
Cabin holiday rentals in Winchester
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Top-rated cabin rentals in Winchester
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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)

Waterfall Log Cabin
Cozy Log Cabin just feet away from the top of our 2 magnificent private waterfalls. The Falls at Sewanee Creek is located in America’s most biodiverse area on Tennessee's Eco-Rich Cumberland Plateau. Walk to the observation bench at the top of the biggest 50 ft waterfall. Follow the trail behind the falls. Adventure awaits on a rugged, bouldering hike, past cascades and the second big waterfall to two private caves. Disclaimer: Flow of all Waterfalls is subject to weather fluctuations.

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.

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.

Cozy Bluff View Cabin w/ Hot tub in Monteagle
Welcome to "In The Pines", a charming bluff-view cabin nestled in the heart of Monteagle, TN! Whether you're seeking a peaceful retreat, catching a show at The Caverns, or exploring the scenic trails of South Cumberland State Park, this is the perfect getaway. Relax and unwind with family and friends in this cozy mountain escape, featuring 3 bedrooms, 2 full bathrooms, and a loft with a full-size fold-out futon. Enjoy breathtaking bluff views from the patio or soak in the jacuzzi!

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.

Hot tub, game room, fire pit and amazing view!
This modern, Scandinavian style cabin, sits on 20 private acres at a 1360 ft. elevation. The style sets it apart from other cabins. It is 13 miles from The Caverns concert venue (about a 20 minute drive). The cabin is close to Sewanee, which has many hiking trails and is home to The University of the South (about 7 miles from our cabin/ a 16 minute drive.) Other local hiking and recreation options include the South Cumberland State Park and Tims Ford State Park.

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.

The Sundowner
Get into the rhythm of relaxation. This is a place where stress falls away. In the woods with sunset views of ridges from large covered porch. Toxin free. Well stocked kitchen. High speed internet w 2 smart TVs. Washer/dryer, fire pit, charcoal grill. 2-acre property on the ridge w a great night sky. 20 min to The Caverns & Fiery Gizzard Trl w Foster Falls; 15 min to Perimeter Trl, Sewanee; 5 to Monteagle. 3bd/2ba includes open master in loft.

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
Popular amenities for cabin rentals in Winchester
Cabin rentals with a hot tub

Elk Ridge Cabin – Private Hot Tub & Stunning Views

Private lakefront log cabin w/dock & hot tub

Scenic Mtn. Home: Pond, Hot Tub, Firepit

Restful Haven - Hot Tub at Secluded Modern Cabin |

Luxurious Lakefront Cabin w/ Hot Tub & Fire Pit

*Hot Tub *Fire Pit *Near The Caverns & Hiking!

Battle Cry Cabin

Window Rock | Jackson Point · Modern Bluff Retreat
Pet-friendly cabin rentals

Fireside Cabin on the Bluff

Proctor's Haven - Private Pond & Bluff View

The Palm Springs Cabin at Camp Swann

Secluded cabin in the woods by a lake

Reel Simple Lakefront Cabin

Family+Pet-Friendly Lake Cabin•Quiet Nature Views

Secluded A-Frame Cabin w/ Sunset Mountain Views

Secluded 1930s Wooded Lakeview Fishing Cabin.
Private cabin rentals

Mountain lake log cabin at Deerhead Lake

Pocket Oasis

Furnished Cabin: Tiny Home in the Woods

White Deer Lodge | Private Cabin on 2 Acres

Cozy Cabin On Tims Ford Lake-"The Hawk Nest"

Bubbe's Barn at Camp Chet

EntireMtnCabin: LogsPrchsFiresWoodRftpSpaBathNH

Holliday Hide Away
Quick stats about cabin rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at £60 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!
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- Cloudland Canyon State Park
- Tennessee Aquarium
- Monte Sano State Park
- Chattanooga Choo Choo
- Coolidge Park
- Hunter Museum of American Art
- Point Park
- South Cumberland State Park
- Creative Discovery Museum
- Chattanooga Zoo
- Raccoon Mountain Caverns & Campground
- Old Stone Fort State Archaeological Park
- U.S. Space & Rocket Center
- Cathedral Caverns State Park
- Short Mountain Distillery
- Von Braun Center, North Hall
- Cumberland Caverns
- Lowe Mill Arts And Entertainment
- Burritt on the Mountain
- Huntsville Botanical Garden
- Discovery Center
- Chattanooga Whiskey Experimental Distillery
- Chattanooga Convention Center





