
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

The Bedford @ Glass Hollow
I was in Shelbyville for work. I booked my stay here, so I didn't have to drive in from Murfreesboro. It was everything the host said about it. Very clean and comfortable. There was construction being done nearby and the hosts were good with communicating this with me. I ate dinner at the restaurant downstairs one night and it was delicious - highly recommend. I will definitely stay here again next time I am in town.

1st floor Adorable 1 bedroom
This apartment is beautiful inside and out. The place was clean, with everything needed (laundry, stocked kitchen, shampoo/conditioner/soap). The bed is comfortable (with a soft sink to it). The decor is beautiful and more than a typical airbnb, making it feel homey. The bathroom is modern and had plenty of towels. The yard is well kept and peaceful. Parking is right up to the front door (it’s some gravel over grass, so it’s hard to see). The place is near the end of the road, with a subdivision at the end (there’s more traffic than expected, but it’s mostly quiet). It’s worth the price, and a beautiful, peaceful place to stay.

The Whiskey Room @ Glass Hollow
Michael’s studio on the square in Shelbyville, TN, is absolutely beautiful! The location is fantastic, right above the Glass Hollow Restaurant, which is a must-try—delicious food and a great atmosphere. The studio itself is charming and thoughtfully designed. I especially loved the windows, which let in lots of natural light, and the bed was super comfortable. The clock on the square chimes regularly, so if you’re a light sleeper, you might want to consider that. However, the bedroom doors close well, which helps cut down on the noise. Check-in was a bit unusual, but it wasn’t the host’s fault. The road to the courtyard entrance is currently closed, and there was a holiday party at the restaurant, which delayed communication slightly. Despite that, Michael was responsive and helpful overall. One thing to note is that the studio is on the second floor, and there’s no elevator, so keep that in mind if stairs are an issue. Overall, it was a lovely stay! There are so many great restaur

Adorable & Stylish Studio in Monteagle, TN!
A great place to stay. clean comfortable and perfectly located.

Hook, Wine, Sinker Unit B
loved how accommodating the team was. got a welcome phone call right before I arrived which made me feel appreciated. the place was amazing. my group is already talking about planning the next trip here

Mountain Retreat Overlook 7 min walk to Caverns
I had a great stay! The place was clean and comfy and had everything I needed. Robert went above and beyond. He stopped by before the concert to answer some questions for people and he came by again after the show to make sure everyone staying had what they needed, and got a fire started for us! Great location and just a cool/fun environment. Many good memories in just one night! Thank you! Would 100% stay again!

Studio with Kitchenette
Nice little studio in Monteagle. The place was spotless inside and looked exactly as pictured.

Dock,Slip, Kayaks, SUPs, Game Room, Hot Tub
We had an absolutely amazing stay at this lake house! The property had everything we needed and more—from a fully stocked kitchen to fun extras like paddle boards and kayaks that made our time on the water unforgettable. The views were stunning, especially at sunrise and sunset, and the peaceful atmosphere made it the perfect escape from everyday life. You can tell a lot of thought was put into making this place feel like a true getaway. Highly recommend for anyone looking to relax, unwind, and enjoy the beauty of nature right outside your door. Great for a family trip & we are already planning to come back.
House rentals with a patio

Cozy Two Bedroom Cabin with Hot Tub in Waters Edge
Great place in a peaceful location. Michelle was a great host.

3-BR Luxury Home with Hot Tub & Arcade Games
We had a great stay at Gary’s place and enjoyed all of the amenities and nearby hiking.

Spacious 4 bedroom 2 bath house
This quaint little house is Estill Springs is perfect for a family or a few couples to get together and not be too in town but also close enough to anything you might need. Plenty of space and things to do from movies to games and the screened in porch out back is very nice to relax and listen to the sounds of nature! It’s close to family and we will likely be back in the future!

Forest Retreat: Poolside Bliss Close to Campus
This is a great house with a huge yard. It was winter, so the pool wasn't used, but the firepit is nice. It's a great location, a bit out of the campus hustle, yet very close to everything "University". Although it did not bother us at all, it's a bit of a noisy spot during the commute hours, as the road beside it brings a good bit of traffic in for work. We highly recommend this listing!

Beautiful cottage next to Tims Ford Lake
This home exceeded our expectations—it was even better than the pictures! The decor is charming, and the space feels warm and inviting. The master bed was incredibly comfortable, and my wife and I slept so well every night. The kitchen was fully stocked with everything we needed, making meal prep a breeze. Matt was very responsive and went above and beyond to accommodate our specific needs, ensuring we had an stress-free stay. The neighborhood was peaceful and private, providing a serene retreat. Additionally, its proximity to Tims Ford State Park made it convenient for us to explore the park’s beautiful trails and lake activities. Highly recommend Matt’s place for those looking for a peaceful getaway and excellent host!!!

CABIN home near LAKE w NEW HOT TUB
We wanted a little weekend get away and this was the perfect place! very quiet and peaceful! The amenities were perfect, firepit, grill and hot tub were exactly what we needed! A very short 5 mile drive to downtown Tullahoma for eating, shopping etc.

The Bright House - Sewanee
I’ve stayed at a few rentals in Sewanee and this was by far my favorite. It’s fresh, new, clean and charming. The entire place was stocked just right, and it was easy to get every where we needed to go. It felt like home, and I would definitely stay here again. It’s perfect for a couple or a family with 1 or 2 kids. We loved it!

Home with Historic Charm and Great Location
Amazing home! Perfect for our stay! About 20 minutes from the caverns!
Quick stats about vacation rentals with a patio in Winchester
Total rentals
100 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
2.6K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
40 properties have a pool
Destinations to explore
- Harpeth River Vacation rentals
- Chattanooga Vacation rentals
- Huntsville Vacation rentals
- Franklin Vacation rentals
- Murfreesboro Vacation rentals
- Ellijay Vacation rentals
- Rome Vacation rentals
- Atlanta Vacation rentals
- Nashville Vacation rentals
- Gatlinburg Vacation rentals
- Western North Carolina Vacation rentals
- Charlotte Vacation rentals
- Rentals with lake access Winchester
- Rentals with a fire pit Winchester
- Cabin rentals Winchester
- Kid-friendly rentals Winchester
- Pet-friendly rentals Winchester
- Rentals with a fireplace Winchester
- Rentals with a washer and dryer Winchester
- Rentals with pools Winchester
- House rentals Winchester
- Rentals with a kayak Winchester
- Family-friendly rentals Winchester
- Rentals with outdoor seating Winchester
- Rentals with a patio Franklin County
- Rentals with a patio Tennessee
- Rentals with a patio 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
- Tennessee Aquarium
- Cloudland Canyon State Park
- Sweetens Cove Golf Club
- Monte Sano State Park
- Chattanooga Golf and Country Club
- Black Creek Club
- The Ledges
- Coolidge Park
- Creative Discovery Museum
- The Lookout Mountain Club
- Chattanooga Choo Choo
- Kyujo-mae Station
- Old Fort Golf Course
- Hunter Museum of American Art
- National Medal of Honor Heritage Center