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

Lg 2bd/1ba | Chef's Kitch | Peaceful Parklike Yard
Amy and her place were lovely for our family of 4. With two littles it worked very well and Amy even had toys for us- we also used her provided pack n play and some baby essentials. King Bed was extremely comfy, moderately firm. Shower was very nice. Cozy, comfy, had everything we needed. Amy was very responsive and helpful. We would gladly come back! Thanks Amy!!

The Resting Place
Sherry was a very accommodating host and the place is very well appointed and cozy for an extended stay.

Rustic River Retreat- 2 Bedroom Riverfront Lodging
Glenn is a great host. Friendly, helpful, flexible. Wonderful lawn that goes down to the river. Canoe and kayaks available. Fire pit with lots of free wood. Well equipped kitchen. Very quiet. We’d go back anytime.

Ord St Inn Unit Two, spacious 2nd floor apartment
great deal great place 10/10 would stay again

Charming Historic Downtown Apartment…The Fox’s Den
Kim’s place was great! Our stay was brief but the place was exactly as described and nice and clean. We had a minor issue during check in and Kim and Dave were very quick to respond and assist. We would definitely recommend.

Private, relaxing, scenic 2 bdrm unit, Sleeps 1-5
Our family had a very enjoyable stay at Ralph and Vera’s home. The home was spotless, comfortable, and the setting was so quiet and peaceful. Our children enjoyed playing on the playground area outside our space and there was also a beautiful gazebo on the property that could be used as well. The home was well stocked with any items you might need during your stay. I could not have asked for a better place to stay while stopping through on our way back home. Thanks to Ralph and Vera for a wonderful stay!

Cozy 1BR for Couples & Solo Travel~No Cleaning Fee
Cosy and very clean appartmert. Good location.

King Bed Apt./Carroll Creek Promenade
Great Location. Close to a lot of shops and restaurants all within a short walk 3- 10 minutes for most. Easy parking onsite in an assigned space so no worries about finding a parking space. Space was great with four separate rooms with an eat in kitchen, separate bedroom with plenty of storage and TV, bathroom with plenty of hot water, and separate living room with second TV. The pictures accurately showed the rooms and space available and were current. Location was on second floor with nice wide stairs and sturdy handrails. The kitchen was well stocked with all the items normally needed and it was great to have full a full sized stove and refrigerator plus microwave and dishwasher. All worked as expected. The AC and Heating both work excellent and kept the place at a nice and cozy temperature through out or 6 day stay. They also provided plenty of towels for an extended stay. They were responsive to our asks and needs. We highly recommend this location and will be returning again.
House rentals with a patio

Newly renovated - Walk to Harpers Ferry NP
Really nice place off a quiet street in Bolivar/Harper’s Ferry. Very clean and exactly as advertised. Hosts provided great instructions and it was easy to access and enter. Convenient to hiking trails and sight seeing. Would stay here again and recommend.

Southern Charm Getaway in Romney, WV - Sleeps 6
We really enjoyed staying here. The place is lovely and we had everything we needed and more. Teresa was kind in making sure we had everything we might need and even left us some wonderful cookies!

Cabin with Private Waterfront, On River, Fast Wifi
What a great place on the river!! Very peaceful. Clean. Comfy. Loved the screened in porch. The birds are incredible. Has just about everything one would need. Host was responsive. This is 30min outside Luray, but well worth it in my opinion. Would stay here again in a heartbeat and definitely recommend for the easy going traveler. A+ in our books.

+ the Lodge + @ Camp Potomac Peak
Such a beautiful retreat - close to downtown Berkeley Springs but just far enough away to feel completely secluded. the view from every room and balcony was gorgeous. The house has nearly everything you need right there - we especially appreciated the kitchen having seasonings & all of the pots/pans/dishes you need to cook. Our goal was having a few days to rest and spend time with each other, and that's exactly what we were able to do. The game room was a real treat, and the bowl of conversation starters in the living room was such a fun way to hang out without just having the TV on.

