
Vacation rentals with a patio in Winchester
Find and book unique patio rentals on Airbnb
Top-rated patio rentals in Winchester
Guests agree: these patio 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 patio rentals
Apartment rentals with a patio

Private Patio Apartment Hosted by Gary
Peaceful, the horse's were beautiful to look at everyday, it hasa relaxing feel and I worked third shift at the hospital and no complaints at all.

Luxury Basement Apartment Suite
Stay was exactly as described. Home was clean and had everything needed for a home base for work and camp for the kids. Jorge and John we very communicative and friendly. 100% would reccomend.

Rustic River Retreat- 2 Bedroom Riverfront Lodging
It is a really nice, peaceful place, with beautiful surroundings, great host, place is close to many outdoor activities.

Ord St Inn Unit Two, spacious 2nd floor apartment
Absolutely 100% Top notch! Immaculately clean, quiet, comfortable and Joe is a great host. I can't say enough about how perfectly this was setup.

Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5
(For younger people that care), beware that they live upstairs from where you will be staying!!! We (kinda of) loudly played music in the living room, were able to walk 50 feet to the gazebo (located in the yard) to smoke, and laughed loudly all night. We were worried we’d have to be super quiet and they would be strict but, the owners had no complaints which we were very greatful for, didn’t interrupt us, got our money’s worth and had a great night!

Charming Historic Downtown Apartment…The Fox’s Den
We had a wonderful stay! The place was as nice as the pictures showed. Roomy yet cozy, and comfortable. Bedrooms on opposite sides so that two couples can share the place. Good location only a short walk to downtown. Two parking spots not far from the entrance. Well-lit neighborhood and home, felt very safe.

Downtown Private Apartment
Perfect location for someone interested in historical sites. I was notified in the morning that the space would be available earlier than scheduled. Bedroom was large with ample closet space. Kitchen was adequately equipped. It has a drip coffee-maker and coffee, sugar, and non-dairy creamer. Kitchen table only seats two. Shower stall was roomy. Bring your own detergent if you intend to use the laundry machines. I was quite satisfied.

Cozy 1BR for Couples & Solo Travel~No Cleaning Fee
This apartment was absolutely cozy! I've never stayed in an Airbnb that is a part of someone's house, and I felt very comfortable with my stay. On top of that, the space was noticeably pristine! We happened to meet Erika and John in passing and they were extremely pleasant. Since the weather has been changing, Erika made a point to ask about the temperature in the apartment and quickly followed up by providing us a fan to keep us cool! The aesthetic in the apartment is super cute, especially if you like cats. We felt calm and at-home in this space. Would definitely stay again if we come out to Front Royal! P.S., ask Erika about cool and vintage spots nearby ;) She's got all the info!
House rentals with a patio

The Madelyn
very good place, close to the park. peaceful and had more entertainment in house. Netflix, Youtube

Relax in cozy 4 br 2 bath split foyer hse in Fburg
Manny was super responsive to our needs and communicated well throughout our stay. Our stay here was definitely well worth it and was exactly what we were looking for.

Cozy Corner Getaway
We enjoyed our stay at the Cozy Corner! The area was beautiful, quiet, and peaceful. Having the fenced in backyard was a huge bonus with our dog and son. The house was clean and had everything we needed for our stay. We would definitely come back and stay here again!

Johnson Heights Getaway
This is our second time staying at the house. The house is very welcoming and homey. Very clean! Plenty of necessities. She always has extra blankets and plenty of essentials. Extra parking on street if needed. Close proximity to downtown Cumberland. Safe neighborhood. Will stay again!

Cozy Home Close to Downtown/I-95
House was nice, the book selection was pretty cool. There was a book for Cape Cod, which we were heading too after our stay.

Newly Built Secluded Duplex-Left Side Unit
We have stayed at Christina’s duplex multiple times and the overall accommodations are consistently excellent. Christina is friendly, welcoming, and accommodating. We highly recommend Christina’s duplex to anyone staying in the Locust Grove area!

