Apartment vacation rentals in Windham County
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Windham County
Guests agree: these apartments 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 apartment rentals
Weekly apartment rentals
Apartment in Bellows Falls
4.95 out of 5 average rating, 182 reviewsVillage Flat with Antique Billiards
Mar 17 – 24
Apartment in Wilmington
4.97 out of 5 average rating, 126 reviewsThe Loft @ Adams Farm-a great stay near Mt. Snow
Oct 12 – 19
Apartment in Jamaica
4.84 out of 5 average rating, 199 reviewsThe Getaway
Mar 21 – 28
Apartment in Dover
4.97 out of 5 average rating, 104 reviewsWest Dover Village River View
Jan 25 – Feb 1
Apartment in Wilmington
4.98 out of 5 average rating, 435 reviews**Happy Hour! Gorgeous & Modern Downtown Retreat**
Sep 3 – 10
Apartment in Dover
4.7 out of 5 average rating, 100 reviewsAMAZING DEAL - 2BDR - less than 1 mile from mtn
Jul 21 – 28
Apartment in Jamaica
4.98 out of 5 average rating, 108 reviewsWest Wing at Mantana Meadows on the West River
Sep 30 – Oct 7
Apartment in Putney
5.0 out of 5 average rating, 102 reviewsPeaceful Forest Studio
Mar 14 – 21
Private apartment rentals
Apartment in Putney
4.95 out of 5 average rating, 66 reviewsMinimal organic hideaway inspired by nature
May 3 – 10
Apartment in Wilmington
5.0 out of 5 average rating, 4 reviewsModern river apartment near lake, hiking, golf #3
Jun 4 – 11
Apartment in Dover
4.8 out of 5 average rating, 74 reviews*Betimor North Apt.4 Newly renovated Mt. Snow
Mar 30 – Apr 6
Apartment in Winhall
4.85 out of 5 average rating, 34 reviewsStratton Getaway 5 min-Mt/shops/restaurants/snow
May 9 – 16
Apartment in Londonderry
4.96 out of 5 average rating, 27 reviewsDog-friendly, 1-bedroom apartment w/ fireplace (A)
Jan 8 – 15
Apartment in Brattleboro
5.0 out of 5 average rating, 14 reviewsOak & Grove Victorian Mansion Downtown Apartment
May 3 – 10
Apartment in Brattleboro
5.0 out of 5 average rating, 9 reviewsSunny Downtown 2 Bedroom
Apartment in Town of Rockingham
4.92 out of 5 average rating, 13 reviewsQuiet, Private, Country Retreat
Oct 2 – 9
Apartment rentals with a hot tub
Apartment in Dover
4.98 out of 5 average rating, 47 reviewsWalk to main lift! The Handle Studio @ Mt. Snow!
Jun 1 – 8
Apartment in Dover
4.86 out of 5 average rating, 7 reviewsSnow Tree Chalet- walk to lifts!
May 19 – 26
Apartment in Dover
5.0 out of 5 average rating, 12 reviewsGreen Mountain Getaway
Nov 22 – 29
Apartment in Winhall
5.0 out of 5 average rating, 3 reviews8 min from Stratton! Hot Tub! Pet friendly
Jun 16 – 23
Apartment in Guilford
4.91 out of 5 average rating, 47 reviewsNasuta Hills (Lower Level)
May 26 – Jun 2
Apartment in Londonderry
4.88 out of 5 average rating, 8 reviewsA Beautiful Secret Den - with a private hot tub!
Aug 30 – Sep 6
Apartment in Dover
5.0 out of 5 average rating, 12 reviewsMt. Snow Condo with hot tub, sauna, hiking & views
May 29 – Jun 5
Apartment in Stratton
5.0 out of 5 average rating, 3 reviewsRenovated Long Trail 1 Bedroom
May 7 – 14
Destinations to explore
- Serviced apartment rentals United States
- Apartment rentals United States
- Apartment rentals Boston
- Apartment rentals Vermont
- Serviced apartment rentals Vermont
- Apartment rentals New York
- Serviced apartment rentals New York
- Apartment rentals New Hampshire
- Serviced apartment rentals New Hampshire
- Rentals with lake access Windham County
- Townhouse rentals Windham County
- Fitness-friendly rentals Windham County
- Family-friendly rentals Windham County
- Chalet rentals Windham County
- Rentals with a patio Windham County
- Rentals with a kayak Windham County
- Bed and breakfasts Windham County
- Pet-friendly rentals Windham County
- Guesthouse rentals Windham County
- Monthly Rentals Windham County
- Rentals with outdoor seating Windham County
- Rentals with a hot tub Windham County
- Kid-friendly rentals Windham County
- Rentals with a fireplace Windham County
- Tiny house rentals Windham County
- Cabin rentals Windham County
- Beachfront rentals Windham County
- Waterfront rentals Windham County
- Rentals with an EV charger Windham County
- Rentals with a washer and dryer Windham County
- Condo rentals Windham County
- Rentals with breakfast Windham County
- Rentals with beach access Windham County
- Ski-in/ski-out rentals Windham County
- Rentals with an accessible height toilet Windham County
- Rentals with pools Windham County
- Rentals with a sauna Windham County
- Private suite rentals Windham County
- Rentals with a fire pit Windham County
- House rentals Windham County
- Farmstay rentals 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