615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Countryside, mountain-view house near eagle's nest with patios - dog-friendly West Townshend 9.6/10 Exceptional (5) "Perfect little spot for a ski trip to Stratton!" [](https://www.expedia.ca/Townshend-Hotels-Countryside.h104882515.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-04&endDate=2025-10-05®ionId=6057353&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindham-County-Private-Vacation-Homes.d6057353-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindham-County-Private-Vacation-Homes.d6057353-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Windham County Hotel Reviews ![Latchis Hotel](//images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473_y.jpg) ### Latchis Hotel 10/10 Excellent "Very nice vintage hotel" [](https://expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information) ![Hampton Inn Brattleboro](//images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/38ebb424_y.jpg) ### Hampton Inn Brattleboro 10/10 Excellent "Good location and value" [](https://expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information) ![Inn At Mount Snow](//images.trvl-media.com/lodging/110000000/109060000/109054300/109054249/2a223f80_y.jpg) ### Inn At Mount Snow 10/10 Excellent "Our stay at the Inn at Snow Mountain was nothing short of perfect, thanks to Lisa. She is the heart and soul of this place - warm, welcoming, and genuinely invested in making every guest feel at home. From the moment we arrived, she made us feel like family. The Inn itself is cozy, clean, and surrounded by stunning mountain views that take your breath away. Each morning felt magical waking up here, and after long days exploring, returning to the comfort of the Inn felt like coming home. Lisa’s care and attention to detail make this more than just a stay - it’s an experience. Whether it was her thoughtful touches, great recommendations, or simply her kind presence, she made our trip unforgettable. If you’re looking for a getaway that combines beautiful scenery, cozy comfort, and the most perfect host, look no further. Lisa and the Inn at Snow Mountain truly set the bar. We can’t wait to return." [](https://expedia.ca/West-Dover-Hotels-Inn-At-Mount-Snow.h109054249.Hotel-Information) ![The Black Bear Lodge at Stratton Mountain Resort](//images.trvl-media.com/lodging/1000000/810000/800800/800765/a75b732a_y.jpg) ### The Black Bear Lodge at Stratton Mountain Resort 10/10 Excellent "Convenient to " [](https://expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) ![Mount Snow Grand Summit Resort](//images.trvl-media.com/lodging/1000000/670000/663200/663170/effe663b_y.jpg) ### Mount Snow Grand Summit Resort 10/10 Excellent "Absolutely beautiful. Staff is super helpful & polite. Room is very nice, wish it had a mini fridge. " [](https://expedia.ca/West-Dover-Hotels-Mount-Snow-Grand-Summit-Resort.h663170.Hotel-Information) ![The Putney Inn](//images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/43775dcc_y.jpg) ### The Putney Inn 10/10 Excellent "Pet friendly, clean. Older motel but room updated and roomy. " [](https://expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information) ![Colonial Motel And Spa](//images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a_y.jpg) ### Colonial Motel And Spa 10/10 Excellent "It met my needs" [](https://expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information) ![Black Mountain Inn](//images.trvl-media.com/lodging/1000000/10000/8900/8804/6d2f8f4c_y.jpg) ### Black Mountain Inn 10/10 Excellent "Folks that run the Inn are very friendly and helpful. Wanted to help in any way. I would definetly stay there again and I have tryed them all in Brattleboro, VT" [](https://expedia.ca/Brattleboro-Hotels-Black-Mountain-Inn.h8804.Hotel-Information) ![Comfort Inn & Suites Brattleboro I-91](//images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg) ### Comfort Inn & Suites Brattleboro I-91 10/10 Excellent "This was a nice stay, thanks" [](https://expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information) ## Find out more about Windham County ## Windham County Vacation Homes information | Number of reviews | 874 | | --- | --- | | Accommodation | 508 Vacation Homes | | Lowest Price | CA $374 | | Highest Price | CA $374 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Jamaica](https://www.expedia.ca/3Star-Jamaica-Hotels.s30-0-d184052.Travel-Guide-Filter-Hotels) - [Hotels near Brattleboro Common](https://www.expedia.ca/Brattleboro-Common-Hotels.0-l553248621561865132-0.Travel-Guide-Filter-Hotels) - 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