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, 114 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, 394 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.

Top guest favourite

Home in Lookout Mountain

4.99 out of 5 average rating, 119 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.

Top guest favourite

Home in Lookout Valley

4.96 out of 5 average rating, 435 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!

Top guest favourite

Cabin in Lookout Mountain

4.95 out of 5 average rating, 144 reviews

Lookout Mountain Valentine Drive Cabin #2

Cabin Number two is a cozy cabin. Enjoy a front porch swing and rockers. Relax and unwind while still be closing to local attractions. The cabin offers three bedrooms. The master bedroom has a queen bed and a sitting area, bedroom 2 has a full bed and a twin bed, bedroom 3 has a twin bed. The living room offers a pull out couch and an additional couch. The living room offers an electric fireplace. The living room has a little desk area. The back porch also has a washer/dryer in back room.

Guest favourite

Tiny home in Monteagle

4.9 out of 5 average rating, 103 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.

Guest favourite

Cottage in Lookout Valley

4.92 out of 5 average rating, 151 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. We have a $30 dollar pet fee per stay for 2 pets additional pets will be more, 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!

Top guest favourite

Cabin in Tullahoma

4.96 out of 5 average rating, 167 reviews

Cozy Cabin close to Tims Ford Lake & Jack Daniels

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, 108 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.

Top guest favourite

Home in Chattanooga

4.99 out of 5 average rating, 162 reviews

Nooga Blue Bungalow

Completely renovated as of July 2019. Located directly beside the Virginia Avenue Greenway in Historic St. Elmo community between the base of Lookout Mountain and Hawkins Ridge. Convenient to everything Chattanooga has to offer and only 10 minutes to all the Downtown attractions. Large yard, fire pit with Adirondack chairs, back deck, and a relaxing front porch with your very own rocking chairs.

Superhost

Cabin in Rising Fawn

4.85 out of 5 average rating, 117 reviews

Cozy Log Cabin

Cozy cabin for up to 2 people Pets allowed with a 50 fee per pet max 2 Queen size bed Small refrigerator microwave Gas grill on the porch Picnic table with benches Two rocking chairs Tv with WiFi No WiFi if storming One bathroom with shower Guests must keep dogs on a leash when outside, and cannot leave pets alone on property without being in a crate. Guests MUST clean up after pets.

Guest favourite

Cabin in Bryant

4.91 out of 5 average rating, 206 reviews

Big Time Hill Cabin with an indoor pool, hot tub,

SUNDAY check in ALLOWED. BIG TIME HILL CABIN is located inside Paradise Pointe is gated & on a mountain at tristate corner of AL/TN/GA. Walk our HIKING TRAIL to tristate corner & be in 3 states at once. Paradise Pointe has 1 HuGe INDOOR POOL HOUSE with outdoor deck. 19 rentals has access to pool house. Cabin has hot tub, WIFI, fireplace, charcoal grill & fire pit!