
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.

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
We’re an outdoorsy family and we all loved our stay in Glenn’s home, right by the water with easy to launch area for the kayaks, no light pollution at night to watch a blanket of stars in the sky. Our fur baby loved it just as much and took a liking to Glenn. Thank you and hope to be back this summer!!!

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.

5 min to shops + JMU | kitchen | Smart TV | deck
Clean, comfortable beds. The stay was exactly as described. I will stay again! Great communication!!

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.

Cozy 1BR for Couples & Solo Travel~No Cleaning Fee
Erika and John’s place was wonderful, exactly what I needed for a quick weekend trip from DC! The bed was comfortable and they were very responsive. Would definitely stay again!
House rentals with a patio

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

Cozy 2-level home with 2 bedrooms and an office.
Claudia's place was well-suited for a long-term stay, and the interior was both clean and friendly. We had a couple of minor issues come up, which Claudia quickly responded to. The Lake Ridge area is also very nice, including its proximity to walks around the lake. Overall it was a great stay and very grateful to Claudia for offering such a lovely place.

Cozy Corner Getaway
A lovely, quiet setting. The house was wonderful and just as described. It was welcoming and spotless. The beds were firm and comfortable. Would definitely 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!

Luxury Home. Hot-tub, Fire Pit, Game Room. IAD/DC
Very fun place! Perhaps somewhat new so some kinks being worked out, but the host is incredibly responsive to any requests and has invested heavily in the property - luxury fixtures, appliances, amenities. Highly recommend.

Recently Renovated Rolling Hills Retreat
Lovely place to stay, wish I could of stayed longer, DEFINITELY in the country and I love that! House was very comfortable and had everything needed to make it fun for all.

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.

Private entrance 1bed/1 bath in walkout basement
Great place to stay when visiting family in the Fairfax area!
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
William was very responsive and understanding to our baby’s needs (eg setting up the pack n play even prior to our arrival). There are also toys and books! The place is cozy and great for our needs. Just a note that the main bedroom is also the living area, which worked out fine for us given that the baby slept in the second bedroom.

Rockwell Suite #104 at the Inns of Whitetail
Very nice spot right off the mountain. Pretty short walk from the top of the green hills. Great if you have your equipment already! Living space was big enough to relax after the slopes. Comfortable bed and big tv.

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.
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
- Whitetail Resort
- Luray Caverns
- Cacapon Resort State Park
- Gambrill State Park
- Stone Tower Winery
- Cunningham Falls State Park
- South Mountain State Park
- Twin Lakes Golf Course
- Robert Trent Jones Golf Club
- Shenandoah Valley Golf Club
- Whiskey Creek Golf Club
- Sly Fox Golf Club
- JayDee's Family Fun Center
- Notaviva Vineyards
- River Creek Club
- Bowling Green Country Club
- Berkeley Springs State Park
- Car and Carriage Caravan Museum
- Herndon Centennial Golf Course
- Creighton Farms
- The Golf Club at Lansdowne
- Reston National Golf Course
- Dinosaur Land
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