
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

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.

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

Chattanooga River Gorge Condo
It was beautiful condo and an even better view of the river. Very peaceful! We enjoyed our stay! The host was very responsive. We had a couple little issues the night of check in but they were addressed and fixed right away. Would definitely recommend this place and would love to stay again in the future.

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.
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.

Our Catty Shack
LOVED this place! I came with a group of friends and we loved every second. Perfect for a group, but also can’t wait to come back with my family! Peaceful and beautiful. Daniel and his team were great hosts and very communicative!

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!

Chalet 638 - state park, golf & The Caverns
Very nice place. It was very comfortable, clean, and very close to the state park which was the main reason we wanted to go. Will definitely be staying again.

3 Bedroom Apartment by the Caverns!
Great place and great host would definitely want to stay again. This is an ideal place to stay if you are seeing a show at the Caverns.

Beautiful cottage next to Tims Ford Lake
We stayed here for 2 nights. Matt was very accommodating and we were able to check in a little early. The home was very clean. The kitchen was stocked well with items you would need to cook as well as other items throughout the home such as shampoo and conditioner. Town was about 15 mins away, with a dollar general about 6 mins away. There were many beautiful waterfalls in the area to check out (Rutledge Falls and Old Stone Fort). Overall our experience was a 10/10. I would definitely visit again. Thank you Matt!

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
$60 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
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- Tennessee Aquarium
- Cloudland Canyon State Park
- Sweetens Cove Golf Club
- Monte Sano State Park
- The Ledges
- Black Creek Club
- Chattanooga Golf and Country Club
- The Lookout Mountain Club
- Coolidge Park
- Creative Discovery Museum
- Chattanooga Choo Choo
- Kyujo-mae Station
- Old Fort Golf Course
- National Medal of Honor Heritage Center
- Hunter Museum of American Art
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