Title: Windham County Villas | 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) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=6057353&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Villas.d9636-aaVillas.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/dccef88d1434c06846bba7f35aaa8285.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Stratton [](https://expedia.ca/Stratton-Villas.d163002-aaVillas.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-Villas.d10459-aaVillas.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-Villas.d175314-aaVillas.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/2/5dd0ae771d7a48c28ba58644a2879927.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Londonderry [](https://expedia.ca/Londonderry-Villas.d127228-aaVillas.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-Villas.d6842-aaVillas.Travel-Guide-Accommodation) ## Our top choices for Windham County villas ![Exterior](https://images.trvl-media.com/lodging/103000000/102120000/102116300/102116254/fa95b79a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/103000000/102120000/102116300/102116254/82848ccd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/103000000/102120000/102116300/102116254/203794d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102120000/102116300/102116254/0114d39e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Birch. A Spacious Mansion 2 min from Mt. Snow! [](https://www.expedia.ca/West-Dover-Hotels-The-Birch-House-Heated-Pool.h102116254.Hotel-Information) Dover 7.4/10 Good (3 reviews) "Had such an incredible weekend! This house is perfect for a group getting together for a ski trip. The mountain is 5 minutes from the house and coming back we enjoyed our time in the indoor pool and sauna! The hosts were very quick to communicate. We will definitely be back soon!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle K. [](https://www.expedia.ca/West-Dover-Hotels-The-Birch-House-Heated-Pool.h102116254.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115510000/115500600/115500556/aac35b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115510000/115500600/115500556/2648c880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115510000/115500600/115500556/1d02b91c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/116000000/115510000/115500600/115500556/e1e154fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Myrtle. Outdoor hot tub H Pool-Tennis & More [](https://www.expedia.ca/West-Dover-Hotels-The-Myrtle-House-Heated-Pool-Hot-Tub-Tennis-More.h115500556.Hotel-Information) Dover 10/10 Exceptional (2 reviews) "The amenities were fantastic- as advertised. The house was a great place for a family reunion. Three generations were able to spend a lot of quality time together (without screens for the kids!!) while it was snowing for most of the weekend. I think one of the things that really stood out was the caretaker Tony. He went out of his way a couple times to make sure things in the house were perfect for us. He did a fantastic job and one of the reasons why I would go back again- no questions asked. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter R. [](https://www.expedia.ca/West-Dover-Hotels-The-Myrtle-House-Heated-Pool-Hot-Tub-Tennis-More.h115500556.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118320000/118314000/118313954/13ce73f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118320000/118314000/118313954/0f918fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/119000000/118320000/118314000/118313954/00f117ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118320000/118314000/118313954/d423f8db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trailedge Townhome-Ski on/off, Walk to lodge [](https://www.expedia.ca/West-Dover-Hotels-Trailedge-Townhome-Ski-Onoff.h118313954.Hotel-Information) Dover 10/10 Exceptional (1 review) "Great stay, perfect location to ski and enjoy family time " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary E. [](https://www.expedia.ca/West-Dover-Hotels-Trailedge-Townhome-Ski-Onoff.h118313954.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121120000/121114200/121114136/42fda579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/122000000/121120000/121114200/121114136/d87cb03a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/122000000/121120000/121114200/121114136/5893906c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121120000/121114200/121114136/35392f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Rosewood. Outdoor Hot tub. Indoor H pool& more [](https://www.expedia.ca/West-Dover-Hotels-The-Rosewood-House-Indoor-Pool-Spa-Sauna-More.h121114136.Hotel-Information) West Dover 8.8/10 Excellent (50 reviews) "Excellent house for a multi family trip to vermont. Well maintained, with a very nice indoor pool, spa, etc which kids really loved." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dheeraj P. [](https://www.expedia.ca/West-Dover-Hotels-The-Rosewood-House-Indoor-Pool-Spa-Sauna-More.h121114136.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122210000/122208100/122208087/eb58d698.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122210000/122208100/122208087/7b13abf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/123000000/122210000/122208100/122208087/d54ce2a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122210000/122208100/122208087/ddaf8209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Construction- min from Mt, Hot tub, Shuttle [](https://www.expedia.ca/West-Dover-Hotels-New-Construction-Min-From-Mt.h122208087.Hotel-Information) Dover 10/10 Exceptional (1 review) "We had a great time - the house was a lovely place to spend time after hitting the slopes. It was well appointed, comfortable, spacious and very clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica B. [](https://www.expedia.ca/West-Dover-Hotels-New-Construction-Min-From-Mt.h122208087.