Pet-friendly vacation rentals in Winchester
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Top-rated pet-friendly home rentals in Winchester
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Winchester pet-friendly home rentals
Pet-friendly house rentals
Home in Northside
4.99 out of 5 average rating, 145 reviews3min to Aquarium | Secret Game Room | 3 King Beds
This place was great and it was as advertised. You can tell they care a lot about the details and made sure to make your stay one to remember. The house resembled the pictures to a T. The owners were responsive and made sure to check up on us during the stay. I’ll be staying here again when we come through Chattanooga!
Home in Trenton
4.95 out of 5 average rating, 148 reviewsMountain Dale Retreat
We chose Shannon’s place for our annual cousin weekend. It was perfect for our needs and we enjoyed it immensely! Very spacious house, well stocked kitchen, big comfy beds, pretty view, so much attention to detail evident throughout the home and Shannon was very responsive. Would highly recommend!!
Home in Flintstone
4.94 out of 5 average rating, 396 reviews★ Mountain View Cottage ★
We really enjoyed staying here. Was very cozy and very quiet. Bed was super comfy. Really nice. Highly recommend.
Home in Chattanooga
4.97 out of 5 average rating, 428 reviewsBoutique St Elmo Farmhouse 7 min from Downtown
Nate and Dene were responsive hosts and were flexible and allowed us to check-in a few hours early. The house has been redone tastefully. Beds were very comfortable, kitchen was well-equipped with plenty of plates and glasses, towels and bed linens were of higher quality. Check-out instructions weren't long and complicated. This house is located within easy distance to many of the standout Chattanooga attractions and to grocery stores and several restaurants.
Home in Lookout Valley
4.97 out of 5 average rating, 253 reviewsChattanooga - The Isbill House
I came down to stay for a few days after surgery. Amanda’s place was the perfect spot for us and we do hope to be back in the area to stay again soon!
Home in Sewanee
4.91 out of 5 average rating, 177 reviewsReturn Guest House and Writers’ Retreat
Michael was a kind host. The cabin was gorgeous and larger than what the pictures demonstrate. Close to fun hiking areas.
Home in North Chattanooga
5 out of 5 average rating, 122 reviewsNorthshore Urban Hive - Spacious House with EV Cha
Our family had a wonderful few days here! We loved the location and walked to the North Chattanooga shops and along the river as well as across the river to Bluff View and downtown. Having grown up on nearby Signal Mountain, it was a great way to have our family together here in Chattanooga again! Hosts were personable and professional.
Home in North Chattanooga
4.78 out of 5 average rating, 100 reviewsNorth Chattanooga! 5 min from downtown
Stayed here over thanksgiving as a remote work spot while we climbed on days off. Was exactly what we needed for this trip!
Pet-friendly home rentals with a pool
Guesthouse in Lookout Valley
4.8 out of 5 average rating, 15 reviewsChattanooga pool vacation home!
Perfectly chill home very close to Chattanooga. Simple, clean, relaxing walk-in basement apartment with a fantastic porch area next to the pool. Unfortunately the pool was winterized and not available (it was November) but even without the pool Paige’s house was great. Our second night we had a fire in the little solo stove on the pool deck, (plenty of firewood at the ready). Plenty quiet, we weren’t even sure if anyone was home upstairs. Only one bedroom but with the day bed and sleeper sofa there was room for us and our kids. Great stay, definitely on our list for our next Chattanooga visit.
Cabin in Dunlap
4.99 out of 5 average rating, 91 reviewsHeaven’s View Lodge, Pool, Pet Friendly
Great place to stay! We went with our toddler as a get away before we have baby #2. We stayed 5 days and didn't feel the need to leave the entire time. Plenty of things to do for all of us, cozy, kitchen is well stocked with almost everything you could need to make meals, fire place was cozy, Christmas decor was beautiful, master bath tub was super relaxing, and the beds were comfy! I would 10/10 recommend. Looking forward to hopefully back when it's warm so we can use the pool!
Home in Trenton
5 out of 5 average rating, 9 reviewsSpa, Fire Pit, 2 Kitchens, 5 Baths, 15m to Chatt!
Breathtakingly beautiful home with well mantained, spacious yard. I appreciate that the photos were spot on and actually didn’t do this home justice. The classy furnishings and furniture made this the best Airbnb I’ve been to so far. Thank you for accommodating my family for the holidays with a Christmas tree, candy tray and wine. I 100% refer this home.
Home in Gruetli-Laager
4.95 out of 5 average rating, 19 reviewsPool, Huge Backyard - Near Hiking & The Caverns
This was a wonderful place to gather with family for Christmas. Kitchen was well stocked and you can tell the owners treat it as their own.
Home in Trenton
4.83 out of 5 average rating, 102 reviewsSunset Haven: Pool with Stunning Views!
This property was lovely. Great location for going to lookout mountain. The road leading to the house definitely needs to be paved but it was clearly mentioned in the descriptions so it wasnt a surprise. Amber was very quick to respond to the few questions we had. She was great. The view was stunning. The weather was windy and cold so we sadly couldnt explore the property but we would love to come back in the future. Definitely recommend this listing.
