
Pet-friendly holiday rentals in Winchester
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Winchester
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Popular amenities for Winchester pet-friendly home rentals
Pet-friendly house rentals

Mountain Dale Retreat
We stayed here for my son’s graduation and it was perfect! We were able to bring our dogs and the home was perfect for hosting family and relaxing with a cup of coffee and taking in the beautiful Mountain view. The home has everything you could possibly ask for- the kitchen is fully stocked with literally everything you could want and more. We will book this home again for our next son’s graduation! Perfect stay!

Dog/Family Friendly Mountain Gem near Attractions
We had such a great stay here. Easily the most responsive and helpful hosts we’ve ever encountered. Highly recommend!

Chattanooga - The Isbill House
Sure, here's a draft for your review: ⸻ We had a wonderful stay at Amanda's Airbnb in Chattanooga. The place was exceptionally clean and conveniently located, making it easy to explore the city. The amenities provided were top-notch, adding to the overall comfort of our stay. One minor issue we encountered was some food particles left in the dishwasher but it was a small hiccup in an otherwise perfect stay. Amanda was incredibly responsive to our messages, addressing any questions or concerns we had promptly and efficiently. Her attentiveness truly made our experience even better. Highly recommend staying here if you're visiting Chattanooga!

Relax & Unwind in Cozy Farm Stay 7 mins from I-24
Thank you so much to Emily. We had a great week, a delightfully comfortable stay, quiet and safe surroundings. We felt right at home. Emily even went out of the way to order a coffee grinder before we arrived.

Return Guest House and Writers’ Retreat
This is a lovely, peaceful place. Our group was two adult couples. We had a couple of birders and they were excited about the visit. We all enjoyed being close to Sewanee, local restaurants, and Mooney's Emporium.

Star Cottage 2
The house was within 15-20min to all activities including the zoo, aquarium, looking out mountain, rock city, and several hiking opportunities. All kitchen essentials seemed to be provided, and the house was well kept. April was also very responsive and checked in on us during a big storm that came through.

The Terrace at Tiny Bluff
Great stay as we travelled through the area. The trail to the rental requires some confidence on uneven terrain. A couple of steps are very high. Once in the rental, it was comfortable and clean. Weather did not cooperate and we missed the view during our stay.

Modern Space in the Heart of Beersheba Springs
Amanda was super kind, responsive, and friendly. The place was full of character. Exactly the kind of place we wanted.
Pet-friendly home rentals with a pool

Barefoot Breeze
Beautiful place we enjoyed our stay would love to come back if we are back in town.

Chattanooga pool vacation home!
My family absolutely enjoyed ourselves here! Check- in & out was so smooth and low maintenance. The beautiful, private pool was definitely the centerpiece of the stay!

Heaven’s View Lodge, Pool, Pet Friendly
Heaven’s View Lodge is a beautiful cabin. The views are absolutely stunning. The cabin is well stocked, clean, modern and beautiful. The pool and hot tub were a wonderful addition, as was the fire pit. Nicely accommodates multi families traveling together. It was conveniently close to town but felt remote and private which was great. The hosts were wonderful. Definitely would recommend a stay at Heaven’s View!

Pool, Huge Backyard - Near Hiking & The Caverns
House was beautiful! Kevin was super accommodating & quick in responding to any questions we had. Would definitely recommend!

Basecamp Retreat TimsFordLake
This home was beautiful and comfortable. Perfectly fitted with everything you need and more! The greened in back porch was heaven. The only tiny thing- I wish I had read closer bc while the house was on the lake, you don’t have direct access to walk to the water from the yard as I originally thought. By no means did it ruin the stay, that would have just made it absolutely perfect. Wonderful house, very easy to deal with and helpful owner, definitely recommend!!

Cloud 9 Cabin with an indoor pool, hot tub, & fire
Our family went out for a few days during spring break and it was awesome!! My girls loved all of the animals, the big indoor pool, and fishing!! We plan to come again! Fred was also super responsive and the place was so easy to find!

Quail Run Farm: Pool Home, 15 Mins to Chattanooga
Great stay near Chattanooga! We arrived at night then in the morning loved getting to look around the beautiful property. Would definitely recommend!

Forest Retreat: Poolside Bliss Close to Campus
A lovely stay, beautiful, peaceful, perfect
Private, pet-friendly home rentals

Lakeside Retreat at The Reserve w/ Golf Cart
Mathew’s place was perfect for our stay for my grandfather’s 83rd birthday. The house is so comfortable and has everything you could ever need. The back porch was a favorite spot for morning coffee and evening drinks. Everything was perfect!

Little Green Cottage
My fiance and I stayed here for our minimoon with our two dogs. There was a fenced in backyard which was an amazing perk we didn’t know about before checking in. Ansley was very responsive and the cottage is SO cute. Definitely recommend!

Adorable Suite Near the Caverns!
exactly as listed. enjoyed a show at the Caverns, and this was an easy drive from there. The only local food is a taco bell attached to a gas station, so plan accordingly if you're going to need food before you get there

Tims Ford Lake Retreat - The Got-Away
Cynthia’s place was spotless, with comfy beds and plenty of room for our group of eight, including five teens. It was perfect for relaxing during our two-day golf tourney at Bear Trace in Tim Ford Park. We especially loved the Colorado room for morning coffee. Great space to unwind and hang out!

The Cottage at Tim's Ford Lake (Sleeps 10)
Beautiful, cozy home in a nice, safe and well-kept neighborhood. Beautiful surroundings, that brings such a sense of peace! Kim was an amazing host. She was very friendly, accommodating and quick to respond. We will definitely be back on our next vacation!

“The Country” Lake House w/ Private Dock
We had an amazing stay at Trina’s Airbnb! My friends and I originally planned to attend Bonnaroo for the first time and unfortunately it was cancelled, which was a huge bummer. Everyone was feeling down and doubtful that we would enjoy the remainder of our stay, but we were very wrong. Although we strayed from our original plans, this Airbnb and the area we were staying in made this trip completely worth it! I don’t have one complaint and would book again in a heartbeat.

Beautiful cottage next to Tims Ford Lake
Matt was very sweet and gave us many helpful tips during our stay! I would 100% recommend this place to anyone who is trying to have a peaceful and laidback vacation!

Little Bird Cottage
It was the perfect place and we loved it! Very well kept and had everything we needed. Beautiful setting with lake out the back door! It was on campus and a short distance from all that we needed! I highly recommend Lindsey and her cottage!
Quick stats about holiday rentals that are pet-friendly in Winchester
Total rentals
30 properties
Nightly prices starting at
$93 AUD before taxes and fees
Total number of reviews
1.2K 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
Destinations to explore
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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
- Coolidge Park
- Chattanooga Choo Choo
- Creative Discovery Museum
- Old Fort Golf Course
- The Lookout Mountain Club
- National Medal of Honor Heritage Center
- Hunter Museum of American Art