
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!!!

The Beehive Apartment
So very clean and simply but beautifully decorated. Broadway is terribly charming and the views out the windows are kind of sad but the place itself was lovely.

Ord St Inn Unit Two, spacious 2nd floor apartment
This was such a cute place. It was so spacious, way more than we needed, but for the price, it was a steal. I would recommend this lovely home to everyone!

Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5
Aside from the foot steps above us, the stay was really good. The amenities were very well worth it, like the gazebo and the basketball hoop.

Charming one bedroom with lanai!
Joseph’s place in Cumberland was freshly renovated with all the amenities I needed for my travel and then some. He is courteous and communicates clearly. The neighborhood was well kept and quiet. 5 stars all around!

Cozy 1BR for Couples & Solo Travel~No Cleaning Fee
Grateful for this quiet upstairs space for a get away around a meditation day retreat in the area. Comfy bed, delish tea and snacks provided, great shower, too. Communication was timely and helpful. Unfortunately I had to leave a night early due to approaching winter storm and I appreciated the refund. If staying in winter, consider bringing a pair of slippers to walk on tile floor in the entry way.
House rentals with a patio

Entire Residential Home -4 Bedrooms in Vienna
6 of us stayed in this beautiful modern up to date home. We came to see the DC area and attend a couple of events. The home is in a beautiful area we saw deer on 2 different days during our 4 day stay. 2 the first time and 4 the second time. They have a patio with a BBQ and a fire table and chairs. The house was super nice and cozy while being roomy at the same time. We took the metro into DC (top notch metro system)everyday $13.00 for a allday pass or less if you buy multiple day passes. The metro station is 1.5 miles away. Lyft to station was $7 to $9 or 30 minute walk. Stores are nearby. I contacted the host and they were super good to respond right away. All in all I am coming back in the summer and will stay here again

The Madelyn
We had a great time at this airBNB. It was private, quiet at night despite some neighbors being close by. The house is better than the photos! It was perfect for our group getaway with the games downstairs in the basement. we explored local wineries nearby. would recommend this home! Next time we come back to the area we will try to stay here again! Lisa is a very responsive and helpful host.

Hidden Gem Everything, Everywhere!
We had a great stay at this beautiful home. The house is beautifully decorated with something special and interesting in every room. We enjoyed the large porch and yard. The house was exactly as described. The location is perfect to tour the historic towns nearby and Harpers Ferry!

Cozy 2-level home with 2 bedrooms and an office.
This is the second time we’ve stayed at Claudia’s house. It’s one of the best AirBnB’s in which we’ve stayed. Ever. And Claudia is attentive, kind, and ready to make the stay a good one. This is this top of our list anytime we need an AirBnB in Woodbridge.

Cozy Corner Getaway
We had a great stay for our visit to Shenandoah National Park. The house was very cute and clean. And the beds were comfy! We all slept great. The house had everything we needed. Our dogs weren’t with us for this trip, but it was set up nicely for furry guests (the backyard is huge!). We met a couple that lived up the street and they were so sweet.

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
I had a great stay at Colby's home. Beautiful spot and great host. Would definitely recommend and stay again!

Newly Built Secluded Duplex-Left Side Unit
Beautiful home, lovely decor, peaceful surroundings! We hope to return in future.
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.

Wi-Fi, 3 bedroom, 3 bath, near BWC, JMU, 1-81
Staying with Joy was a pleasure. The location was perfect, the home was cozy and clean, and Joy was very responsive. Highly recommended!

Quiet Apartment, Hot Tub, Downtown Frederick, Dogs
Laura was an amazing host!! Not only was her place very cozy and had everything my friends and I needed for our stay, but it was also in a great spot right near downtown Frederick. She was also very communicative and accommodating! Would very much recommend staying at Laura's beautiful home if you are looking to stay in Frederick.

The Room with the Views!
The perfect location for my husband and I to attend the college ski & snowboard races going on at Bryce Resort. Charmingly remodeled, Molly’s place was spotlessly clean and uncluttered, leaving plenty of space for all our winter gear! The beds and linens were very comfortable which made for quite a few cozy mornings sleeping in. The unit is directly beside the slopes and golf course, so you can’t beat the convenience no matter what time of year you come.

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 was a superior host. He was very attentive to our needs and was always available to discuss his guests' needs. The property is two blocks from the train station, which made the entire stay walkable. The apartment was comfortable, well-appointed and secure.

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
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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