Vacation rentals with outdoor seating in Windham County

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Windham County

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

Guest favorite
Tiny home in Wilmington
Beautiful Timber Frame Retreat
This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!
Jul 4 – 11
$187 per night
4.98 out of 5 average rating, 117 reviews
Guest favorite
Guesthouse in Brattleboro
Mahalo Temple Retreat
Retreat in Mahalo's beautiful, private sound healing temple surrounded by nature, amongst streams, berry bushes, fruit & nut trees, medicinal plants and veggie gardens. We are set back just enough from a main road to find your serenity and yet close enough to civilization for human interaction and trails for hiking. Quiet and peaceful location just a few min off I-91 and just over 2 miles from the center of Brattleboro. A fun and quirky town with art cafes, restaurants, and great shops.
May 4 – 11
$85 per night
4.93 out of 5 average rating, 414 reviews
Guest favorite
Barn in Marlboro
The Studio With a View. Bring your dog, too!
Our stylish Studio, a not so tiny Tiny House, is nestled into the Southern Vermont hillside and surrounded by nature. Enjoy the view from the deck, and cozy up in the newly renovated flower barn with a cup of coffee or tea and a great book. Well-mannered dogs are welcome, they will enjoy the fenced-in area right off the deck. Features: efficiency kitchen and dining area, cozy living space, queen-size bed, and a full bathroom. The large covered porch overlooks fields and trees.
Dec 6 – 13
$122 per night
4.95 out of 5 average rating, 258 reviews

Popular amenities for Windham County outdoor seating rentals

House rentals with outdoor seating

Guest favorite
Home in Putney
Cozy Train Depot in Putney Vermont
Jul 19 – 26
$104 per night
4.95 out of 5 average rating, 304 reviews
Guest favorite
Home in Newfane
Adorable home in Newfane
Dec 19 – 26
$121 per night
4.95 out of 5 average rating, 169 reviews
Guest favorite
Home in Newfane
Peaceful cabin close to skiing & Brattleboro
Oct 7 – 14
$268 per night
4.97 out of 5 average rating, 111 reviews
Superhost
Home in Putney
Spacious Loft with View
Apr 1 – 8
$146 per night
4.84 out of 5 average rating, 112 reviews
Guest favorite
Home in Putney
Lovely Brick Schoolhouse
Aug 30 – Sep 6
$200 per night
4.99 out of 5 average rating, 192 reviews
Guest favorite
Home in West Brattleboro
Cozy Home for 2-5 People in Vermont
Nov 19 – 26
$158 per night
4.87 out of 5 average rating, 122 reviews
Guest favorite
Home in Winhall
Modern Cabin with Hot Tub & EV Charging Station
Aug 11 – 18
$357 per night
4.97 out of 5 average rating, 119 reviews
Guest favorite
Home in Winhall
Stunning mid-century house on 2.5 private acres
May 13 – 20
$269 per night
4.99 out of 5 average rating, 341 reviews
Guest favorite
Home in Wilmington
Vermont Sugar House Retreat
Jul 17 – 24
$202 per night
4.99 out of 5 average rating, 166 reviews
Guest favorite
Home in Winhall
A+ Stratton shuttle, Hot Tub, Sauna, 2 masters
Apr 30 – May 7
$546 per night
4.89 out of 5 average rating, 178 reviews
Guest favorite
Home in Londonderry
Clean, Captivating VT Farmhouse near Stratton!
May 15 – 22
$175 per night
4.96 out of 5 average rating, 160 reviews
Guest favorite
Home in Grafton
Ephriam Bruce House- ON RIVER IN VILLAGE CENTER
Mar 31 – Apr 7
$249 per night
4.97 out of 5 average rating, 127 reviews

