Title: Windham County, VT Villas Rentals | Expedia.com [Windham County Travel Guide](https://expedia.com/Windham-County.dx6057353)[Windham County Hotels](https://expedia.com/Destinations-In-Windham-County.d6057353.Hotel-Destinations)[Vacation Rentals in Windham County](https://expedia.com/Destinations-In-Windham-County.d6057353.Vacation-Rental-Destinations)[Windham County Flights](https://expedia.com/Destinations-In-Windham-County.d6057353.Flight-Destinations)[Things to do in Windham County](https://expedia.com/Things-To-Do-In-Windham-County.d6057353.Travel-Guide-Activities)[Car Rentals in Windham County](https://expedia.com/Destinations-In-Windham-County.d6057353.Car-Rental-Destinations)[Windham County Vacations](https://expedia.com/Windham-County.d6057353.Destination-Travel-Guides) ![New England is known for their covered bridges. A beautiful example is the West Dummerston Bridge over the West River in southern Vermont. #InStone](https://images.trvl-media.com/place/6057353/bdb3e72e-fca5-4208-a6a4-c09318f6a7f8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Bruce Altobelli ![](https://images.trvl-media.com/place/6057353/bdb3e72e-fca5-4208-a6a4-c09318f6a7f8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=6057353&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6057353&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=6057353&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=6057353&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Windham County ![Stratton Pond in Vermont; Shutterstock ID 64897450; Purchase Order: -](https://images.trvl-media.com/place/163002/11bbbd3f-1bde-4d44-97be-40e615aaaf1b.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Stratton [](https://expedia.com/Stratton-Villas.d163002-aaVillas.Travel-Guide-Accommodation) ![Drone view from above a West Dover Vermont neighborhood in winter](https://images.trvl-media.com/place/10459/36c3716b-92fb-40b7-8bcf-545492fddfe3.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### West Dover [](https://expedia.com/West-Dover-Villas.d10459-aaVillas.Travel-Guide-Accommodation) ![Autumn colors along Connecticut River, Brattleboro, Vermont](https://images.trvl-media.com/place/9636/028a402e-1933-4649-ba79-261aea048ad3.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Brattleboro [](https://expedia.com/Brattleboro-Villas.d9636-aaVillas.Travel-Guide-Accommodation) ![Wilmington featuring a city and autumn leaves](https://images.trvl-media.com/place/175314/9c0f0e5d-2a7c-4c89-8d88-0d1abb3d7c9a.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Wilmington [](https://expedia.com/Wilmington-Villas.d175314-aaVillas.Travel-Guide-Accommodation) ![White winter wonderland scenery in South Londonderry, Vermont with snow covered trees, bench, pond and blue cloudy sky in the background. Cold snowy day.](https://images.trvl-media.com/place/127228/def91bc0-833e-4f3b-aaad-ceb4dc0bf45d.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Londonderry [](https://expedia.com/Londonderry-Villas.d127228-aaVillas.Travel-Guide-Accommodation) ![HGY9XC View of the Ball Mountain Reservoir from the top of the Ball Mountain Dam on the West River in Jamaica Vermont USA](https://images.trvl-media.com/place/184052/aaff0c92-5112-4914-98bd-67915c0912e0.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Jamaica [](https://expedia.com/Jamaica-Villas.d184052-aaVillas.Travel-Guide-Accommodation) ## Our top choices for Windham County villas ![Outdoor spa tub](https://images.trvl-media.com/lodging/103000000/102120000/102116300/102116254/850dc55b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102120000/102116300/102116254/6d5dadb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/103000000/102120000/102116300/102116254/f5271e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102120000/102116300/102116254/af267981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Birch 13BR Villa 2 min from Mt. Snow Hot Tub Pool [](https://www.expedia.com/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.com/West-Dover-Hotels-The-Birch-House-Heated-Pool.h102116254.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115510000/115500600/115500556/a98018a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/116000000/115510000/115500600/115500556/d3627444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/116000000/115510000/115500600/115500556/7dc515ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115510000/115500600/115500556/d8b5849f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Myrtle Villa Hot Tub Pool Near Mount Snow [](https://www.expedia.com/West-Dover-Hotels-The-Myrtle-House-Heated-Pool-Hot-Tub-Tennis-More.h115500556.Hotel-Information) Dover 10/10 Exceptional (4 reviews) "We had such a great time with the house our friends and our family. Tony was so helpful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chuck M. [](https://www.expedia.com/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) ![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) ![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/ea57ce4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trailedge Townhome-Ski on/off, Walk to lodge [](https://www.expedia.com/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.com/West-Dover-Hotels-Trailedge-Townhome-Ski-Onoff.h118313954.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121120000/121114200/121114136/ca0deb28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121120000/121114200/121114136/757af441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/122000000/121120000/121114200/121114136/cfdc59c8_edited_c85e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121120000/121114200/121114136/d61b06c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 12BR Villa Near Mount Snow Sleeps 32 Hot Tub & Indoor Pool [](https://www.expedia.com/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.com/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) ![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) ![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) ### New Construction- min from Mt, Hot tub, Shuttle [](https://www.expedia.com/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.com/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/33000000/32530000/32523000/32522985/48f93c8d.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) ![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.com/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.com/Newfane-Hotels-Artists-Own-Luxury-Residence-Newfane-Vermont-Stunning-Views-25-Acres.h32522985.