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Pet-friendly holiday rentals in Winchester

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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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Home in Winchester

4.81 out of 5 average rating, 122 reviews

Beautiful And Spacious Fully Renovated Farmhouse

Beautifully renovated 4 bedroom, 3 bathroom, spacious home. Roku TV, fast internet, large yard where you can see the sunrise in the back of the home and the sunset in the front of the home. Very close to the lake (less than 10 minute drive), close to many great nature spots, and University of the South, Downtown Winchester area, and the famous Jack Daniels Distillery. 8 people can be comfortably accommodated, and if extra sleeping arrangements are needed, we have a comfy couch! W

Guest favourite

Home in Sewanee

4.91 out of 5 average rating, 105 reviews

Clean & Cozy Home, Fenced Yard - 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.

Cabin in Winchester

4.86 out of 5 average rating, 188 reviews

Private Dock - Best Cabin Tims Ford Lake

Great cabin located directly on Tims Ford Lake. Cabin has been updated and includes nice, well stocked kitchen as well as a deck (with grill). Enjoy our dock - fish, swim and use our two kayaks, paddle board and a canoe. Plenty of space to tie your boat up to our dock in a mostly private cove. Please read the guest access section for more details on lake access. Close to some great attractions - Jack Daniels Distillery (19 mi), Bonnaroo (25 mi), Univ. of the South (19 mi), Winchester (5 mi)

Tiny home in Monteagle

4.85 out of 5 average rating, 104 reviews

Stay Awhile @ Trailhead Cabins

This is the perfect location for your visit to the South Cumberland Plateau. Located across from South Cumberland State Park visitor center. Includes a full kitchen, no dishwasher, bathroom with shower, living room, small dining table, Queen bed & Futon. Nearby attractions: University of the South, Sewannee, Mountain Goat Trail-directly behind us, The Caverns, Fiery Gizzard, Great Stone Door, Buggy Top, Foster Falls, Denny Cove. 4 other cabins are on our property as well. Chattanooga 45 minutes

Guest favourite

Cabin in Estill Springs

4.96 out of 5 average rating, 252 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.

Guest favourite

Cabin in Altamont

4.97 out of 5 average rating, 553 reviews

Sunrise Mountain Cabin

Welcome to Sunrise Mt. Cabin is located on top of the Cumberland Plateau with a great view of the valley check out our 2 other cabins Patriot's Retreat & Sunrise Mtn Treeshouse. The cabin has approximately 1400 square feet and is fully furnished with full kitchen and more. Hiking trails and fishing pond only a short walk away. Several major state parks with hikes within a few miles of the cabin. The cabin has fiber optic WiFi which is not shared. Pet cats not allowed; we are allergic.

Guest favourite

Cabin in Lynchburg

4.95 out of 5 average rating, 174 reviews

Cozy Cabin on Tims Ford Lake

Come stay at a hand built log cabin nestled right on Tims Ford Lake. Enjoy a cup of coffee and watch birds fly in a rocking chair on the front porch. Relax in the porch swing as you see fish jump from the water. Grill out on the back porch while watching the sun set. There is a dock available for fishing. The cabin is five miles from Tims Ford State Park, eight miles from Jack Daniels Distillery and downtown Lynchburg, eleven miles from Tullahoma, and fifteen miles from Winchester.

Guest favourite

Cottage in Kelso

4.79 out of 5 average rating, 220 reviews

Quaint Blue Lake Cottage

Looking for a tranquil get away for the weekend or even just an evening? Is it time for a family vacation? Our home is suited for all of those things! This serene and peaceful neighborhood provides the ideal place to sneak away for the weekend. Located just 15 miles from Jack Daniels Distillery, 30 miles from Huntsville, Alabama, and 20 miles from Winchester, Tennessee, you're nestled in the right place to relax and play. Don't forget fishing access and awesome views of the lake!

Guest favourite

Cottage in Fayetteville

4.97 out of 5 average rating, 218 reviews

Country Cottage Hideaway near Lynchburg

Recently remodeled Farmhouse on a working goat farm. The rental does not include access to the Barn or farm land. Visiting Lynchburg? This is the perfect place to unplug and enjoy quiet country living. The property is tucked into a secluded country hollow and does not have any visible neighbors. Includes a large porch with a swing and a cozy fireplace to snug in front of on those chilly winter nights. Located 7 miles from Jack Daniel's and Downtown Lynchburg Tennessee.

Guest favourite

Cabin in Tullahoma

4.95 out of 5 average rating, 144 reviews

Cozy Cabin Near Tims Ford Lake & Jack Daniel's

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 favourite

Home in Winchester

4.94 out of 5 average rating, 114 reviews

Lovely Lake View Home at Twin Creeks Marina

This Craftsman-style, lake-view house is located in the private, gated lakeside community of Twin Creeks Village at scenic Tim's Ford Lake in Winchester, TN. It features an open floor plan with 4 bedrooms, 3 baths, game room, screened porch and huge deck overlooking the lake. Use the included golf cart to go to the swimming pools, marina, bar & grill or on-site convenience store. Information on boat & jet ski rentals are available at the marina shop.

Guest favourite

Farm stay in Dunlap

4.98 out of 5 average rating, 576 reviews

Come Stay & Play at the farm!

Escape to the fresh air and rolling hills of Little Tail Farms! Our pet-friendly, one bedroom apartment is situated above a detached garage with expansive windows boasting barnyard views. Our barnyards have sheep, goats, alpaca, miniature horses, donkey, Scottish Highland cattle, and livestock guardian dogs. Be sure to spend time in the pastures and treating our farm friends.

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Popular amenities for Winchester pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Guest favourite

Home in Winchester

5 out of 5 average rating, 13 reviews

Sweet Retreat-across from Twin Creeks Marina

Guest favourite

Home in Estill Springs

5 out of 5 average rating, 30 reviews

Lakeside Paradise - Waterfront View & Private Dock

Guest favourite

Home in Winchester

4.94 out of 5 average rating, 31 reviews

Beautiful Tims Ford Lake, boat dock, rental boat

Guest favourite

Home in Winchester

5 out of 5 average rating, 11 reviews

Cottage on Cedar

Guest favourite

Home in Winchester

5 out of 5 average rating, 15 reviews

Sevenly Haven Tims Ford Lake (2.5 acres/firepit)

Guest favourite

Home in Winchester

5 out of 5 average rating, 20 reviews

Beautiful Tims Ford Lake House, W/Dock, Sleeps 14

Home in Monteagle

4.92 out of 5 average rating, 170 reviews

Muse at Monteagle at The Retreat at Deer Lick Fall

Guest favourite

Home in Winchester

5 out of 5 average rating, 11 reviews

Lakeside Serenity: Cove Retreat

Pet-friendly home rentals with a pool

Guest favourite

Home in Winchester

5 out of 5 average rating, 8 reviews

Twin Creeks Getaway, Pet Friendly!

Home in Pelham

4.79 out of 5 average rating, 34 reviews

Private Hot Tub / Saltwater Pool / 3 bed 2 bath

Guest favourite

Home in Gruetli-Laager

4.94 out of 5 average rating, 16 reviews

Pool, Huge Backyard - Near Hiking & The Caverns

Guest favourite

Cabin in Sewanee

4.97 out of 5 average rating, 29 reviews

Bougie Moms Cabin! Hot Tub|Sauna|Theatre

Guest favourite

Guest house in Shelbyville

4.86 out of 5 average rating, 37 reviews

Exquisite Farm Getaway

Guest favourite

Home in Winchester

4.92 out of 5 average rating, 48 reviews

Basecamp Retreat TimsFordLake

Guest favourite

Home in Sewanee

4.88 out of 5 average rating, 8 reviews

Perfect Location, Amazing House: Summer Specials!

Guest favourite

Home in Winchester

5 out of 5 average rating, 17 reviews

The Modern Mainstay at Barefoot Bay

Private, pet-friendly home rentals

Guest favourite

Cottage in Pelham

5 out of 5 average rating, 43 reviews

Historic Farmhouse, convenient location!

Home in Monteagle

4.89 out of 5 average rating, 19 reviews

Snuggle Up in our Teddy Cottage! ~ New Listing

Guest favourite

Cottage in Tullahoma

4.98 out of 5 average rating, 42 reviews

“Family Traditions” Cottage - 4-bed lake retreat

Guest favourite

Cottage in Kelso

5 out of 5 average rating, 23 reviews

Clementine Cottage

Guest favourite

Home in Tracy City

4.93 out of 5 average rating, 14 reviews

New! ON A Waterfall! Hiking! Bluffs! 13 acres!

Guest favourite

Rental unit in Sewanee

4.96 out of 5 average rating, 45 reviews

Loft at Sewanee

Guest favourite

Home in Tullahoma

4.98 out of 5 average rating, 43 reviews

Beautiful cottage next to Tims Ford Lake

Guest favourite

Guest house in Sewanee

4.92 out of 5 average rating, 36 reviews

Little Bird Cottage

Quick stats about holiday rentals that are pet-friendly in Winchester

Total rentals
30 properties
Nightly prices starting at
₹842 before taxes and fees
Total number of reviews
1.1T 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

Destinations to explore