Apartment rentals with outdoor seating

Guest favorite
Apartment in Guilford
Apartment with a view
May 20 – 27
$72 per night
4.9 out of 5 average rating, 364 reviews
Guest favorite
Apartment in Brattleboro
Cozy, Private & Great location for exploring VT !
Apr 22 – 29
$79 per night
4.9 out of 5 average rating, 479 reviews
Guest favorite
Apartment in Brattleboro
Quiet St in Town, gardens, terrace
Mar 12 – 19
$104 per night
4.89 out of 5 average rating, 309 reviews
Guest favorite
Apartment in Marlboro
Shakespeare’s Folly Side Farm and AirBnB.
May 2 – 9
$126 per night
4.94 out of 5 average rating, 216 reviews
Guest favorite
Apartment in Townshend
Private Apt. on Farm, great views and Hot tub,
Apr 6 – 13
$131 per night
4.93 out of 5 average rating, 198 reviews
Guest favorite
Apartment in Newfane
Rock River Retreat: Pets Welcome
Feb 3 – 10
$135 per night
4.97 out of 5 average rating, 396 reviews
Guest favorite
Apartment in Wilmington
Globetrotter Retreat too - Minutes to the Mountain
Apr 11 – 18
$88 per night
4.91 out of 5 average rating, 106 reviews
Guest favorite
Apartment in Brattleboro
Contemporary forest eco-retreat, mountain views
Apr 14 – 21
$103 per night
4.96 out of 5 average rating, 145 reviews
Guest favorite
Apartment in Londonderry
Vermont Getaway Apartment
Apr 12 – 19
$121 per night
4.97 out of 5 average rating, 546 reviews
Guest favorite
Apartment in Jamaica
The Getaway
Feb 8 – 15
$118 per night
4.84 out of 5 average rating, 197 reviews
Guest favorite
Apartment in Bellows Falls
Village Flat with Antique Billiards
Feb 2 – 9
$135 per night
4.95 out of 5 average rating, 176 reviews
Guest favorite
Apartment in Londonderry
Cozy Apt in Historic Building Near Ski Resorts
Mar 30 – Apr 6
$121 per night
4.97 out of 5 average rating, 148 reviews

Condo rentals with outdoor seating

Superhost
Condo in West Dover
Beautiful condo 2.5 miles from Mount Snow
Nov 2 – 9
$120 per night
4.74 out of 5 average rating, 117 reviews
Superhost
Condo in Dover
Vermont Mountainside Ski ans Summer Getaway!!!
May 21 – 28
$99 per night
4.85 out of 5 average rating, 156 reviews
Superhost
Condo in Dover
Cozy Mount Snow 1 Bed : Ski on/off, Hot tub, Deck
Apr 5 – 12
$73 per night
4.76 out of 5 average rating, 84 reviews
Guest favorite
Condo in Londonderry
Magical Ski-In/Ski-Out Condo at Magic w/ game room
May 3 – 10
$80 per night
4.95 out of 5 average rating, 40 reviews
Guest favorite
Condo in Dover
Mount Snow base/All Seasons Fun.
Jun 16 – 23
$101 per night
4.92 out of 5 average rating, 71 reviews
Guest favorite
Condo in Dover
3 Story Condo - 5 Minutes to Mount Snow!
Aug 19 – 26
$129 per night
4.9 out of 5 average rating, 70 reviews
Guest favorite
Condo in Dover
Ski in Ski out condo great location
Nov 24 – Dec 1
$338 per night
4.93 out of 5 average rating, 14 reviews
Guest favorite
Condo in Dover
Seasons on Mt Snow - Ski In/Out
May 27 – Jun 3
$150 per night
4.91 out of 5 average rating, 82 reviews
Guest favorite
Condo in Dover
Updated Condo - 5 min walk to Mount Snow
Apr 12 – 19
$122 per night
4.92 out of 5 average rating, 66 reviews
Guest favorite
Condo in Dover
Winter Dream! The Handle Lodge at Snowtree Condos
May 15 – 22
$146 per night
4.99 out of 5 average rating, 94 reviews
Guest favorite
Condo in Stratton
Walk to lifts & Village,Year round pool&hot tubs
Jul 18 – 25
$550 per night
5.0 out of 5 average rating, 56 reviews
Guest favorite
Condo in Dover
Ski Condo 5 Min from Mt Snow
Apr 10 – 17
$154 per night
4.92 out of 5 average rating, 25 reviews

Destinations to explore