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.

Guest favorite
Apartment in Putney
Hip & Cozy Storefront
Ground-level historic storefront turned into a private, hip place to sleep. Nestled in the village of Putney, VT it is just a walk to restaurants, General Store, nature trails and Next Stage Theater-short drive to Putney School, Landmark College & The Greenwood School- huge bathtub, movie screen, kitchenette with fridge, handicap accessible. Can sleep 3 or more upon request. The ski resorts of Okemo, Mt. Snow, Magic Mountain, and Stratton are not far~ making Putney a perfect ski get-a-way spot.
Mar 28 – Apr 4
$104 per night
4.89 out of 5 average rating, 106 reviews
Guest favorite
Apartment in Marlboro
Shakespeare’s Folly Side Farm and AirBnB.
Located on a gorgeous south-facing hillside in Marlboro, VT, Shakespeare's Folly Side Farm is a light, airy, quiet apartment with stunning views, beautiful gardens, and walking paths. We have friendly goats and dogs, vegetable and flower gardens and a small orchard, with raspberries and blueberries. Free picking in the summer. A magical and inspiring place of rolling lawns and 40 mile views yet so close to the many rich cultural and recreational options in southeast Vermont.
Jul 22 – 29
$127 per night
4.94 out of 5 average rating, 216 reviews
Guest favorite
Apartment in Dummerston
HeART Barn Retreat
Peaceful, romantic retreat in this stunningly large and magical barn. This 1850's historic remodeled barn apartment is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.
Jul 3 – 10
$77 per night
4.96 out of 5 average rating, 150 reviews

Popular amenities for Windham County apartment rentals

Weekly apartment rentals

Guest favorite
Apartment in Brattleboro
Contemporary forest eco-retreat, mountain views
May 7 – 14
$103 per night
4.96 out of 5 average rating, 145 reviews
Guest favorite
Apartment in Londonderry
Cozy Suite in a Historic Building Near Ski Resorts
Jun 10 – 17
$112 per night
4.93 out of 5 average rating, 323 reviews
Guest favorite
Apartment in Jamaica
The Getaway
Aug 15 – 22
$118 per night
4.84 out of 5 average rating, 197 reviews
Guest favorite
Apartment in Bellows Falls
Village Flat with Antique Billiards
Jan 27 – Feb 3
$135 per night
4.95 out of 5 average rating, 176 reviews
Guest favorite
Apartment in Town of Rockingham
Charming Victorian Village Flat
Mar 22 – 29
$82 per night
4.82 out of 5 average rating, 137 reviews
Guest favorite
Apartment in Wilmington
Walk To Wilmington Village
Mar 16 – 23
$110 per night
4.91 out of 5 average rating, 101 reviews
Guest favorite
Apartment in Wilmington
**Happy Hour! Gorgeous & Modern Downtown Retreat**
Nov 27 – Dec 4
$212 per night
4.98 out of 5 average rating, 423 reviews
Guest favorite
Apartment in Jamaica
West Wing at Mantana Meadows on the West River
May 8 – 15
$152 per night
4.98 out of 5 average rating, 103 reviews
Guest favorite
Apartment in Putney
Peaceful Forest Studio
Jan 22 – 29
$79 per night
5.0 out of 5 average rating, 102 reviews
Guest favorite
Apartment in Brattleboro
Modern apartment in the heart of town!
Jul 30 – Aug 6
$180 per night
4.91 out of 5 average rating, 116 reviews
Guest favorite
Apartment in Wilmington
The Loft @ Adams Farm-a great stay near Mt. Snow
Apr 27 – May 4
$106 per night
4.97 out of 5 average rating, 125 reviews
Guest favorite
Apartment in Brattleboro
River View apartment 30 minutes to Mt Snow.
Jan 22 – 29
$124 per night
4.99 out of 5 average rating, 67 reviews