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121120000/121114200/121114131/7ed311f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121120000/121114200/121114131/65ebc65b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/122000000/121120000/121114200/121114131/5240dbd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/122000000/121120000/121114200/121114131/107f28fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mahogany. House near Mt Snow | Hot Tub | Pool [](https://www.expedia.com/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.com/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) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/121000000/120260000/120251900/120251894/75668bc2.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) ![Fitness facility](https://images.trvl-media.com/lodging/121000000/120260000/120251900/120251894/9f6b6fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kingswood-20B-Townhome- Hot tub, Shuttle, Clubhouse [](https://www.expedia.com/West-Dover-Hotels-Kingswood-20B-Towhome-Hot-Tub.h120251894.Hotel-Information) Dover [](https://www.expedia.com/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.com/Hotel-Search?startDate=2026-02-19&endDate=2026-02-20®ionId=6057353&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Windham+County%2C+Vermont%2C+United+States+of+America®ionId=6057353&latLong=42.985636%2C-72.655926&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Windham+County%2C+Vermont%2C+United+States+of+America®ionId=6057353&latLong=42.985636%2C-72.655926&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=Windham+County%2C+Vermont%2C+United+States+of+America®ionId=6057353&latLong=42.985636%2C-72.655926&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=COTTAGE) Condos [](https://www.expedia.com/Hotel-Search?destination=Windham+County%2C+Vermont%2C+United+States+of+America®ionId=6057353&latLong=42.985636%2C-72.655926&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CONDO) Chalets [](https://www.expedia.com/Hotel-Search?destination=Windham+County%2C+Vermont%2C+United+States+of+America®ionId=6057353&latLong=42.985636%2C-72.655926&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CHALET) Apartments [](https://www.expedia.com/Hotel-Search?destination=Windham+County%2C+Vermont%2C+United+States+of+America®ionId=6057353&latLong=42.985636%2C-72.655926&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=APARTMENT) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Windham+County%2C+Vermont%2C+United+States+of+America®ionId=6057353&latLong=42.985636%2C-72.655926&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=APART_HOTEL) Villas [](https://www.expedia.com/Hotel-Search?destination=Windham+County%2C+Vermont%2C+United+States+of+America®ionId=6057353&latLong=42.985636%2C-72.655926&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VILLA) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindham-County-Villas.d6057353-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindham-County-Villas.d6057353-aaVillas.Travel-Guide-Accommodation) ## Top Windham County Hotel Reviews ![The Putney Inn](https://images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/43775dcc_y.jpg) ### The Putney Inn 10/10 Excellent "Staff" [](https://expedia.com/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information) ![Kitzhof Inn](https://images.trvl-media.com/lodging/13000000/12030000/12026600/12026510/ffba9625_y.jpg) ### Kitzhof Inn 10/10 Excellent "Hosts were great, its a cozy inn with a wonderful breakfast. Their restaurant reccomendations were spot on. We will definitely be back," [](https://expedia.com/West-Dover-Hotels-Kitzhof-Inn.h12026510.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 "Awesome stay thank you" [](https://expedia.com/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) ![Long Trail House at Stratton Mountain Resort](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/31db03a1_y.jpg) ### Long Trail House at Stratton Mountain Resort 10/10 Excellent "Nice place and great location!!!" [](https://expedia.com/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information) ![Chalet 239](https://images.trvl-media.com/lodging/102000000/101290000/101284000/101283909/c6beb381_y.jpg) ### Chalet 239 10/10 Excellent "Chalet 239 was awesome and completely unexpected! It's an old motel that was recently renovated and has a country charm with new decor and amenities. Everything was clean, new and beautiful. Max was excellent in keeping in touch. I will definitely stay there again! " [](https://expedia.com/West-Dover-Hotels-Chalet-239.h101283909.Hotel-Information) ![The Covered Bridge Inn](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/214f3dc0_y.jpg) ### The Covered Bridge Inn 10/10 Excellent "Good" [](https://expedia.com/Brattleboro-Hotels-The-Covered-Bridge-Inn.h27661353.Hotel-Information) ![Big Bears Lodge](https://images.trvl-media.com/lodging/17000000/16430000/16427600/16427587/5147c108_y.jpg) ### Big Bears Lodge 10/10 Excellent "Yes " [](https://expedia.com/West-Dover-Hotels-Big-Bears-Lodge.h16427587.Hotel-Information) ![Deerfield Valley Inn](https://images.trvl-media.com/lodging/100000000/99800000/99792300/99792254/c6676368_y.jpg) ### Deerfield Valley Inn 10/10 Excellent "Our stay at Deerfield Valley Inn was lovely. Oz, the host was very gracious and accommodating. Our room was clean, comfortable and cozy. Extra nice was having our own wood burning fireplace. The location is great, close to the mountain and restaurants. Would definitely go back" [](https://expedia.com/West-Dover-Hotels-120-Vermont-Rte-100.h99792254.Hotel-Information) ![Latchis Hotel](https://images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473_y.jpg) ### Latchis Hotel 10/10 Excellent "Great room, friendly & helpful staff, plus a great location in the community" [](https://expedia.com/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information) ## Find out more about Windham County ## Windham County Villas information | Number of reviews | 79 | | ----------------- | -------- | | Accommodation | 9 Villas | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Cabin Rentals in Newfane ](https://www.expedia.com/Newfane-Cabins.d184059-aaCabins.Travel-Guide-Accommodation) - [B&B in Newfane ](https://www.expedia.com/Newfane-Bed-And-Breakfast.d184059-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cottages in Newfane ](https://www.expedia.com/Newfane-Cottages.d184059-aaCottages.Travel-Guide-Accommodation) - 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