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 Franklin
4.95 out of 5 average rating, 133 reviewsPine Ridge Manor-Private Hot Tub, Secluded Hilltop
20–27 Aug
Home in Blue Ridge Summit
5.0 out of 5 average rating, 451 reviewsColonial Era Spring House
24 Sep – 1 Oct
Home in Woodstock
4.98 out of 5 average rating, 481 reviewsCaretaker Cottage at Burnshire Dam
31 Jan – 7 Feb
Home in Edinburg
4.99 out of 5 average rating, 336 reviewsThe Burrow ~ Our guest reviews say it all!
19–26 Sep
Home in Berryville
4.95 out of 5 average rating, 190 reviewsRiverfront Getaway w/ Breathtaking Views!
18–25 Jul
Home in Myersville
4.97 out of 5 average rating, 148 reviewsThe Crooked Cottage: a Cozy, Curated Escape
5–12 Sep
Home in Baker
4.95 out of 5 average rating, 291 reviewsLittle House on the Prairie in Baker WV
22–29 Aug
Home in Edinburg
4.96 out of 5 average rating, 152 reviewsCharming, Parkview Cottage, King bed, 1 mi to I-81
26 Sep – 3 Oct
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
21–28 Dec
Flat in The Plains
4.98 out of 5 average rating, 451 reviewsRose End
4–11 Oct
Flat in Elkton
4.98 out of 5 average rating, 297 reviewsQuail Run - Country convenience and comfort!
3–10 Sep
Flat in Harpers Ferry
4.99 out of 5 average rating, 363 reviewsTaylor Den
15–22 Jul
Flat in Shepherdstown
4.98 out of 5 average rating, 119 reviewsThe 1763 House - Stay in Downtown Shepherdstown
5–12 Oct
Flat in Culpeper
4.98 out of 5 average rating, 148 reviewsTreeTop at Mt Run Lake (Private Guest Apartment)
3–10 Apr
Flat in Shepherdstown
4.97 out of 5 average rating, 156 reviewsDowntown Luxe Apt: Pet Friendly & Fenced Courtyard
30 Jun – 7 Jul
Flat in Shenandoah Junction
4.91 out of 5 average rating, 188 reviewsPrivate apt near Shepherdstown
4–11 Jan
Apartment rentals with outdoor seating
Apartment in Chambersburg
4.98 out of 5 average rating, 231 reviewsOne-bedroom apartment with separate entrance.
14–21 Apr
Apartment in Basye
4.92 out of 5 average rating, 110 reviewsFully Renovated 1-Br Condo at Bryce ~ Sleeps 4
19–26 Jan
Apartment in Occoquan
4.93 out of 5 average rating, 395 reviewsThe Daisy in Historic Occoquan (Mins to DC)
4–11 Apr
Apartment in Washington
4.93 out of 5 average rating, 142 reviewsUnique, charming garden apartment
6–13 Apr
Apartment in Champion
4.98 out of 5 average rating, 125 reviewsCozy Laurel Highlands Getaway
11–18 Dec
Apartment in Hidden Valley
4.96 out of 5 average rating, 187 reviewsCamp Hope Condo at Hidden Valley Resort
2–9 Dec
Apartment in Washington
4.9 out of 5 average rating, 451 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
1–8 Jun
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
2.7T reviews
Nightly prices starting at
₹5,002 before taxes and fees
Destinations to explore
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