Holiday rentals with outdoor seating in Windsor County
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Windsor County
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for outdoor seating rentals in Windsor County
House rentals with outdoor seating
Home in Killington
4.92 out of 5 average rating, 166 reviewsCozy Condo Tucked in the Heart of Killington
9–16 Jun
Home in Woodstock
5.0 out of 5 average rating, 110 reviewsBeautiful Woodstock Home-Perfect for entertaining
17–24 Sep
Home in Rochester
4.97 out of 5 average rating, 182 reviewsThe Guest House at Sky Hollow
24 Nov – 1 Dec
Home in Hartford
4.95 out of 5 average rating, 130 reviewsThe Quechee Haus: VT Retreat with Outdoor Hot Tub
30 Oct – 6 Nov
Home in Mount Holly
4.9 out of 5 average rating, 116 reviewsNewly renovated. Minutes to Slopes & Trails
23–30 Nov
Home in Cornish
4.96 out of 5 average rating, 124 reviewsCountry Home next to Covered Bridge
21–28 Apr
Home in Rochester
4.95 out of 5 average rating, 144 reviewsCottage in the Heart of the Green Mountains
19–26 Jun
Home in Tunbridge
4.98 out of 5 average rating, 316 reviewsThe Barnbrook House
13–20 Apr
Apartment rentals with outdoor seating
Flat in Tunbridge
4.92 out of 5 average rating, 220 reviewsFairview
28 Aug – 4 Sep
Flat in Weathersfield
4.99 out of 5 average rating, 157 reviewsThe Loft at Weathersfield
25 Dec – 1 Jan
Flat in Clarendon
4.92 out of 5 average rating, 134 reviewsVermont Horse Farm
13–20 Jan
Flat in Chittenden
5.0 out of 5 average rating, 223 reviewsVermont Country Suite
14–21 Apr
Flat in Chittenden
4.95 out of 5 average rating, 243 reviewsCozy Apt Close to Mountain Top Inn & Ski Areas
2–9 Oct
Flat in Lebanon
4.91 out of 5 average rating, 531 reviewsGreen Street Hideaway. Downtown Lebanon.
20–27 Jan
Flat in Weathersfield
4.97 out of 5 average rating, 110 reviewsCute VT Bungalow With 180 Degree View of NH
16–23 Oct
Flat in Stockbridge
4.88 out of 5 average rating, 160 reviewsRustic 64 Acre Woodland Haven on a Beautiful River
25 Nov – 2 Dec
Apartment rentals with outdoor seating
Apartment in Ludlow
4.92 out of 5 average rating, 123 reviewsOkemo Ski-in/Ski-out, Steps to lift Condo
16–23 Jun
Apartment in Killington
4.94 out of 5 average rating, 176 reviewsWalk or Shuttle to Lifts/2BR @ Mt. Green Resort
16–23 Aug
Apartment in Killington
4.93 out of 5 average rating, 138 reviewsRenovated unit, prime location! Shuttle on/Ski off
17–24 Oct
Apartment in Bridgewater
4.89 out of 5 average rating, 113 reviewsSouthgate Healing
30 Oct – 6 Nov
Apartment in Killington
4.77 out of 5 average rating, 283 reviewsSerene Killington Condo (resort style amenities)
29 Jul – 5 Aug
Apartment in Ludlow
4.99 out of 5 average rating, 100 reviewsUpdated Main St Condo in downtown Ludlow!
10–17 Dec
Apartment in Killington
4.96 out of 5 average rating, 103 reviewsCozyCub Pets, AC, Bike to Mtn, Fireplace, Walk out
30 Oct – 6 Nov
Apartment in Plymouth
4.89 out of 5 average rating, 123 reviewsCanyons Unit: 2mi to Killington’s Skyeship Gondola
31 Aug – 7 Sep
Destinations to explore
- Rentals with outdoor seating United States
- Rentals with outdoor seating Vermont
- Rentals with outdoor seating Vermont
- Rentals with outdoor seating New York
- Rentals with outdoor seating New Hampshire
- Flat rentals Windsor County
- Bed and breakfasts Windsor County
- Rentals with pools Windsor County
- Rentals with lake access Windsor County
- Pet-friendly rentals Windsor County
- Apartment rentals Windsor County
- Rentals with a washing machine and dryer Windsor County
- Cabin rentals Windsor County
- Chalet rentals Windsor County
- Rentals with a hot tub Windsor County
- Cottage rentals Windsor County
- Ski-in/ski-out rentals Windsor County
- Tiny house rentals Windsor County
- Rentals with a sauna Windsor County
- Rentals with a patio Windsor County
- Farm stay rentals Windsor County
- Rentals with an EV charger Windsor County
- Rentals with a firepit Windsor County
- Family-friendly rentals Windsor County
- Guest house rentals Windsor County
- House rentals Windsor County
- Private suite rentals Windsor County
- Family-friendly rentals Windsor County
- Townhouse rentals Windsor County
- Rentals with breakfast Windsor County
- Rentals with a kayak Windsor County
- Waterfront rentals Windsor County
- Beachfront rentals Windsor County
- Rentals with an accessible-height bed Windsor County
- Rentals with an accessible-height toilet Windsor County
- Rentals with a fireplace Windsor County
- Monthly Rentals Windsor County
- Villa rentals Windsor County
- Rentals with beach access Windsor County
- Fitness-friendly rentals Windsor 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