
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

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.

Spacious 4 bedroom 2 bath house
This quaint little house is Estill Springs is perfect for a family or a few couples to get together and not be too in town but also close enough to anything you might need. Plenty of space and things to do from movies to games and the screened in porch out back is very nice to relax and listen to the sounds of nature! It’s close to family and we will likely be back in the future!

Lakeside Paradise - Waterfront View & Private Dock
We cannot wait to stay here again! One our top favorite vacations. The lake was so beautiful and the community is quiet, and safe.

Sunshine’s- Pet friendly, walk to town square & JD
First time to stay in Lynchburg. Ran my first half marathon - Oak Barrel Half. Great location.. would definitely recommend.

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
This home exceeded our expectations—it was even better than the pictures! The decor is charming, and the space feels warm and inviting. The master bed was incredibly comfortable, and my wife and I slept so well every night. The kitchen was fully stocked with everything we needed, making meal prep a breeze. Matt was very responsive and went above and beyond to accommodate our specific needs, ensuring we had an stress-free stay. The neighborhood was peaceful and private, providing a serene retreat. Additionally, its proximity to Tims Ford State Park made it convenient for us to explore the park’s beautiful trails and lake activities. Highly recommend Matt’s place for those looking for a peaceful getaway and excellent host!!!
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

Private Hot Tub / Saltwater Pool / 3 bed 2 bath
Our stay here was perfect. The house was great for a group of friends to stay while seeing a show at The Caverns. The host was responsive and very helpful.

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
This is a great house with a huge yard. It was winter, so the pool wasn't used, but the firepit is nice. It's a great location, a bit out of the campus hustle, yet very close to everything "University". Although it did not bother us at all, it's a bit of a noisy spot during the commute hours, as the road beside it brings a good bit of traffic in for work. We highly recommend this listing!

The Modern Mainstay at Barefoot Bay
We had a very comfortable stay, and Korina was quick to respond to any questions. We hope to come back!

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!

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!

The Palm Springs Cabin at Camp Swann
This was the perfect spot for a girls trip near Chattanooga away from the downtown area. It was peaceful, loved walking around our site with our morning coffees and were greeted by the cutest little campground kitty!

Little Bird Cottage
Perfect little spot in the heart of Sewanee!

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!

4 Bed Tiny House w/ Lake access/Snuggle Inn Heron
We love this area and this development of tiny homes is a great option for our family. Linda’s place as exactly as advertised and very clean and comfortable.
Quick stats about vacation rentals that are pet-friendly in Winchester
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ220 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
- Monte Sano State Park
- Black Creek Club
- Sweetens Cove Golf Club
- The Ledges
- Chattanooga Golf and Country Club
- Creative Discovery Museum
- Coolidge Park
- Kyujo-mae Station
- The Lookout Mountain Club
- National Medal of Honor Heritage Center
- Chattanooga Choo Choo
- Hunter Museum of American Art
- Old Fort Golf Course