Pet-friendly vacation rentals in Winchester

Find and book unique pet-friendly homes on Airbnb

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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Guest favorite

Cabin in Dunlap

4.91 out of 5 average rating, 235 reviews

Cagle Mountain Cabin near Fall Creek Falls Park TN

Quiet, comfortable and contemporary cabin on 7 acres, situated between three of the most beautiful parks in Tennessee: Fall Creek Falls, Savage Gulf and Rock Island State Park. We are pet friendly for a small additional fee. *** We have made the difficult decision to sell our cabin. Any accepted reservation will be honored, but it may be necessary to show the home to a potential buyer during your stay; you will be notified a minimum of 24-hours in advance if this happens during your stay. **

Guest favorite

Home in Sewanee

4.92 out of 5 average rating, 113 reviews

Relax & Unwind in Cozy Farm Stay 7 mins from I-24

Come enjoy a cozy getaway in Sewanee! You’ll love this space because of the location, amenities, and cleanliness. This home is best suited for couples, small families and those traveling with pets. This mobile home has an open layout. It’s 700 square feet and sits near the woods, off a back road, near the woods, horse pasture and trees. It has a spacious fenced-n yard. Located 7 minutes off I-24 for those driving in, and a short walk or drive from Mountain Goat Trail if you want to walk or jog.

Top guest favorite

Cabin in Estill Springs

4.96 out of 5 average rating, 265 reviews

Holliday Hide Away

1200 sq. ft. very rustic converted pole barn. The floors are stained concrete and the walls are rough saw mill hewn poplar boards. Located on 3 acres of beautiful well kept property. It does not border the lake but is surrounded by Tims Ford Lake and less than 5 minute drive to 3 boat docks and launches. Close to restaurants, shopping venues, hiking trails, water falls and golfing. Pool table, cornhole set, board games & cards in cabin. Visit historic Franklin County and surrounding areas.

Superhost

Cottage in Whitwell

4.84 out of 5 average rating, 117 reviews

Waterfront Cottage at Ketners Mill Arena

1 bedroom relaxing cottage with a pullout sofa for additional guests. This cottage has a full kitchen - 1 bath and a very nice deck where you can hear the sounds of Ketners Mill dam. This property is a great get away but also not to far away from Chattanooga and and has an enormous amount of outdoor activity near by. This cabin sits directly on the Sequatchie River. Fish from your very on secluded beach, kayak down the sequatchie river or take a walk on the farm and pet some of our horses.

Guest favorite

Tiny home in Monteagle

4.9 out of 5 average rating, 262 reviews

The Nest at The Retreat @ Deer Lick Falls

The Retreat offers a cozy cottage for down time & you have the option to hike trails down to falls area, socialize with other guests or sit and have your own Fire in our fire pit on the property and just relax! Local Restaurants minutes away, lake access 10 minutes away with beautiful woodsy setting perfect for getting away from the hustle of everyday life! Covered patio for relaxing and you can eat outdoors with a grill guests can use and a fully equipped kitchen if you choose to cook

Guest favorite

Tiny home in Monteagle

4.9 out of 5 average rating, 102 reviews

Sweet Dee's Tiny Home

FEATURES A HOT TUB! Relax in style at Sweet Dee's (formerly listed as The Alexander), a luxury tiny home in the Retreat at Deer Lick Falls. Serene, tranquil, rustic, wooded setting with relaxation stations throughout the community. The Retreat at Deer Lick Falls is a gated luxury tiny home community in southeast Tennessee. The community is only 15 minutes from the University of the South in Sewanee. Guests of the Retreat also have access to Retreat at Waters Edge and it's lake.

Superhost

Tiny home in Monteagle

4.93 out of 5 average rating, 174 reviews

Muse at Monteagle at The Retreat at Deer Lick Fall

Please reach out prior to bringing your pet. A fee of $100 + tax will be applied to your reservation if approved. Reconnect and get inspired at the Muse at Monteagle, a luxury tiny home in the Retreat at Deer Lick Falls. The Retreat at Deer Lick Falls is a gated luxury tiny home community in southeast Tennessee. The community is only 15 minutes from the University of the South in Sewanee. It is also a short drive from Nashville, Chattanooga, and a couple hours from Atlanta.

Superhost

Home in Winchester

4.88 out of 5 average rating, 112 reviews

Dock on Lake! Walk to Downtown Shops/Rest/Movies!

Charming, *Pet Friendly* well-loved 1950s lake house on Tim’s Ford Lake. Walking distance to grocery and downtown movie theatre, boutiques, restaurants and library. Near Twin Creeks marina/restaurant where you can rent boats. While here, you can swim at the dock; play darts, checkers or fuse ball; go out on the lake; walk to the Oldham Theatre; go hiking in Tim’s Ford State Park or nearby Sewanee; go to the Tullahoma drive-in theatre; or visit nearby Jack Daniel’s distillery.

Superhost

Cabin in Fayetteville

4.87 out of 5 average rating, 129 reviews

Cheerful Riverfront Retreat

This Riverside Retreat at River Walk is the perfect get-a-way for those who want River Life but want HIGH SPEED WiFi and modern amenities. The cabin was built in the 1800s and was used during the War of 1812 for Andrew Jackson's generals to rest on the Buffalo River. With a waterfall located on the property, private access to the Elk River and a sensational view from your porch, River Walk is perfect for a close to home staycation or a truly memorable experience!

Top guest favorite

Cabin in Tullahoma

4.96 out of 5 average rating, 165 reviews

Cozy Cabin Near Tims Ford & Jack D w/Jacuzzi tub

A cozy cabin awaits you located close to Tim's Ford Lake-1/2 mile from Holiday Landing Marina & Blue Gill Restaurant. Lynchburg, home to popular Jack Daniel's Distillery-only 12 miles away; Nashville-90 mins. Made from handcrafted red cedar, you will be met with a woodsy aroma when entering. Special touches can be found throughout including Jacuzzi tub! Truly a unique wooded cottage, equipped to ensure a relaxing getaway. Pet friendly with an additional pet fee.

Guest favorite

Guesthouse in Dunlap

4.98 out of 5 average rating, 189 reviews

The Bird House near Fall Creek Falls State Park

This is a 1080 sq ft, 2 bedroom / 2 bath pet friendly (see details below for pets) house with a gas grill, fully equipped kitchen, fully stocked beverage station that host a coffee pot and Keurig, snacks, laundry with detergent, and a fire pit. Apple TV, WiFi, books, and board games. Fur babies are welcome, though please read through all the rules regarding pets. Please note there is a pet fee. Special note: the house will be decorated for the holiday season!

Top guest favorite

Home in Lynchburg

4.98 out of 5 average rating, 107 reviews

Walk to town square/JD and Pet friendly

Distiller’s Cottage is in the historic district of Lynchburg, TN. It has been an nightly rental since 2016 and listed on AIRBNB since 11/2017, but changed ownership in May 2018. It's a short walk to the town square and the Jack Daniel Distillery. There is a private courtyard with a fireplace (wood provided)and a gas grill. The backyard is completely fenced in for your pets (limit 2, 25 lbs. maximum, $35 pet fee). Let's discuss the pets before you book.