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522985/3019c4e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522985/w1247h1920x33y0-92e2b28b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522985/48f93c8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/33000000/32530000/32523000/32522985/487432a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Artist's Own Luxury Residence Newfane Vermont - Stunning Views 25 Acres [](https://www.expedia.ca/Newfane-Hotels-Artists-Own-Luxury-Residence-Newfane-Vermont-Stunning-Views-25-Acres.h32522985.Hotel-Information) Newfane 10/10 Exceptional (13 reviews) "The house is beautiful and Nancy is a great host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronald B. [](https://www.expedia.ca/Newfane-Hotels-Artists-Own-Luxury-Residence-Newfane-Vermont-Stunning-Views-25-Acres.h32522985.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121120000/121114200/121114131/19c610c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121120000/121114200/121114131/577a8ea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121120000/121114200/121114131/21c28136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121120000/121114200/121114131/896e36b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mahogany. Outside hot tub, Indoor pool,&Game R [](https://www.expedia.ca/West-Dover-Hotels-The-Mahogany-House-Indoor-Pool-Spa-SaunaGameroom.h121114131.Hotel-Information) Dover 8.0/10 Very good (25 reviews) "We held a family reunion at the Brown House. It was an absolutely amazing week. The house has so much to offer, the indoor pool and hot tub were a gathering spot for the kids. With each bedroom having its own private bathroom, it was like each family had their own private hotel room. The kitchen was big and well stocked with all the cooking gear you would ever need. The property manager, Tony was so responsive and friendly for any question or need he was always right there. The location is... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul P. [](https://www.expedia.ca/West-Dover-Hotels-The-Mahogany-House-Indoor-Pool-Spa-SaunaGameroom.h121114131.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/121000000/120260000/120251900/120251894/30a32984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/121000000/120260000/120251900/120251894/9f6b6fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120260000/120251900/120251894/3bd33b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/121000000/120260000/120251900/120251894/e983fda7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kingswood-20B-Townhome- Hot tub, Shuttle, Clubhouse [](https://www.expedia.ca/West-Dover-Hotels-Kingswood-20B-Towhome-Hot-Tub.h120251894.Hotel-Information) Dover [](https://www.expedia.ca/West-Dover-Hotels-Kingswood-20B-Towhome-Hot-Tub.h120251894.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=2026-01-27&endDate=2026-01-28®ionId=6057353&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Villas.d6057353-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindham-County-Villas.d6057353-aaVillas.Travel-Guide-Accommodation) ## Top Windham County Hotel Reviews ![Hampton Inn Brattleboro](https://images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/38ebb424_y.jpg) ### Hampton Inn Brattleboro 10/10 Excellent "Fantastic experience! Great staff! Very comfortable room. Thanks . " [](https://expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information) ![Deerfield Valley Inn](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/c6676368_y.jpg) ### Deerfield Valley Inn 10/10 Excellent "Oz, Deerfield's host and owner, is simply 'ozsome.' Simply put. Feels like a second home away from home. Classic Vermont. Romantic fireplaces. And a very welcoming and friendly no-nonsense vibe throughout. Great value and convenience realized whenever in the Dover and Mt. Snow environs. Highly recommend this classic inn. " [](https://expedia.ca/West-Dover-Hotels-120-Vermont-Rte-100.h99792254.Hotel-Information) ![The Black Bear Lodge at Stratton Mountain Resort](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/ac6aa3fb_y.jpg) ### The Black Bear Lodge at Stratton Mountain Resort 10/10 Excellent "Every thing was excellent " [](https://expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) ![Inn At Mount Snow](https://images.trvl-media.com/lodging/110000000/109060000/109054300/109054249/2a223f80_y.jpg) ### Inn At Mount Snow 10/10 Excellent "Remodeled. Clean. Pool table. " [](https://expedia.ca/West-Dover-Hotels-Inn-At-Mount-Snow.h109054249.Hotel-Information) ![Chalet 239](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/c6beb381_y.jpg) ### Chalet 239 10/10 Excellent "Great stay " [](https://expedia.ca/West-Dover-Hotels-Chalet-239.h101283909.Hotel-Information) ![Four Columns Inn](https://images.trvl-media.com/lodging/84000000/83260000/83257800/83257793/be42824d_y.jpg) ### Four Columns Inn 10/10 Excellent "Beautiful room and property. " [](https://expedia.ca/Newfane-Hotels-Four-Columns-Inn.h83257793.Hotel-Information) ![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg) ### Comfort Inn & Suites Brattleboro I-91 10/10 Excellent "Great staff" [](https://expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information) ![Latchis Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473_y.jpg) ### Latchis Hotel 10/10 Excellent "Comfy room!" [](https://expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information) ![Mount Snow Grand Summit Resort](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/57303655_y.jpg) ### Mount Snow Grand Summit Resort 10/10 Excellent "Ski slopes were accessible and pool was really nice. " [](https://expedia.ca/West-Dover-Hotels-Mount-Snow-Grand-Summit-Resort.h663170.Hotel-Information) ## Find out more about Windham County ## Windham County Villas information | Number of reviews | 78 | | ----------------- | -------- | | Accommodation | 9 Villas | | Lowest Price | | | Highest Price | | ## 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) - [B&B in Brookline ](https://www.expedia.ca/Brookline-Bed-And-Breakfast.d3000459594-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Brookline ](https://www.expedia.ca/Brookline-Chalets.d3000459594-aaChalets.Travel-Guide-Accommodation) - [Hotels with a Pool in Brookline ](https://www.expedia.ca/Brookline-Hotels-Hotel-With-Pool.0-0-d3000459594-tHotelwithPool.Travel-Guide-Filter-Hotels) - 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