House vacation rentals in Windham County
Find and book unique houses on Airbnb
Top-rated house rentals in Windham County
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windham County house rentals
House rentals with a pool
Home in Wardsboro
5 out of 5 average rating, 45 reviewsMinutes to Mt. Snow/Stratton! Hot Tub + Game Room
Home in Wilmington
5 out of 5 average rating, 12 reviewsSilver Moose Lodge (Mt Snow)
Home in Wilmington
4.88 out of 5 average rating, 163 reviewsAdams Farm-"The Little Farmhouse"
Home in Newfane
4.92 out of 5 average rating, 48 reviews6 BR Perfect Private Retreat in Vermont!
Home in Dover
5 out of 5 average rating, 54 reviewsThe Villa - Industrial Farmhouse with Hot Tub
Home in Wilmington
5 out of 5 average rating, 12 reviewsStylish Chimney Hill Home - Close to Mt. Snow!
Home in Dover
4.98 out of 5 average rating, 40 reviews3bd Mt.Snow condo: Fireplace and ski off trail.
Home in Wilmington
4.83 out of 5 average rating, 42 reviewsMountain Paradise 4 Bed w/ Hot Tub Mins to Mt Snow
Weekly house rentals
Home in Newfane
4.94 out of 5 average rating, 89 reviewsClark Farm-2 Master-Suites, Great kitchen, views!
Home in Dover
4.9 out of 5 average rating, 69 reviewsTimber Frame Contemporary w/ Hot Tub at Mount Snow
Home in Jamaica
4.9 out of 5 average rating, 81 reviewsThe Post Haus: one-of-a-kind modern VT experience
Home in Windham
4.87 out of 5 average rating, 101 reviewsMagic Creek
Home in East Dover
5 out of 5 average rating, 38 reviewsMagical Retreat Cottage - Vermont cabin getaway
Home in Townshend
4.95 out of 5 average rating, 77 reviewsCozy, Comfy Country Home in Southern VT Village
Home in Newfane
4.98 out of 5 average rating, 66 reviewsRiverside Farmhouse
Home in Wardsboro
4.86 out of 5 average rating, 22 reviewsThe Perch
Private house rentals
Home in Putney
4.97 out of 5 average rating, 32 reviewsHistoric Putney Home
Home in Dover
4.96 out of 5 average rating, 49 reviewsGood Vibes & Comforts of Home @Ellis Brook Retreat
Home in Jamaica
5 out of 5 average rating, 32 reviews2-Bedroom Home, 7 Minutes From Stratton Mountain
Home in Dover
4.93 out of 5 average rating, 82 reviewsCozy Riverfront Home, 1mi to Mt Snow, On Moover
Home in Dover
5 out of 5 average rating, 90 reviewsLarge, beautiful home just 2 minutes to Mount Snow
Home in Whitingham
4.97 out of 5 average rating, 91 reviewsSki Season! Play Area, Crib, 11 Acre Farmhouse
Home in Dover
4.95 out of 5 average rating, 73 reviewsContemporary 4-BR Alpine Chalet 10-min to Mt. Snow
Home in Dover
5 out of 5 average rating, 12 reviews11 min. to Mt. Snow Family HotTub/GameRm/FirePit
Destinations to explore
- Lighthouse rentals United States
- Townhouse rentals United States
- Guesthouse rentals United States
- House rentals United States
- Earth house rentals United States
- Beach house rentals Boston
- Townhouse rentals Boston
- Guesthouse rentals Boston
- House rentals Boston
- Lakehouse rentals Vermont
- Townhouse rentals Vermont
- House rentals Vermont
- Treehouse rentals Vermont
- Guesthouse rentals Vermont
- Tiny house rentals Vermont
- Townhouse rentals New York
- Guesthouse rentals New York
- Lakehouse rentals New York
- Tiny house rentals New York
- Treehouse rentals New York
- House rentals New York
- Rentals with an accessible height toilet Windham County
- Rentals with a hot tub Windham County
- Rentals with pools Windham County
- Rentals with a fireplace Windham County
- Rentals with beach access Windham County
- Rentals with a kayak Windham County
- Monthly Rentals Windham County
- Fitness-friendly rentals Windham County
- Private suite rentals Windham County
- Family-friendly rentals Windham County
- Rentals with a sauna Windham County
- Cabin rentals Windham County
- Rentals with outdoor seating Windham County
- Farmstay rentals Windham County
- Pet-friendly rentals Windham County
- Ski-in/ski-out rentals Windham County
- Beachfront rentals Windham County
- Chalet rentals Windham County
- Rentals with lake access Windham County
- Townhouse rentals Windham County
- Rentals with a fire pit Windham County
- Rentals with breakfast Windham County
- Apartment rentals Windham County
- Kid-friendly rentals Windham County
- Waterfront rentals Windham County
- Condo rentals Windham County
- Rentals with a patio Windham County
- Bed and breakfasts Windham County
- Guesthouse rentals Windham County
- Tiny house rentals Windham County
- Rentals with a washer and dryer Windham County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom