
Pet-friendly holiday rentals in Winchester
Find and book unique pet-friendly homes on Airbnb
Quick stats about holiday rentals that are pet-friendly in Winchester

Total holiday rentals
Explore 40 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 1,480 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Winchester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winchester rentals

4.9 Average rating
Winchester stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated pet-friendly home rentals in Winchester
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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)

The Water & Woods Tiny Home Water's Edge
Tucked into the woods and a short walk to the lake, this tiny home sleeps 6 & is a safe haven where you can breathe deep and enjoy the beauty & respite of nature. The Retreat at Water's Edge is a gated tiny home community that combines serene mountain woodlands with luxury tiny home living. The area boasts incredible hiking trails, waterfalls, unique restaurants, and the stunning University of the South in Sewanee. Sweetens Golf Club is only 25 mi. Day trips to Nashville, Chattanooga & Atlanta!

Little Green Cottage
Relax & unwind where mother nature meets modern nature at the Little Green Cottage. Each space is thoughtfully designed for a comfortable & luxurious stay. Enjoy an open layout w/ vaulted ceilings & natural earth-tone features, a full functioning kitchen & dining area, bedrooms w/ king size beds that each come with their own attached bathroom & a large screen porch w/ a view that will take your breath away. All the fun, recreational activities are right outside your door! Dog friendly!

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.

Lakeside Retreat at The Reserve w/ Golf Cart
Beautiful lakeside home on Tim's Ford Lake! Short Walk or Golf Cart ride to Blue Gill Grill & Holiday Landing Marina. Boat Parking on the Driveway during your stay! First Floor: Master Bed with Full Bath, Dining Room, Living Room, Kitchen (Fully stocked with basic spices and cooking utensils). Outside Patio with Fire Place and seating. Second Floor: BR 2- King Bed. BR 3 Queen Bed, Loft Space, Sectional Couch, Pull out Queen. *No Smoking *Max 10 Guest *Front Door Security Cam*

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.

2BR Nature Getaway in Tiny Home w/ Lake access
Nature's Nook is a charming two-bedroom cottage. Combining nature with cutting-edge design draws inspiration from all over. Providing a fairytale experience with a cozy interior amidst towering trees. Nature's Nook embraces the beauty of nature with the inside scent of a campfire-lit night to birds singing good morning. This provides the ideal getaway to relax but still includes hiking and adventure. Nature is calling you at the Nook. . . Follow us on our socials @NaturesNookTN

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.

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.

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.

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.

Nature lovers dream retreat/the Square Root
Discover, modern comfort and convenience at the Square Root. Situated in a prime location, this short-term, rental property offers a stylish retreat with all the essential amenities. Experience the perfect blend of relaxation and adventure, surrounded by restaurants, shops, and attractions. Unwind in our well-appointed rooms, enjoy the on-site amenities, and indulge in the vibrant local scene. Your ideal getaway awaits you at the Square Root.
Popular amenities for Winchester pet-friendly home rentals
Pet-friendly house rentals

Our Catty Shack

Mulberry Cottage Guest House

TN Fire 3 bedroom 2 bath beautiful new home

Boutique St Elmo Farmhouse 7 min from Downtown

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

Martin Springs Cabin.

Lullwater Retreat

Wartrace Depot! Hot Tub, Pool Table, Games & Charm
Pet-friendly home rentals with a pool

Barefoot Breeze

Heaven’s View Lodge, Pool, Pet Friendly

Basecamp Retreat TimsFordLake

Downtown riverfront pkwy condo 1B/1B

Forest Retreat: Poolside Bliss Close to Campus

The Modern Mainstay at Barefoot Bay

Private Treehouse Retreat! Sauna|Hot Tub|Pool

~Pet Friendly~Riverfront Condo W/ Balcony
Private, pet-friendly home rentals

Whitetail Creek Lodge Close to Campus

The Overlook Cabin: Breath-taking Views & King Bed

Winchester Downtown Stay On The Square!

Come Stay & Play at the farm

Tadpole Cabin at Creek Road Farm

Lakefront Tiny Home/Pet Friendly/ Private Dock

A-Frame on Tims Ford Lake Private Boat Dock w/slip

A quiet getaway.
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $231 SGD | $218 SGD | $202 SGD | $246 SGD | $350 SGD | $336 SGD | $332 SGD | $331 SGD | $259 SGD | $257 SGD | $227 SGD | $223 SGD |
| Avg. temp | 5°C | 8°C | 12°C | 17°C | 21°C | 25°C | 27°C | 27°C | 23°C | 17°C | 11°C | 7°C |
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- Rentals with lake access Winchester
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- Pet-friendly rentals Franklin County
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- Pet-friendly rentals United States
- Cloudland Canyon State Park
- Tennessee Aquarium
- Monte Sano State Park
- Rock City
- Chattanooga Choo Choo
- Coolidge Park
- South Cumberland State Park
- Point Park
- Hunter Museum of American Art
- Chattanooga Zoo
- Raccoon Mountain Caverns & Campground
- Von Braun Center, North Hall
- Creative Discovery Museum
- Old Stone Fort State Archaeological Park
- Huntsville Botanical Garden
- U.S. Space & Rocket Center
- Lowe Mill Arts And Entertainment
- Cumberland Caverns
- Cathedral Caverns State Park
- Short Mountain Distillery
- Burritt on the Mountain
- Discovery Center
- Chattanooga Whiskey Experimental Distillery
- Barfield Crescent Park





