Vacation rentals with outdoor seating in Winchester
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Winchester
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winchester outdoor seating rentals
House rentals with outdoor seating
Home in Franklin
4.95 out of 5 average rating, 132 reviewsPine Ridge Manor-Private Hot Tub, Secluded Hilltop
Sep 18 – 25
Home in Blue Ridge Summit
5.0 out of 5 average rating, 451 reviewsColonial Era Spring House
Sep 20 – 27
Home in Woodstock
4.98 out of 5 average rating, 481 reviewsCaretaker Cottage at Burnshire Dam
Mar 17 – 24
Home in Edinburg
4.99 out of 5 average rating, 336 reviewsThe Burrow ~ Our guest reviews say it all!
Feb 27 – Mar 6
Home in Berryville
4.95 out of 5 average rating, 190 reviewsRiverfront Getaway w/ Breathtaking Views!
Jul 18 – 25
Home in Baker
4.95 out of 5 average rating, 290 reviewsLittle House on the Prairie in Baker WV
Feb 8 – 15
Home in Edinburg
4.96 out of 5 average rating, 152 reviewsCharming, Parkview Cottage, King bed, 1 mi to I-81
Sep 5 – 12
Home in Bluemont
4.92 out of 5 average rating, 204 reviewsThe Country French Cottage at High Meadows Estate
Sep 5 – 12
Apartment rentals with outdoor seating
Apartment in The Plains
4.98 out of 5 average rating, 451 reviewsRose End
Aug 23 – 30
Apartment in Elkton
4.98 out of 5 average rating, 297 reviewsQuail Run - Country convenience and comfort!
Jul 26 – Aug 2
Apartment in Shepherdstown
4.97 out of 5 average rating, 156 reviewsDowntown Luxe Apt: Pet Friendly & Fenced Courtyard
Sep 9 – 16
Apartment in Shepherdstown
4.98 out of 5 average rating, 119 reviewsThe 1763 House - Stay in Downtown Shepherdstown
Sep 16 – 23
Apartment in Elkton
4.98 out of 5 average rating, 190 reviewsAwesome View
Apr 6 – 13
Apartment in Bentonville
4.98 out of 5 average rating, 239 reviewsFull Circle Farm Shenandoah Valley No Cleaning Fee
Sep 25 – Oct 2
Apartment in Culpeper
4.98 out of 5 average rating, 148 reviewsTreeTop at Mt Run Lake (Private Guest Apartment)
Jun 21 – 28
Apartment in Capon Bridge
4.99 out of 5 average rating, 115 reviewsPaw Paw Suite ~ 1 of 5 Unique Stays at Basswood
Nov 27 – Dec 4
Condo rentals with outdoor seating
Condo in Chambersburg
4.98 out of 5 average rating, 229 reviewsOne-bedroom apartment with separate entrance.
Mar 7 – 14
Condo in Occoquan
4.93 out of 5 average rating, 392 reviewsThe Daisy in Historic Occoquan (Mins to DC)
Jan 8 – 15
Condo in Basye
4.92 out of 5 average rating, 110 reviewsFully Renovated 1-Br Condo at Bryce ~ Sleeps 4
Jan 17 – 24
Condo in Champion
4.98 out of 5 average rating, 125 reviewsCozy Laurel Highlands Getaway
Oct 2 – 9
Condo in West Springfield
4.84 out of 5 average rating, 170 reviewsBeautiful 2BR/1BA Renovated Condo near DC
Condo in Middlecreek Township
4.91 out of 5 average rating, 165 reviewsPrime Location & Serenity - 7 Springs Resort
Sep 2 – 9
Condo in McLean
4.82 out of 5 average rating, 126 reviews3 Bedroom/King-Master/Free-Parking/POOL (Rare)
Apr 18 – 25
Condo in Martinsburg
4.98 out of 5 average rating, 57 reviewsThe Cozy Villa
Jun 27 – Jul 4
Quick stats about vacation 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
$60 before taxes and fees
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