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 Woodstock
4.98 out of 5 average rating, 480 reviewsCaretaker Cottage at Burnshire Dam
20–27 Oct
Home in Franklin
4.95 out of 5 average rating, 132 reviewsPine Ridge Manor-Private Hot Tub, Secluded Hilltop
18–25 Aug
Home in Blue Ridge Summit
5.0 out of 5 average rating, 451 reviewsColonial Era Spring House
14–21 Oct
Home in Edinburg
4.99 out of 5 average rating, 336 reviewsThe Burrow ~ Our guest reviews say it all!
21–28 Nov
Home in Bluemont
4.92 out of 5 average rating, 204 reviewsThe Country French Cottage at High Meadows Estate
13–20 Jan
Home in Baker
4.95 out of 5 average rating, 290 reviewsLittle House on the Prairie in Baker WV
5–12 Jan
Home in Edinburg
4.96 out of 5 average rating, 151 reviewsCharming, Parkview Cottage, King bed, 1 mi to I-81
11–18 Sep
Home in Berryville
4.95 out of 5 average rating, 190 reviewsRiverfront Getaway w/ Breathtaking Views!
18–25 Jul
Apartment rentals with outdoor seating
Flat in Capon Bridge
4.99 out of 5 average rating, 115 reviewsPaw Paw Suite ~ 1 of 5 Unique Stays at Basswood
2–9 Jan
Flat in The Plains
4.98 out of 5 average rating, 451 reviewsRose End
4–11 Aug
Flat in Elkton
4.98 out of 5 average rating, 296 reviewsQuail Run - Country convenience and comfort!
29 Aug – 5 Sep
Flat in Shepherdstown
4.97 out of 5 average rating, 156 reviewsDowntown Luxe Apt: Pet Friendly & Fenced Courtyard
9–16 Sep
Flat in Culpeper
4.98 out of 5 average rating, 148 reviewsTreeTop at Mt Run Lake (Private Guest Apartment)
26 Mar – 2 Apr
Flat in Shepherdstown
4.98 out of 5 average rating, 119 reviewsThe 1763 House - Stay in Downtown Shepherdstown
26 Jun – 3 Jul
Flat in Elkton
4.98 out of 5 average rating, 190 reviewsAwesome View
7–14 Feb
Flat in Harpers Ferry
4.99 out of 5 average rating, 363 reviewsTaylor Den
11–18 Jun
Apartment rentals with outdoor seating
Apartment in Chambersburg
4.98 out of 5 average rating, 225 reviewsOne-bedroom apartment with separate entrance.
20–27 Dec
Apartment in Washington
4.93 out of 5 average rating, 141 reviewsUnique, charming garden apartment
3–10 Feb
Apartment in Basye
4.92 out of 5 average rating, 110 reviewsFully Renovated 1-Br Condo at Bryce ~ Sleeps 4
14–21 Jan
Apartment in Occoquan
4.93 out of 5 average rating, 392 reviewsThe Daisy in Historic Occoquan (Mins to DC)
13–20 Nov
Apartment in Washington
4.9 out of 5 average rating, 448 reviewsGorgeous, large, modern 1 BR on Hist. Logan Circle
24 Sep – 1 Oct
Apartment in Davis
4.84 out of 5 average rating, 129 reviewsWalk to Dolly Sods, Mountain Views + Gas Fireplace
21–28 Jun
Apartment in Washington
4.92 out of 5 average rating, 133 reviewsSunny, New 2BR w/ 65" TV, Firepit, Patio & Parking
16–23 Jul
Apartment in Washington
4.99 out of 5 average rating, 208 reviewsHill East BnB - Modern Style and Comfort 3BR/3BA
3–10 Jan
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
€ 56 before taxes and fees
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