Recently Renovated Rolling Hills Retreat
Our son got married at the Still Meadow wedding venue right across the road. With four bedrooms, plus an extra bed downstairs, we were able to accommodate 8 members of our family, so our stay also became a family reunion of sorts. Perfect! Spacious eat-in kitchen and great set up in living room made it easy to enjoy some games and catch up! Beautiful big deck looking out over the countryside! Three bathrooms, hairdryers and mirrors made wedding prep easy. Really appreciate dog friendly house. So did our dog! Lots of extra blankets for beds in case we were chilly. Would definitely return to this gorgeous area and highly recommend Jill’s house!!

Rustic chic 3 bedroom home with onsite parking.
Once again, Donna was the perfect host. The house and its location are perfect for us. Recommended for sure.
Condo rentals with a patio

SlopeSide
I almost don't want to write a positive review because I'd like this condo to be available only to me. It was perfect! The place is comfortable and had everything we needed for our 2 night stay. Easy ski in/out access, and perfect for a family that has some that stay on the slopes a little longer than others. We just hope this place will be available again when we visit next.

Historic Two Bedroom in Old Town Warrenton
Cozy, comfortable, everything you need and nothing you don't. The interior stone walls were especially lovely, as was the patio outside. Great place all around and very convenient to Main Street. William was a great host!

Wi-Fi, 3 bedroom, 3 bath, near BWC, JMU, 1-81
This was the second time we have stayed her, and hopefully, won’t be the last.

Quiet Apartment, Hot Tub, Downtown Frederick, Dogs
I absolutely loved this listing! The location was perfect and in the heart of downtown Frederick. We were walking distance or a short drive from restaurants and shops. The listing was clean, clutter free, and really nicely decorated. The hosts were very responsive and friendly. I would definitely recommend this listing, and would stay there again.

The Room with the Views!
It was great! I didn’t realize just how close it is to the slopes. We just walked straight to the resort. The people at the resort were nice and the random people we met. It’s a great spot to stay.

Stunning Remodeled 1 BR Condo Steps to Everything.
We had a wonderful night at the condo. Our host let us know in the morning it was clean and ready so that we could check in early. Very clean and comfortable. Would stay here again for sure.

Private 2/2 full baths very bright basement home
We had a lovely stay at Lili's place. It was very peaceful! We would definitely book again if we were in the area. Lili was very responsive to any questions we had.

Casa 1776 - Spacious Apartment | Heart of Downtown
Jordan & Veronica’s place was cozy, clean, peaceful, and in the perfect location! The description was spot on and the amenities (an iron!! and water/snacks) were great. Walkability in the downtown area and to UMW were perfect for our visit. We hope to return!
Quick stats about vacation rentals with a patio in Winchester
Total rentals
50 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
3.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- Rappahannock River Vacation rentals
- Outer Banks Vacation rentals
- Washington Vacation rentals
- Philadelphia Vacation rentals
- Pocono Mountains Vacation rentals
- South Jersey Vacation rentals
- Jersey Shore Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- Rentals with a washer and dryer Winchester
- Cabin rentals Winchester
- House rentals Winchester
- Pet-friendly rentals Winchester
- Rentals with outdoor seating Winchester
- Cottage rentals Winchester
- Family-friendly rentals Winchester
- Apartment rentals Winchester
- Condo rentals Winchester
- Rentals with a patio Virginia
- Rentals with a patio United States
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Bryce Resort
- Luray Caverns
- Whitetail Resort
- Cacapon Resort State Park
- Stone Tower Winery
- Gambrill State Park
- Cunningham Falls State Park
- South Mountain State Park
- Robert Trent Jones Golf Club
- Twin Lakes Golf Course
- Shenandoah Valley Golf Club
- Notaviva Vineyards
- Whiskey Creek Golf Club
- Berkeley Springs State Park
- Sly Fox Golf Club
- Bowling Green Country Club
- JayDee's Family Fun Center
- Creighton Farms
- River Creek Club
- Reston National Golf Course
- Car and Carriage Caravan Museum
- Dinosaur Land
- Herndon Centennial Golf Course
- The Golf Club at Lansdowne
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes