Pet-friendly holiday 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 favourite

Home in Sewanee

4.92 out of 5 average rating, 110 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.

Guest favourite

Tiny home in Chattanooga

4.95 out of 5 average rating, 386 reviews

La Cabaña You have to climb it to get the wooness!

Pets welcome with a $35 per pet fee to a maximum of 2. Quiet mountainside tiny house on 2.5 acres in the Tennessee River Gorge will provide you with the best nights sleep. Spectacular bluff view hikes are within a few miles of the cottage. Enjoy kayaking or stand up paddle boarding along the Tennessee River with 2 rental locations within a 3 minute drive of the house. With the convenience of downtown Chattanooga only a 15 minute drive you can't miss out on everything this rental has to offer.

Guest favourite

Cabin in Wildwood

4.91 out of 5 average rating, 148 reviews

Treetop Retreat - Amazing Views, Hot Tub, Secluded

Welcome to The Treetop Retreat, our farmhouse-style home in the foothills of Lookout Mountain. From our hilltop perch, enjoy awe-inspiring views of the mountain and Cloudland Canyon. And total seclusion with no one in sight. Our enchanting outdoor areas include a fire pit and two decks with a hot tub. Plus two grassy yards. Inside the house, you’ll live well among comfy furniture, fiber optic Internet, a game room and windows everywhere. Read on to learn all about our retreat in Wildwood, GA …

Top guest favourite

Home in Lookout Mountain

4.99 out of 5 average rating, 112 reviews

Dog/Family Friendly Mountain Gem near Attractions

Looking for a family and pet-friendly getaway? Look no further than The Sweet Retreat! Your cozy and comfortable vacation rental is located just off Scenic Highway and close to popular attractions, including Ruby Falls, Covenant College, Rock City, and 8 miles to Chattanooga. You'll love our high-speed internet, comfortable beds, multiple TVs, stocked kitchen, fenced yard and outdoor fire pit. With so much to see and do in the area, you'll love making The Sweet Retreat your home away from home.

Guest favourite

Home in Trenton

4.95 out of 5 average rating, 149 reviews

Mountain Dale Retreat

Close to Chattanooga. Relax and enjoy the view of Lookout Mtn. and hang gliders from the front porch. Watch the hang gliders land just 10 min away. The house is a 20 min drive to Cloudland Canyon State Park where there are hiking trails and 2 waterfalls, a 20 min drive to downtown Chattanooga and 20 min to Rock City. Great Restaurants within 20-30 min or cook at the house and relax on the back patio. Please see my online guidebook on Airbnb for restaurant and sight seeing recommendations.

Top guest favourite

Home in Lookout Valley

4.96 out of 5 average rating, 422 reviews

Star Cottage 2

Cute Modern- Rustic pet friendly home close to all Chattanooga has to offer! Places to eat and Walmart just down the road. The house is 5 minutes from Lookout Mountain attractions, downtown, TVA (Raccoon Mtn.), hiking, biking trails, and boat ramp. Newly remodeled and furnished with most everything you might need! Has a fire pit and electric fire place. Pets welcomed but must be approved before booking. Please message me if you plan to bring your pet before you book. Hope to see you soon!

Guest favourite

Tiny home in Monteagle

4.86 out of 5 average rating, 102 reviews

Mac's Lodge Tiny Home

FEATURES A HOT TUB! Relax in style at Mac's Lodge (formerly listed as The Seashore), 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

Home in Monteagle

4.92 out of 5 average rating, 172 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.

Guest favourite

Cottage in Lookout Valley

4.91 out of 5 average rating, 141 reviews

Star Cottage 4

Beautiful 2-bedroom cottage located in Lookout Valley, TN. Please make sure you read the house rules! Located 10-15 minutes from downtown chattanooga and conveniently located 2 miles from I-24 ramp. Please pre-approve pets! We do have a $30 dollar pet fee for each stay, so please keep that in mind when booking. All you have to do is select that you are bringing pets, and it will automatically be added to your booking. *Pets should not be left unattended in the yard!

Guest favourite

Cabin in Tullahoma

4.96 out of 5 average rating, 156 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.

Top guest favourite

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.