Condo in Chattanooga
4.78 out of 5 average rating, 341 reviews308~Brand New~PET FRIENDLY~Super Clean DOWNTOWN
A great place to stay while visiting Chattanooga! As a native, it was awesome to feel like a tourist in my hometown and get to be in the middle of everything. We were so grateful that Ashley accommodated our cats. Overall, an amazing experience!
Home in Winchester
5 out of 5 average rating, 19 reviewsThe Modern Mainstay at Barefoot Bay
Beautiful house and great host - we had a fantastic time at this house! The house is across the street from the lake and very close to the town square - super cute shops and restaurants and even an old-timey movie theater. They offered free Christmas movies as a black-Friday event. We really enjoyed our Thanksgiving stay.
Home in Sewanee
4.9 out of 5 average rating, 10 reviewsForest Retreat: Poolside Bliss Close to Campus
This house has a great location in Sewanee. It is stocked with everything we needed for our 3 night stay. Very comfortable home, nicely decorated and plenty of space. Hope to come back again.
Private, pet-friendly home rentals
Tiny home in Tracy City
5 out of 5 average rating, 29 reviewsA-Frame Nature Getaway/Lake Access/Pet Friendly
Hiker’s Hideaway was absolutely incredible. It was cozy with a dozen small touches that made it feel like home during the holidays. You could sense that intention was put into every detail of the stay. Fiery Gizzard was only a short drive away and all of the games provided at the house made staying in for New Year’s Eve so much fun. We can’t wait to come back!
Cottage in Winchester
5 out of 5 average rating, 7 reviewsWaterfront Cottage #7 - "Dog Daze" PET friendly!
My family (5 including 3 teen boys) spent Christmas week here and had an incredible time. The resort is definitely geared towards Summertime activities but it served the purpose this winter. We went on several incredible hikes and came back to an extremely relaxing Airbnb. The boys loved their private rooms downstairs while we enjoyed the top floor. Cooking in the fully stocked kitchen was wonderful. This was a great week of making memories and I know it'll be the same for the next family to come!
Farm stay in McMinnville
4.9 out of 5 average rating, 115 reviewsStudio House
This was a life changing experience. I booked last minute after a really hard week, desperately needing an escape from life to just.. exist. My mother was having a very hard time too, so she came with me. We had an absolutely incredible experience. It was so peaceful. We got to pet the goats, see the pigs and chickens and geese, adore the bunnies. Everything was so perfect. I will absolutely be back. It was well worth the price. And Stacy was so responsive and kind. She has a beautiful plot of land, and is a very incredible person. I got to hold a baby goat while there, and I cannot describe the level of healing that did for my soul. Reminding me how fleeting life is. To live in the present moment. Thank you Stacy. You provided the most incredible environment. I cannot thank you enough.
Cottage in Walker County
4.94 out of 5 average rating, 638 reviewsBig Living in the Little House
The detached small home was a wonderful place to come back to after long days! The space was very cozy and kept its heat well in the cold. Rodger was so helpful especially when our car’s battery died from the cold. He used his portable jump starter get our car to start and recommended a local car battery repairmen for us to get a replacement. The area was tranquil and the mountains on both sides of the valley were beautiful!
Guesthouse in Spencer
4.9 out of 5 average rating, 273 reviewsHannsz Hideaway
This was my first experience with Airbnb and I can’t be happier! Great place and wonderful host! I was just staying overnight and heading out early in the am. I hope I make it back here to see all the beauty to this charming place! I have a 5#puppy and so glad she was welcome. I travel back and forth from Florida to Illinois often and this was a great halfway stop for me. I had a couple bad experiences with hotels not being clean or safe, this place feels like home! Thank you!!
Cabin in Trenton
4.94 out of 5 average rating, 207 reviewsSecluded Country Cabin between city and country
My family and I had such a wonderful time at Drew’s secluded cabin. We came right before the snow storm of the year which was exciting but also intimidating since we are from Florida. Drew was so helpful and came to shovel and salt the steps for us. Throughout our stay he was very responsive and helpful with any questions we had. Thank you Drew and Caroline for everything we will definitely be back!
Guesthouse in Chattanooga
4.97 out of 5 average rating, 261 reviewsThe Midvale Guest House
If you’re looking for a place with a fenced back yard, this is perfect! We have small dogs, and at other AirBnB’s I’ve had to find and plug holes under the fence where the dogs could escape. Not here - the fence goes fully to the ground all the way around the perimeter, and we felt totally comfortable letting our girls out to enjoy the sunshine!
Tiny home in Chattanooga
4.97 out of 5 average rating, 62 reviewsEscape Tiny Two
This place was beautiful it was relaxing and homing. My stay felt like a dream I wish I could live through longer. Everything was as described and even felt bigger and more beautiful in person. Best cozy mountain hideaway ❤️
Quick stats about vacation rentals that are pet-friendly in Winchester
Total rentals
30 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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