Private apartment rentals

Guest favorite
Apartment in Dover
Brookside Hideaway Retreat
Sep 1 – 8
$98 per night
4.97 out of 5 average rating, 31 reviews
Guest favorite
Apartment in Brattleboro
Sunny Downtown 2 Bedroom
Jun 16 – 23
$88 per night
5.0 out of 5 average rating, 9 reviews
Guest favorite
Apartment in Dover
Dover VT Condo, Enjoy Southern VT All Year!
Nov 7 – 14
$167 per night
4.94 out of 5 average rating, 16 reviews
Superhost
Apartment in Dover
AMAZING DEAL - 2BDR - less than 1 mile from mtn
Sep 15 – 22
$121 per night
4.68 out of 5 average rating, 92 reviews
Guest favorite
Apartment in Stratton
Two bedroom Condo with Mountain View and Fireplace
Jul 24 – 31
$405 per night
5.0 out of 5 average rating, 5 reviews
Superhost
Apartment in Wilmington
Modern river apartment near lake, hiking, golf, #4
Jun 4 – 11
$108 per night
4.69 out of 5 average rating, 65 reviews
Guest favorite
Apartment in Jamaica
The Overlook VT by Stratton Mountain : New Listing
Jan 1 – 8
$269 per night
4.95 out of 5 average rating, 59 reviews
Guest favorite
Apartment in Winhall
Stratton Getaway 5 min-Mt/shops/restaurants/snow
Oct 2 – 9
$128 per night
4.89 out of 5 average rating, 27 reviews
Guest favorite
Apartment in Putney
Cozy In Town Apartment in Putney, VT
Mar 14 – 21
$198 per night
4.97 out of 5 average rating, 38 reviews
Guest favorite
Apartment in Londonderry
Dog friendly, near Stratton, Magic & Bromley
Nov 9 – 16
$176 per night
4.95 out of 5 average rating, 60 reviews
Guest favorite
Apartment in Townshend
Robin Hill Guest House
Nov 4 – 11
$297 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Apartment in Town of Rockingham
Quiet, Private, Country Retreat
Jun 29 – Jul 6
$123 per night
4.92 out of 5 average rating, 12 reviews

Apartment rentals with a hot tub

Guest favorite
Apartment in Townshend
Private Apt. on Farm, great views and Hot tub,
Apr 6 – 13
$132 per night
4.93 out of 5 average rating, 198 reviews
Guest favorite
Apartment in Londonderry
Vermont Getaway Apartment
Apr 9 – 16
$121 per night
4.97 out of 5 average rating, 546 reviews
Guest favorite
Apartment in Dover
Walk to main lift! The Handle Studio @ Mt. Snow!
May 14 – 21
$151 per night
4.98 out of 5 average rating, 44 reviews
Superhost
Apartment in Dover
Base Camp
Nov 15 – 22
$97 per night
4.73 out of 5 average rating, 11 reviews
Superhost
Apartment in Dover
Snow Tree Chalet- walk to lifts!
May 10 – 17
$221 per night
5.0 out of 5 average rating, 3 reviews
Guest favorite
Apartment in Guilford
Nasuta Hills (Lower Level)
Mar 31 – Apr 7
$198 per night
5.0 out of 5 average rating, 44 reviews
Superhost
Apartment in Londonderry
A Beautiful Secret Den - with a private hot tub!
Jul 5 – 12
$134 per night
4.88 out of 5 average rating, 8 reviews
Guest favorite
Apartment in Dover
Green Mountain Getaway
Apr 21 – 28
$135 per night
5.0 out of 5 average rating, 8 reviews
Apartment in Dover
Mt Snow Vt, Ski condo
Apr 23 – 30
$180 per night
New place to stay
Guest favorite
Apartment in Dover
Mt. Snow 2 Br. Townhouse across from base of Mt.
Jul 31 – Aug 7
$250 per night
5.0 out of 5 average rating, 11 reviews
Guest favorite
Apartment in Dover
Mt. Snow Condo with hot tub, sauna, hiking & views
Jul 29 – Aug 5
$250 per night
5.0 out of 5 average rating, 8 reviews
Apartment in Dover
Beautiful Mountain View & Shuttle Service
May 19 – 26
$392 per night
5.0 out of 5 average rating, 3 reviews

Destinations to explore