
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.

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!

Phelps Pharm, I Was Almost A Treehouse
The treehouse you always wanted as child but can enjoy as an adult. I started out next to three trees that had to be removed but you still may feel a treehouse sway if the wind blows the right way. We are a working farm raising beef cattle and offer horseback riding lessons, arena rides and trail rides along with kayaking down our local river in McMinnville. Our guests have the opportunity to experience farm life and assist us in gathering eggs, feeding the cows or helping with the horses.

Relaxing 1 bedroom 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.

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.

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.

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*

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.

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

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.
Popular amenities for Winchester pet-friendly home rentals
Pet-friendly house rentals

The Sewanee House: Main House + Guest Wing

Lake Life

Whitetail Creek Lodge Close to Campus

TN Fire 3 bedroom 2 bath beautiful new home

2-Acre Tim's Ford Lake House (11 Beds + Full Gym)

Fireside House 1

“The Country” Lake House w/ Private Dock

A-Frame on Tims Ford Lake Private Boat Dock w/slip
Pet-friendly home rentals with a pool

Barefoot Breeze

Lakefront, 3 Boats + Pizza Oven, Gorgeous!

Exquisite TN Farmland Getaway

Pool, Huge Backyard - Near Hiking & The Caverns

Basecamp Retreat TimsFordLake

Luxury lake home with amenities near Sewanee

Forest Retreat: Poolside Bliss Close to Campus

The Modern Mainstay at Barefoot Bay
Private, pet-friendly home rentals

Deciduous Dreams in Deer Lick Falls

Historic Farmhouse, convenient location!

Tranquility @ The Reserve-Holiday Landing

Lakeside Cottage Retreat at Tim's Ford Lake

Swordfish Suite - Dog Friendly Pub Shed Retreat

Nature lovers dream retreat/the Square Root

Secluded A-Frame Cabin w/ Sunset Mountain Views

The Dwellings Forest-Edge Tiny Home – Pets Welcome
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €153 | €145 | €134 | €163 | €232 | €223 | €220 | €219 | €172 | €170 | €151 | €148 |
| 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 |
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 €9 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!
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- Rentals with a firepit Winchester
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- Pet-friendly rentals Franklin County
- Pet-friendly rentals Tennessee
- Pet-friendly rentals United States
- Cloudland Canyon State Park
- Tennessee Aquarium
- Monte Sano State Park
- Chattanooga Choo Choo
- Coolidge Park
- Rock City
- Hunter Museum of American Art
- Point Park
- South Cumberland State Park
- Chattanooga Zoo
- Old Stone Fort State Archaeological Park
- Creative Discovery Museum
- Raccoon Mountain Caverns & Campground
- Lowe Mill Arts And Entertainment
- Von Braun Center, North Hall
- Cathedral Caverns State Park
- Short Mountain Distillery
- Huntsville Botanical Garden
- U.S. Space & Rocket Center
- Cumberland Caverns
- Burritt on the Mountain
- Discovery Center
- Chattanooga Whiskey Experimental Distillery
- Tennessee River Park





