
Holiday rentals with outdoor seating in Winchester
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Winchester
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Popular amenities for Winchester outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Lake Home, Dock, Fire Pit, Hot Tub, Game Room, Etc
Hope we had more days to stay and enjoy. Everything was great.Hope we can be back soon

Cozy Two Bedroom Cabin with Hot Tub in Waters Edge
Amazing stay! The power went out due to storms in the area, but that didn’t stop us from busting out candles and having a game night. Super cozy and beautiful home even in bad weather! 10/10 Will stay here again

Martin Springs Cabin.
My wife and I stayed here for our honeymoon and it was absolutely perfect. The location is great as it is close to hiking areas, restaurants, and Chattanooga without being too busy! The house itself was beautiful inside and out. It was clean and tidy, the beds were comfortable, and it was stocked with anything we could have needed. The hot tub was extremely nice and clean. It was very spacious. The sound of the interstate was not bad once you got inside and if you are a light sleeper, David provided ear plugs and white noise machines to cover the sound of the interstate. However, the interstate sounds should not deter you from this stay because the house, host, and location are all excellent and outweigh the noise. 100% recommend and will be staying here again.

Walnut Cove Cottage *with recently added hot tub*
All of our guests had a great time! The place was very organized and had different essentials that we needed and did not have to purchase. The mattresses were all so comfortable to sleep on as well. Overall Im so happy we were able to have this place!!

Barefoot Bungalow Bright airy lakeside home
The house is great, liked just the photos and has plenty of supplies. The only thing that could make it better would be being closer to the lake!

Riverfront Getaway with a View
Kelly’s place was amazing. If you are looking for an awesome getaway to Chattanooga, this is the place. Beautiful house right on the river. We fished, built a fire, ate good food, and had a wonderful time. I would 100% recommend this place to anyone.

Tims Ford Lake,TN Fish-Golf-Hike-Relax Farmhouse
Lovely home! Felt welcoming and peaceful!! Would for sure stay again!! Our original plans changed and I am so glad we had this air bnb to pivot our plans to and enjoy how peaceful of a place it was!!

5 Bedroom 3 Bath with Private Dock on Tims Ford
We loved this home, perfect layout and so peaceful! Location is great…surroundings are beautiful and private…we will definitely stay here again!
Apartment rentals with outdoor seating

Boho Hideaway
Will book again! Thanks to Jodie I had a fabulous location for my best friend’s wedding at centennial house. It is a short walk- 3 or so houses down. I appreciated the seclusion of the chateau with the convenience of central campus but most importantly- located RIGHT on Abbo’s Alley Trail head closest to the football field. A short walk to see the horses and to take a swim in Lake Cheston! We felt so lucky to be here and it made the wedding weekend incredibly easy! This Airbnb has all you need so you can pack light!

The Yurt at Paradise Pointe with a hot tub, fire p
we loved our stay at the Yurt! It was exactly what we wanted! We enjoyed the hotub, pool, volleyball court, basketball court and the petting zoo! We also did the hiking trail across the street where you can visit AL, GA, and TN! Just be prepared it is very steep and you’ll feel very accomplished once you get to the top! My only complaint is we had many flies in our room, I believe they were coming from the 3 bags of trash that sat outside of the yurt hopefully this was a one time thing!

Rock Creek Guesthouse
A very peaceful place to stay! Very close to things I enjoy doing - hiking, learning about the area. The guest house was very clean and I felt at home with the comfortable furniture and bed. The four-leggeds, Ginger and Belle, came to visit every day which was treat for me. I highly recommend this guest house and Tammy and Jo as hosts.

The Loft retreat at Price Pond
This was a wonderful apartment and a lot bigger than we expected! It is beautifully decorated and the couches and beds are very comfortable! Loved having the loft for the kids to sleep in, it was a big hit! The apartment was very clean which we appreciate! Joy is very conscientious and made us feel at home! Even helping with our little missteps without complaint! We really appreciated the little flowers and decorations we found around the home made it feel special! There is plenty of parking and the neighborhood is beautiful! We recommend this place to everyone!

Chattanooga River Gorge Condo
It was a beautiful quiet place.

Russell and Beckys place
This was hands down the best Airbnb I’ve ever stayed in. Becky was very attentive & her & Russell are so friendly. They took such great care of us. We recommend them to anyone. This place was worth every penny and we couldn’t be happier to now know Becky & Russell. Anytime we are in the area we will be staying here 100%

Adorable & Stylish Studio in Monteagle, TN!
What a cute little studio with everything you’ll need for a quick trip. It was private & gave the appearance of being secluded even though you weren’t. The studio was clean however there were ants on the counter in the kitchen. We did not cook so not a big deal for us. I think with the woods near it’s to be expected to have some insects. Everything else was very clean. You can hear the cars drive by & if anyone is staying next door you can hear talking through the walls but it wasn’t a bother to us. Being able to walk to the welcome center of the state park was an added bonus. You can also walk to the 1 mile nature walk at the welcome center. We drove 20 miles to South Pittsburgh to the Lodge Museum & Lodge flagship store. Enjoyed dinner at the Depot Cafe (staple in Monteagle) & Papa Ron’s Pizza & Italian Steakhouse. Very friendly staff at both!

Lookout Mountain Apartment - Walk to Rock City
The place was perfect. It was so clean and comfortable. Sarah was absolutely amazing and went above and beyond for us. We ran into so much traffic and the road we were on to their house was unexpectedly closed due to a fallen tree. Anyway it was 10:30 and she was messaging us trying to help. We couldn’t find the house because it was pitch black out, so she came outside at that time to help us. She even had the pullout bed ready for us because she knew we were going to be arriving later. Which meant a lot to me because we had been in the car for 15 hours with 2 young kids
Condo rentals with outdoor seating

Water Front Outdoor Paradise 10 Min From Chatt!!
Gary's place was excellent! It was just what we needed after wedding activities at Gardens of the Gorge. This place is very quiet at night and a great place to unwind. The view from the balcony is so nice and was a welcomed sight each morning. Thank you again!

Landing Zone Loft: Full Kitchen, Mountain Views!
Communication with Dan prior to arrival was superb. We needed to make several date changes and Dan was not only incredibly flexible, but always responded more quickly than I expected. Better lighting and comfortable seating for two would be desirable improvements.

NEW Waterfront-Dock-Kayaks-SUPS- TN River Gorge
This doll of a host was so gracious and gave us immediate access when we arrived at an odd time. Their home is gorgeous with just the loveliest surroundings. Make sure to take a few minutes to watch her bird feeder! Cardinals, bluebirds and finches 🥰

Cozy & private
This was our third stay, and it has been satisfying to see the investments made in the property over time. First there was the addition of outdoor amenities like a picnic table, grill, and lights. This time we noticed upgrades like a new mattress, TV, and coffee table. The hosts were super responsive, too, when something came up. We look forward to seeing what’s next!
Quick stats about holiday rentals with outdoor seating in Winchester
Total rentals
70 properties
Nightly prices starting at
$83 NZD before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
30 properties have a pool
Destinations to explore
- Harpeth River Holiday rentals
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- Rentals with lake access Winchester
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- Tennessee Aquarium
- Cloudland Canyon State Park
- Monte Sano State Park
- Sweetens Cove Golf Club
- Black Creek Club
- Chattanooga Golf and Country Club
- The Ledges
- Chattanooga Choo Choo
- Coolidge Park
- Creative Discovery Museum
- Old Fort Golf Course
- The Lookout Mountain Club
- National Medal of Honor Heritage Center
- Hunter Museum of American Art