Pet-friendly vacation rentals in Winchester

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Winchester pet-friendly home rentals

Pet-friendly house rentals

Top guest favorite
Home in Tullahoma
5 out of 5 average rating, 91 reviews

Lakeside Retreat at The Reserve w/ Golf Cart

JenniferRating, 5 stars1 month ago
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!
Superhost
Home in Sequatchie
4.86 out of 5 average rating, 56 reviews

Fireside House 2

CarrieRating, 5 stars2 weeks ago
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.
Superhost
Home in Winchester
4.82 out of 5 average rating, 126 reviews

Beautiful And Spacious Fully Renovated Farmhouse

RunshaRating, 5 stars3 weeks ago
Good and huge place. We enjoyed thoroughly with friends. Worth the amount.
Top guest favorite
Home in South Pittsburg
4.97 out of 5 average rating, 37 reviews

14 Bed Log Cabin on Sweetens Cove

RyanRating, 5 stars1 month ago
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.
Superhost
Home in Winchester
4.94 out of 5 average rating, 31 reviews

Beautiful Tims Ford Lake, boat dock, rental boat

RachelRating, 5 stars8 months ago
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!
Superhost
Home in Monteagle
4.76 out of 5 average rating, 17 reviews

High Point Getaway - Monteagle

EvelynRating, 5 stars2 weeks ago
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!!
Top guest favorite
Home in Tullahoma
4.98 out of 5 average rating, 54 reviews

Beautiful cottage next to Tims Ford Lake

JenniferRating, 5 stars1 month ago
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!
Top guest favorite
Home in Winchester
5 out of 5 average rating, 24 reviews

On Water w/ Private Dock, Entire Home, sleeps 14

SarahRating, 5 stars1 month ago
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

Superhost
Home in Winchester
New place to stay

Barefoot Breeze

LaterriaRating, 5 stars2 weeks ago
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
Top guest favorite
Home in Trenton
5 out of 5 average rating, 15 reviews

Spa, Fire Pit, 2 Kitchens, 5 Baths, 15m to Chatt!

KristaRating, 5 stars1 week ago
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.
Top guest favorite
Cabin in Sewanee
5 out of 5 average rating, 35 reviews

Bougie Moms Cabin! Hot Tub|Sauna|Theatre

ReenaRating, 5 stars1 month ago
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!!!
Guest favorite
Home in Winchester
4.92 out of 5 average rating, 50 reviews

Basecamp Retreat TimsFordLake

AndreaRating, 5 stars1 week ago
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!
Guest favorite
Home in Gruetli-Laager
4.95 out of 5 average rating, 20 reviews

Pool, Huge Backyard - Near Hiking & The Caverns

CariRating, 5 stars4 months ago
House was beautiful! Kevin was super accommodating & quick in responding to any questions we had. Would definitely recommend!
Guest favorite
Home in Sewanee
4.93 out of 5 average rating, 14 reviews

Forest Retreat: Poolside Bliss Close to Campus

DavidRating, 5 stars2 weeks ago
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!
Top guest favorite
Home in Winchester
5 out of 5 average rating, 21 reviews

The Modern Mainstay at Barefoot Bay

PatrickRating, 5 stars1 week ago
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!
Guest favorite
Home in Winchester
5 out of 5 average rating, 5 reviews

Lake House Dreams

LisaRating, 5 stars4 months ago
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

Superhost
Home in Sewanee
4.86 out of 5 average rating, 21 reviews

Spacious Lakeside Oasis for All Occasions

GarryRating, 5 stars3 months ago
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
Guest favorite
Cottage in Kelso
4.99 out of 5 average rating, 74 reviews

Bluebird Rest- Peaceful Lake Retreat

MikeRating, 5 stars1 month ago
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!
Guest favorite
Guesthouse in Monteagle
5 out of 5 average rating, 13 reviews

Endless View - Cozy Lower Cottage

CarolineRating, 5 stars2 weeks ago
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!
Guest favorite
Cabin in Whitwell
4.95 out of 5 average rating, 92 reviews

Tanasi River Cabin

ShaneRating, 5 stars1 month ago
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!
Superhost
Home in Monteagle
4.81 out of 5 average rating, 32 reviews

Cozy mountain retreat #6

BrookeRating, 5 stars2 months ago
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!
Guest favorite
Apartment in Sewanee
4.96 out of 5 average rating, 51 reviews

Loft at Sewanee

SissyRating, 5 stars3 weeks ago
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!
Top guest favorite
Townhouse in Winchester
5 out of 5 average rating, 15 reviews

AquaHallics Retreat 2

JonathanRating, 5 stars1 month ago
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.
Top guest favorite
Cabin in Whitwell
4.98 out of 5 average rating, 57 reviews

The Kolts at Camp Chet (930 forested acres!)

ReneeRating, 5 stars3 weeks ago
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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