Vacation rentals with outdoor seating in Winchester

We had the best weekend at Gary and Maxine’s home!!! We will definitely visit again!

The host were extremely helpful and responsive! The neighborhood, although it was industrial, felt safe and the home was a perfect space for hosting my small wedding and it is convenient to downtown. The porch is huge and allowed for ample space. I would rent this home again in a heartbeat!

We had a wonderful time! The house was spacious, beautiful views and we loved the location. Very close drive to everything we wanted to do in Chattanooga and the house is very comfortable and feels like home. We especially loved the comfortable beds, watching movies in the den, and were surprised to be surrounded by fireflies while relaxing in the hot tub. I’d highly recommend this home and would love to stay again next time we come through Chattanooga.

Very clean and private home, walking distance to a great bar and just a short uber ride away from most of Chattanooga. Would stay here again if I ever came back to visit, thanks!

We had an amazing stay at this Airbnb! The breathtaking views made every morning feel like a dream, and the hiking trails nearby were perfect for exploring the natural beauty of the area. After a day of adventure, it was great to have fantastic dining options just a short distance away—plenty of delicious choices to enjoy. The host was welcoming and the accommodations were clean and comfortable, making the entire experience even more enjoyable. If you're looking for a relaxing getaway with stunning scenery, outdoor adventures, and great food, this place is a must-visit!

This house has everything you need! Location was great. My kids kept saying how calming the house was. When we come back to Chattanooga we’ll definitely be staying at one of Tammy’s places!

Enjoyed our stay. Location was ideal for exploring Chattanooga. The house was very comfortable for our large family. The river setting was awesome and we took advantage of being able to hang out outdoors on the deck and around the fire pit. We earned points with our adult children by staying here.

It had a lot of space and the backyard was perfect for pets. The house was extremely big. The host was very accommodating. Me and my wife will definitely be back

Gorgeous space with lovely little details throughout. The location is a perfect homebase for exploring Southside and Downtown. After a day out and about, we found ourselves just as excited to get back and enjoy the apartment with it’s rooftop mountain views, twinkly spa shower, and the most comfortable beds. We also enjoyed learning the history of the building. The size was perfect for three adults but has plenty of room for a family or couples traveling together. We’d love to return to this cozy, clean, and stylish spot!

We had a great stay! Home was as pictured, very clean and had everything we needed. Sarah was responsive to our messages. We enjoyed our stay and will definitely stay again.

Our stay was wonderful. The house was very clean and comfy. We loved seeing the rabbits in the yard in the morning and afternoons. Ginger (the dog) and her friend the kitty was super sweet and friendly and the best greeters you could have lol. It was a very private and quiet stay even though the owners are located on the same property. The property is very pretty with the wildflowers and gardens. We would definitely stay here in the future.

We had a fantastic stay at this Airbnb in downtown Chattanooga! The location was perfect, close to everything we wanted to explore. The space was just the right size for two people, very cozy, and had a warm and inviting atmosphere. It was well maintained, clean, and had everything we needed for a comfortable stay. We highly recommend this place to anyone looking for a convenient and charming spot in Chattanooga!

We stayed here for the 2025 Easter weekend. The description of the place in AIRbnb is accurate. There was parking for two cars. The area was safe and you are two blocks from the free trolley to get downtown. I would easily stay here again if needed.

Beautiful property! It very cozy and decorated so lovely. Loved the big window that has view to garden. Very clean and organized and charming. Loved the front porch patio! Adrienne was so helpful and friendly. Lots of recommendations to restaurants and activities! I highly recommend this property.

We felt very much at home. It was peaceful and comfortable. I loved all the plants throughout the apartment.

we had a wonderful time doing some tourist stuff and visiting family. The house was perfect for our needs.

This condo is very clean and the photos in the listing match exactly. It is very easy to find and located close to restaurants, bars, and all the attractions Chattanooga has to offer. In fact the Parkway Pourhouse restaurant is located directly across the street from this condo and has great food. The host Shaun was very helpful and accommodating. He checked to make sure my wife and I had everything we needed to have a great time. Check in directions were clear and concise and were easy to follow. If you are looking for a great place to stay in Chattanooga that is comfortable, clean, and close to everything then look no further. You won’t regret it. My wife and I are looking forward to staying here again in the near future!

Location was amazing. Close to downtown Chattanooga and just far enough away where you can relax. Gary communication was fantastic

We loved this place. So clean, quiet and comfortable. Close to the river walk, could easily walk to the aquarium area. We loved seeing Chattanooga for the first time. We will be back

We had a wonderful stay while in town for a wedding. The place had everything we needed and was even nicer in person! Would absolutely stay again.

Great place. Walkable to a bunch of delicious food. Comfortable beds. Very clean. Easy to check in and out. Great place to stay on the South Side.

My husband and I visited Chattanooga with our two dogs for a wedding. We only stayed a weekend, but we wish we could have stayed longer. The listing was in a great location (walking distance to several restaurants), so clean, great size, and very comfortable/cozy for us. Would 100% recommend this listing for anyone visiting Chattanooga.

I came with my husband for his birthday and the place was beautiful! The town had breathtaking views and everything was in walking distance. The condo was so cozy we felt right at home. This is truly a peaceful place and we look forward to returning!

This place is in a GREAT location! We traveled from SC to perform at a wedding and I was unfamiliar with the area. This Airbnb was easy to find, easy to get into, and super conveniently located to both the wedding venue (Blackberry Ridge) and all the downtown fun things! The beds were comfy, air conditioning worked great, and kitchen well stocked!