
Vacation rentals with a patio in Winchester
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Top-rated patio rentals in Winchester
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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.

3 bed 2,5 bath condo Herndon, unit #1
Great location and lovely townhouse. Contains all the amenities needed for an extended stay and for those two prefer to cook at home.

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.

King Bed Apt./Carroll Creek Promenade
My husband and I stayed at Terry's place for four nights while we explored our love for Civil War history. We walked out back one afternoon and thoroughly enjoyed the promenade!!! The neighborhood is wonderful and everyone was very friendly. The apartment space in this historical building was very sweet and perfect for just two people ❤️. There are a lot of stairs to get up to the cozy apartment but we figured we could use the exercise!
House rentals with a patio

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

Sophia’s victorian
Perfect place for our stay in Germantown. Very cozy and the kitchen was fully stocked with cookware. Plenty of rooms for everyone to have their own space and also the family room was big enough for everyone to hang out together.

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!

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.
As usual, a friendly host, a well-appointed and comfortable home, and a great location for our needs.

The Fairview Place
Alan was a very gracious host. The house was so charming with a beautiful view. Very reasonable. Would definitely book again with Alan.

The Villa on Lakeside
Everything about this stay was amazing! Beautiful property, super clean, really comfortable beds and furniture, and wow; the kitchen! Very quiet and walkable neighborhood, yet so close to everything (Metro, One Loudon, and so many great areas to visit). Hosts were absolutely wonderful. We’d love to come back.
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.

Lark's Nest on Market
We very much enjoyed our stay and appreciated being able to bring our dog. It’s a great layout, well decorated, and the deck has a terrific view of the sunsets. Easy walking distance to the restaurants and Baker Park. We will be glad 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
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- Bryce Resort
- Luray Caverns
- Whitetail Resort
- Cacapon Resort State Park
- Stone Tower Winery
- Gambrill State Park
- Cunningham Falls State Park
- South Mountain State Park
- Twin Lakes Golf Course
- Robert Trent Jones Golf Club
- Shenandoah Valley Golf Club
- Notaviva Vineyards
- Whiskey Creek Golf Club
- Bowling Green Country Club
- Reston National Golf Course
- Sly Fox Golf Club
- Creighton Farms
- River Creek Club
- Berkeley Springs State Park
- JayDee's Family Fun Center
- Car and Carriage Caravan Museum
- Hidden Creek Country Club
- Herndon Centennial Golf Course
- The Golf Club at Lansdowne
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