
Pet-friendly vacation rentals in Winchester
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Top-rated pet-friendly home rentals in Winchester
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Popular amenities for Winchester pet-friendly home rentals
Pet-friendly house rentals

Lakeside Retreat at The Reserve w/ Golf Cart
Beautiful home in a peaceful neighborhood! We loved the woods in the backyard and the back porch was the place to be! The house was just as it was described and the pictures were exactly what we experienced. Matthew was a great host and replied quickly to my questions. The beds were so comfortable, the kitchen had everything we needed, and the house was clean. We would definitely stay here again!

Fireside House 2
Owners were very responsive. It's actually a trailer but it was clean and nice. I didn't realize there was a campground in the back yard, but they were approximately 100 yards away, and quiet. There are chickens roaming freely but very friendly.

Beautiful And Spacious Fully Renovated Farmhouse
Good and huge place. We enjoyed thoroughly with friends. Worth the amount.

14 Bed Log Cabin on Sweetens Cove
This place was as described. I would stay here again. Especially if you're playing golf at sweetens. Perfect place for you and your friends to stay and play.

Beautiful Tims Ford Lake, boat dock, rental boat
My kids and I went for the weekend and honestly wished we had a couple days longer to stay. The house was welcoming and the host made sure to leave lights on and doors open for us to get in with ease. Randy was extremely easy to work with. The lake was nice and the boat rental process was quite convenient…there was even a tube for a fantastic tubing experience! I’d recommend staying here!

High Point Getaway - Monteagle
This place was perfect for our family visiting Savage Gulf hiking trails to honor the memory of my husband and father of my kids. There was plenty of space for us all to hang out and visit but also plenty of rooms for each of us to have privacy too. The dogwood and redbud trees were in bloom and they are beautiful!!

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!

On Water w/ Private Dock, Entire Home, sleeps 14
Highly recommend. Chris was very responsive and easy to communicate with. The home was beautiful and the view was amazing! We had a relaxing long weekend fishing off of the dock and making memories with our friends and family. We would stay here again.
Pet-friendly home rentals with a pool

Barefoot Breeze
I loved that the neighborhood was peaceful, beautiful & surrounded by a stunning lake. Every morning we would open the crank windows in the primary bedroom to get an unobstructed view of the lake & trees. The neighborhood was private during the weekdays. A diverse group of families move into the neighborhood towards the weekend. It's actually quite lovely to see the small children from the different homes playing together while the adults gather on front porches & around patio fireplaces. I liked that the home has lots of windows that let in sunlight. The bathrooms were pristine & the beds were comfortable. I adored the are barn doors in the home that complement the natural surroundings of the lakeside community. There was a cabinet full of boardgames. They provided plenty cookware, dishes & toiletries. The 4 kayaks that come with the rental were just enough for my spouse, 2 sons & myself. They also provided life vests. Twin Creeks marina is 5 minutes away & Walmart is 8 minutes away

Spa, Fire Pit, 2 Kitchens, 5 Baths, 15m to Chatt!
Mike and Brianna are super-hosts in every way. Very accommodating, flexible, communicative, always available and just great to interact with. Home is everything you see in the photos and more. Lots of amenities. Barely left the house because the house has so many amenities for all 6 guests with differing ages and personalities. You can't go wrong renting this home with Mike and Brianna. You won't regret it - That's for sure.

Bougie Moms Cabin! Hot Tub|Sauna|Theatre
This place was one our group’s favorite places to stay! The hosts were amazing and so responsive! The home is so unique and comfortable and beautifully decorated! The hosts thought of so many sweet little touches that made our stay unforgettable. We will be back for sure!!!

Basecamp Retreat TimsFordLake
Thank you Emily for letting us book your Airbnb. Your property was amazing & perfect for a relaxing Easter weekend with my husband & adult sons. Very clean and inviting. The kitchen was excellent to cook in and well supplied. We gathered at the island for meals & sat on the patio with the gas/wood fire fireplace at night. In a gated community & only a few miles from the marina! It was just perfect! Thanks again!

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!

Forest Retreat: Poolside Bliss Close to Campus
Absolutely awesome location and home. kitchen is absolutely awesome and has all you need. There are 3 bedrooms and a loft bedroom that is right outside another bedroom. So plenty of private spaces for guests to be at alone or in the commons spaces. Outside there is the front patio with rockers, a fire pit and chairs around that, a table and chairs and then the loungers around the pool. So much space to spread out in. One of the neighbors is out daughter's advisor at Sewanee, so that was really neat. Easy access to both Winchester and Mont Eagle. No issues at all, and hosts replied very quickly with questions we did have and checked on us also. Definitely will return!

The Modern Mainstay at Barefoot Bay
We really enjoyed Korina’s place. It was spotlessly clean and stocked with everything you may need. Beautiful private neighborhood sitting on the lake. Korina was a great accommodating host. Recommend it highly!

Lake House Dreams
Great stay! We really appreciated the noon check-out. We’d definitely stay again if we are ever in the area again.
Private, pet-friendly home rentals

Spacious Lakeside Oasis for All Occasions
Great place to get away and enjoy yourself for the weekend place was nice and clean easy to find very private with great amenities Will stay again in the future place is absolutely beautiful

Bluebird Rest- Peaceful Lake Retreat
What a beautiful property. A peaceful and comfortable stay at a high end Airbb. Wish they could all be at this comfort level. Host was very accommodating. Location was good for visiting sites. Highly recommended!

Endless View - Cozy Lower Cottage
We ended up staying in the upper cottage, and it was fabulous! The large windows let in beautiful natural light with gorgeous views. The vaulted ceilings made everything feel really airy and spacious. Carla and co-host Kelly responded well to messaging, and were so generous with a late checkout. This is my favorite Airbnb I've ever stayed in! I look forward to going back!

Tanasi River Cabin
Fantastic space and Michael was a great, responsive host. Highly recommend for anyone on a fishing trip or just who want to enjoy the river!

Cozy mountain retreat #6
It was absolutely stunning! we enjoyed our stay and Jacqueline helped us with anything we asked and gave great recommendations 😀 we can't wait to go back!

Loft at Sewanee
This is the second time I’ve stayed in this lovely apartment. Both times I felt right at home. The space has everything you need to be comfortable during your time on the mountain. The hosts are so friendly and accommodating as well. I would definitely recommend this place to anyone looking for a comfortable, convenient spot to stay on campus. It is so nice to have Amenities like a full kitchen and washer and dryer too!

AquaHallics Retreat 2
Wonderful host and location. Booked last minute and host was extremely responsive and quickly made sure booking was ready for our arrival. This is a fantastic home, everything is high quality and very well thought out. It’s in a quiet private community with easy access to plenty of great local attractions and restaurants. We did not take advantage of the included boat slip this time, but definitely will when we stay here again.

The Kolts at Camp Chet (930 forested acres!)
My family and I chose to get out and spend some time outside during spring break this year. I couldn’t have asked for a better place! Robert was very easy going and very responsive, even a few times when we lost our way around.. he picked right up and was very helpful! I would recommend this stay to anyone! Great people and great place to spend family time!
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
1.2K 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
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- Tennessee Aquarium
- Cloudland Canyon State Park
- Sweetens Cove Golf Club
- Monte Sano State Park
- The Ledges
- Chattanooga Golf and Country Club
- Black Creek Club
- Coolidge Park
- Creative Discovery Museum
- The Lookout Mountain Club
- Chattanooga Choo Choo
- Hunter Museum of American Art
- Kyujo-mae Station
- National Medal of Honor Heritage Center
- Old Fort Golf Course
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