
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.

Sunflower Shores Log Cabin Dunlap Tn Deerhead Lake
Sunflower shores is a true log cabin, in a small neighborhood built on the shores of a clean quiet lake in Middle Tennessee. Relax, unwind, have coffee or cocktails on the deck. Swim, fish, take out the canoe or kayak, birdwatch, hike in nearby Savage Gulf or Fall Creek Falls. Go to Chattanooga, take in the sights and come back for an evening by the outdoor fire ring, or inside fireplace. Pick apples at the local orchard or buy Amish goods from the local farms. Unplug and enjoy your life.

Nature’s Tiny Riverside Hideaway
Nature's Riverside Hideaway is a tiny cabin and the perfect get-a-way for those who want a natural river experience but want HIGH SPEED WiFi and modern amenities. Only 2 miles from the historic Fayetteville square and approximately 15 minutes from Jack Daniels Distillery in Lynchburg, Tennessee, a waterfall located on the property, private access to the Elk River and a separate entrance, River Walk is perfect for a close to home staycation or a unique experience that you will never forget!

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.

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.

Modern Mountain Cabin & Hot Tub 20 min to downtown
20 min. from downtown Chattanooga This cabin is surrounded by woodlands. Hiking trails, swimming holes and water falls abound here! End the day in the mountains gazing at the stars from the spa, or gathered around the fire roasting marshmallows. This adorable cabin sleeps 6 comfortably and provides a full kitchen, sleeping quarters separated by barn doors for the kids, and a private back yard with patio and grill for your enjoyment. No smoking or vaping NO KIDS ALLOWED IN HOT TUB

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
The Coalmont is a 4 acre waterfront retreat on top of the South Cumberland Mountains of Tennessee, between Nashville and Chattanooga. This 460 sq ft "tiny" cabin sleeps up to 4. Amenities abound with boats, hot tub, fishing, zip line, lawn games, large decks for gathering, fire pit, and beautiful scenery. Perfect retreat for couples looking for a romantic getaway, families wanting to unplug and reconnect with quality time, or anyone looking for a quiet place to work remotely.

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

The Wolf Den

Elk Ridge Cabin – Private Hot Tub & Stunning Views

Private lakefront log cabin w/dock & hot tub

Spectacular Mountain Top Cabin Getaway

Luxurious Lakefront Cabin w/Hot Tub~ Amazing Grace

Sunset Ridge cabin 21 miles from Chatt, TN! Indoor

Tennessee Riverfront Cottage w/HOT TUB on 3 acres

*Hot Tub *Fire Pit *Near The Caverns & Hiking!
Pet-friendly cabin rentals

Fireside Cabin on the Bluff

The Swan Lake Cabin at Camp Swann

Everly House in Deer Lick Falls

Tanasi River Cabin

Cozy Bluff View Cabin w/ Hot tub in Monteagle

Secluded cabin in the woods by a lake

Secluded Country Cabin between city and country

Reel Simple Lakefront Cabin
Private cabin rentals

Mountain lake log cabin at Deerhead Lake

Larger Home in Tiny Home Lake Community

Hundred Oaks

Scenic Mtn. Home: Pond, Hot Tub, Firepit

Proctor's Haven - Private Pond & Bluff View

Kingfisher Cabin-a PMI Scenic City rental

Tiny A-frame Glamping @ Running Water Creek

Bubbe's Barn at Camp Chet
Quick stats about cabin rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at £37 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
- Sweetens Cove Golf Club
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- The Ledges
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