Peaceful Waterfall House is waiting for you.
It rained almost every day, but the house was nice and cozy, perfect for reading and doing puzzles. We had a relaxing time which is what we were after

Steps to Winery & Battlefield-Pvt Acre w/ Hot Tub!
This house was absolutely perfect and if you are coming for the Civil War history, this is the place to stay! Not enough focus is on just how close this house is in relation to the Antietam Battlefield and the walking trails. The house was absolutely spotless and well laid out. The hot tub was a perfect way to rest and recover from our miles of hikes. Captain Benders Tavern is only about 3 minutes away in town and has a nice menu and food was delicious! And Harpers Ferry is only about a 25 minute drive. Just a word of advice, if you are planning on hiking, bring tick spray and as soon as you get back to the house, put your clothes in the dryer on high for 10 or 20 minutes and do a good body check. We brought SEVERAL ticks home with us... Yuck!

Majestic Mountain House
This is the 2nd time I’ve stayed at this airbnb and it never fails to amaze me! This was my boyfriend’s first time experiencing the breath taking views this place has to offer and it did not disappoint! We went for a little walk around the neighborhood during our stay - it was peaceful and beautiful. The home itself has everything you need for a comfortable stay and unbeatable surroundings. The host was responsive and kind. I hope we can come back in the future!

NEW Luxe Cabin w/hot tub, fire pit, & EV ready!
The cabin is very comfy and a delightful place to stay! We particularly loved the beautiful sun room, which is the perfect place to lounge and relax while enjoying the quiet of the surrounding woods. The kitchen had everything we needed to make all of our meals for the weekend and the beds were very comfortable. Michael did a great job responding to any messages we had for him. Loved our stay in their cabin!
Condo rentals with a patio

Historic Two Bedroom in Old Town Warrenton
We came for a graduation and Bill’s space was perfect for what we needed: private, clean, and comfortable. He was welcoming but not intrusive, and we felt safe. We’d definitely stay again!

3 bedroom, 3 bath, near BWC, JMU, 1-81 *WIFI*
Communication was great, the location was nice and the description of the facility was spot on. It was roomy and comfortable. Would recommend to anyone staying in the area.

Spacious Downtown Apt • Hot Tub • Dog Friendly
Large place, great jumping off point and close to town for my partner, my dog and myself. Very clean, and set up great to watch TV at night or work from home. And a fully operational kitchen so you don't have to eat out every night. Thank you again!

Stunning Remodeled 1 BR Condo Steps to Everything.
Katie’s place was super convenient to walk to all the restaurants, bars, and shops. Super clean and tastefully decorated.

The Room with the Views!
Molly was a great host. The Airbnb looks exactly like the photos. The place was clean and had everything we needed. It was quiet and we couldn’t hear any neighbors. Molly gave very detailed instructions which made checking in super simple. The beds were a little bit hard but other than that, this was a perfect place to stay.

Historic District Downtown Winchester
Alison's place is great if you value being walkable to Old Town. We prefer this over staying at the Wyndham Grand because of the separate room for our baby to sleep in. The kitchen is modern and fridge with a water filter is clutch. We didn't try to make any meals. Bed was clean/firm, HVAC was responsive, and lounge chair in the sitting area was comfortable. You can hear the train and street noise (especially cars w/o mufflers) at night, but I assume that's the case if you stay anywhere near Old Town.

Newly Renovated HUGE condo in heart of downtown!
This was a great spot! Definitely will stay again the next time we are in town. The location is amazing!!!

Multi-Level Mountain Stay w/ Pool
The rental and grounds met our expectations and needs very well. Lots to do in the surrounding area. The pool and hot tub were just right. Comfy beds and cozy common area.
Quick stats about vacation rentals with a patio in Winchester
Total rentals
50 properties
Nightly prices starting at
R358 ZAR 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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- Luray Caverns
- Cunningham Falls State Park
- Stone Tower Winery
- Cacapon Resort State Park
- Robert Trent Jones Golf Club
- Bryce Resort
- Whitetail Resort
- Gambrill State Park
- South Mountain State Park
- Whiskey Creek Golf Club
- Shenandoah Valley Golf Club
- Notaviva Vineyards
- Sly Fox Golf Club
- Creighton Farms
- Twin Lakes Golf Course
- Berkeley Springs State Park
- Bowling Green Country Club
- Reston National Golf Course
- JayDee's Family Fun Center
- River Creek Club
- Car and Carriage Caravan Museum
- Warden Lake
- Herndon Centennial Golf Course
- Dinosaur Land