
Cabin holiday rentals in Winchester
Find and book unique cabins on Airbnb
Quick stats about cabin rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at €70 per night before taxes and fees

Verified guest reviews
Over 260 verified reviews to help you choose

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 cabin rentals in Winchester
Guests agree: these cabins 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)

Calming Cabin—Treat Yourself to Peace & Relaxation
Peaceful, Park-Like Setting | Convenient to Trails, Waterfalls, and THE CAVERNS • Comfortable, Full-Size Log Home • Front Porch Swing • Fire-pit, Picnic Table & Gas Grill • Good Weekday Rates for Work Crews • Coalmont OHV Park & Rock Climbing Close By • Convenient Amenities • 1GB Internet/WiFi • Full Kitchen, Ready to Cook • Loft Space w/Cozy Queen Futon • 7 min. Drive From Interstate • 15 min. from The Caverns & Sewanee Uni • Private Parking; Room for RV/Hauler • Friendliness & Dining Close By

Tadpole Cabin at Creek Road Farm
Nestled atop a hill on 60 pastoral acres in Wildwood, Georgia, this charmingly rustic one room cabin makes for an ideal family basecamp for local adventures or a romantic couples getaway. The cabin is newly constructed from 150 year old barn timbers and surrounded by shady forests and open pastures. The rest of the world may feel far away, yet Tadpole is only minutes from downtown Chattanooga, Cloudland Canyon State Park and most other area attractions. The perfect escape from everyday life.

Highpoint Hideaway A | Lakefront Home | WatersEdge
Set upon one of the largest waterfront lots in the community, this tiny home offers a unique experience that's perfect for couples, friends, or family. You'll be enchanted by the tranquility of the lake as it stretches out before you, providing a serene backdrop to your stay. The heart of this property is its outdoor living spaces (2 large decks, complete with outdoor seating and a grill) as evening falls, gather around the fire pit to roast marshmallows, share stories, and make memories.

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.

Gamekeeper Hut
Come stay in our favorite Gamekeeper's Hut at Fable Realm! The Keeper of Keys' Hut is set on our private 40-acre location. Try your skill at the scavenger hunt, relax by a fire outside (giant-sized cauldron), watch the birds enjoy the pond from outside of this magical stone space just down the hill from The Burrow, and near Fairytale Cottage. Visit nearby Lookout Mountain, Chickamauga, Chattanooga or just RELAX and watch Harry Potter documentaries while enjoying a cold Butterscotch beer!

Modern Monteagle A-frame with Hot Tub
Welcome to Camp Mae, a Scandinavian inspired A-Frame stay in Monteagle, TN. Minimalist designed yet elegant, offering the perfect escape- minutes from the Fiery Gizzard hiking trail and Monteagle. Relax in the hot tub or gather around the fire pit. For eco-conscious travelers, we provide an electric car charger. Experience seclusion of the mountains while only minutes from world class hiking, local restaurants and shops. This retreat harmonizes luxury with nature in a serene setting.

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.

The Coalmont Cabin - Romantic Lakefront Escape
A quiet lakeside retreat made for slow mornings and star-filled nights. Wake to coffee on the deck as the fog drifts across the water, geese gather along the shoreline, and the world feels still for just a little longer. Spend your afternoons out on the lake, gliding through lily pads in a moment that feels like a scene from The Notebook. Tucked among the trees with a saltwater spa beneath the stars, The Cabin is where peaceful seclusion meets unforgettable memories.

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.

CABIN w/ AMAZING VIEWS, HOT TUB, FIRE PIT
Welcome to Monteagle Cabin! Relax, unwind and enjoy the view! Monteagle Cabin has three bedrooms and loft all featuring queen beds, two full bathrooms, kitchen with seating for 10, a fire pit, large deck, a hot tub, and best of all- amazing views! 10 Minutes to South Cumberland State Park 14 Minutes to The University of the South 20 Minutes to The Caverns 30 Minutes to Sweetens Cove Golf Club 50 Minutes to Chattanooga 90 Minutes to Nashville

Fire Lake Lodge Volleyball, Hot Tub, Kayaks!
PRIVACY, FUN, and HI SPEED INTERNET await for all at the newly finished Fire Lake Lodge at beautiful Normandy lake. You can Walk to the beach/lake access area from the cabin, but why walk when you have your very own golf cart and kayaks! Hot tub, Beach Volleyball court, pool table, 6’ fire pit, outdoor shower and more! Everything is PRIVATE, nothing is shared on this almost two acre property located right above the boat ramp at fire lake.
Popular amenities for cabin rentals in Winchester
Cabin rentals with a hot tub

Hot tub-game room-mountain views!

Cabin in the woods ! 7 min from downtown !

Gabriele Luxury pondside cabin w/ hot tub, firepit

Cozy Bluff View Cabin w/ Hot tub in Monteagle

Tennessee Riverfront Cottage w/HOT TUB on 3 acres

Treetop Retreat - Amazing Views, Hot Tub, Secluded

Window Rock | Jackson Point · Modern Bluff Retreat

Lookout Lazy Bear Cabin
Pet-friendly cabin rentals

Serene Retreat with High-Speed WiFi

Fireside Cabin on the Bluff

Tanasi River Cabin
Lookout Mountain Valentine Drive Cabin #3

The Overlook Cabin: Breath-taking Views & King Bed

I Fly Cabin: Watch Hang Gliders /Paragliders Soar!

Secluded Country Cabin between city and country

Moonshine Runners Cabin
Private cabin rentals

Spacious Home in “Tiny Home” Lake Community

Wildflower, Lakefront Cabin w/EV Charger

Luxurious Lakefront Cabin w/ Hot Tub & Fire Pit

Cabin at Normandy Lake

Secluded A-Frame Cabin w/ Sunset Mountain Views

The Willow and Weeds Cabin See "the Silo"

Mossy Falls | Bluff Views, Hot Tub, Waterfall

The Cabins At Rivers Edge
Destinations to explore
- Nashville Holiday rentals
- Atlanta Holiday rentals
- Sevierville Holiday rentals
- Charlotte Holiday rentals
- Gatlinburg Holiday rentals
- Pigeon Forge Holiday rentals
- Asheville Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Memphis Holiday rentals
- Chattanooga Holiday rentals
- Blue Ridge Holiday rentals
- Rentals with lake access Winchester
- Waterfront rentals Winchester
- Rentals with a firepit Winchester
- Rentals with a kayak Winchester
- Rentals with a washing machine and dryer Winchester
- Family-friendly rentals Winchester
- Pet-friendly rentals Winchester
- Rentals with a fireplace Winchester
- House rentals Winchester
- Rentals with outdoor seating Winchester
- Rentals with pools Winchester
- Rentals with a patio Winchester
- Cabin rentals Franklin County
- Cabin rentals Tennessee
- Cabin 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





