Holiday rentals with outdoor seating in Winchester
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Winchester
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 Winchester
House rentals with outdoor seating
Home in Blue Ridge Summit
4.99 out of 5 average rating, 452 reviewsColonial Era Spring House
24 Sept – 1 Oct
Home in Woodstock
4.98 out of 5 average rating, 481 reviewsCaretaker Cottage at Burnshire Dam
18–25 Oct
Home in Berryville
4.95 out of 5 average rating, 190 reviewsRiverfront Getaway w/ Breathtaking Views!
18–25 Jul
Home in Edinburg
4.99 out of 5 average rating, 336 reviewsThe Burrow ~ Our guest reviews say it all!
6–13 Dec
Home in Myersville
4.97 out of 5 average rating, 149 reviewsThe Crooked Cottage: a Cozy, Curated Escape
13–20 Aug
Home in Baker
4.95 out of 5 average rating, 291 reviewsLittle House on the Prairie in Baker WV
11–18 Sept
Home in Edinburg
4.96 out of 5 average rating, 152 reviewsCharming, Parkview Cottage, King bed, 1 mi to I-81
1–8 Oct
Home in Bluemont
4.92 out of 5 average rating, 204 reviewsThe Country French Cottage at High Meadows Estate
6–13 Jan
Apartment rentals with outdoor seating
Flat in Capon Bridge
4.99 out of 5 average rating, 116 reviewsPaw Paw Suite ~ 1 of 5 Unique Stays at Basswood
5–12 Apr
Flat in The Plains
4.98 out of 5 average rating, 451 reviewsRose End
6–13 Oct
Flat in Sykesville
4.82 out of 5 average rating, 343 reviewsQuiet Studio Basement Apartment
31 Jul – 7 Aug
Flat in Elkton
4.98 out of 5 average rating, 297 reviewsQuail Run - Country convenience and comfort!
26 Jul – 2 Aug
Flat in Culpeper
4.98 out of 5 average rating, 148 reviewsTreeTop at Mt Run Lake (Private Guest Apartment)
24–31 Jan
Flat in Shepherdstown
4.98 out of 5 average rating, 120 reviewsThe 1763 House - Stay in Downtown Shepherdstown
10–17 Sept
Flat in Elkton
4.98 out of 5 average rating, 190 reviewsAwesome View
6–13 Jul
Flat in Shepherdstown
4.97 out of 5 average rating, 156 reviewsDowntown Luxe Apt: Pet Friendly & Fenced Courtyard
11–18 Aug
Apartment rentals with outdoor seating
Apartment in Chambersburg
4.98 out of 5 average rating, 232 reviewsOne-bedroom apartment with separate entrance.
10–17 Mar
Apartment in Occoquan
4.93 out of 5 average rating, 396 reviewsThe Daisy in Historic Occoquan (Mins to DC)
27 Feb – 6 Mar
Apartment in Basye
4.92 out of 5 average rating, 110 reviewsFully Renovated 1-Br Condo at Bryce ~ Sleeps 4
8–15 Aug
Apartment in Washington
4.93 out of 5 average rating, 142 reviewsUnique, charming garden apartment
26 Mar – 2 Apr
Apartment in Champion
4.98 out of 5 average rating, 125 reviewsCozy Laurel Highlands Getaway
21–28 Dec
Apartment in Washington
4.9 out of 5 average rating, 451 reviewsGorgeous, large, modern 1 BR on Hist. Logan Circle
24 Sept – 1 Oct
Apartment in Washington
4.99 out of 5 average rating, 208 reviewsHill East BnB - Modern Style and Comfort 3BR/3BA
26 Dec – 2 Jan
Apartment in Washington
4.92 out of 5 average rating, 133 reviewsSunny, New 2BR w/ 65" TV, Firepit, Patio & Parking
26 Jul – 2 Aug
Quick stats about holiday rentals with outdoor seating in Winchester
Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
2.7K reviews
Nightly prices starting at
£48 before taxes and fees
Destinations to explore
- Baltimore Holiday rentals
- Cabins Holiday rentals
- Arlington Holiday rentals
- Charlottesville Holiday rentals
- Alexandria Holiday rentals
- Bethesda Holiday rentals
- Annapolis Holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- Rentals with outdoor seating United States
- Rentals with outdoor seating Washington
- Rentals with outdoor seating Deep Creek Lake
- Rentals with outdoor seating Baltimore
- Rentals with outdoor seating Virginia
- House rentals Winchester
- Cabin rentals Winchester
- Pet-friendly rentals Winchester
- Flat rentals Winchester
- Cottage rentals Winchester
- Rentals with a patio Winchester
- Monthly Rentals Winchester
- Rentals with a washing machine and dryer Winchester
- Family-friendly rentals Winchester
- 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