
Cabin vacation 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)

Terralodge: Wild Luxury on Monteagle Mountain
Dive into adventure at Terralodge’s fully renovated cabin on Monteagle Mountain, a wildlife-rich "bio-gem"! Luxuriate in plush king beds, a 6-person hot tub, and two epic firepits. Battle it out with lawn games, trek private trails to our secret cave, or chill by the shared pond. With blazing WiFi and 4K TVs, you’re set for work or play. Minutes from Monteagle, Sewanee, The Caverns, and killer hiking/lakes. Chattanooga (45 min) or Nashville (90 min) await. Book your unforgettable escape now!

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

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.

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.

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
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.

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

Pocket Oasis

Private lakefront log cabin w/dock & hot tub

Luxurious Lakefront Cabin w/ Hot Tub & Fire Pit

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

Cozy Cabin with Mountain Views!

Hoot Owl Cabin – Private Hot Tub & Outdoor Living

Mountain Cabin partial NPH

Mossy Falls Cabin | Outdoor Hot Tub & Fire Pit!
Pet-friendly cabin rentals

The Swan Lake Cabin at Camp Swann

Fireside Cabin on the Bluff

Peaceful Cabin in Beersheba

Nature’s Tiny Riverside Hideaway

Proctor's Haven - Private Pond & Bluff View

Secluded cabin in the woods by a lake

NEW! Lake Getaway – Great for Families!

Reel Simple Lakefront Cabin
Private cabin rentals

The Cabin

Furnished Cabin: Tiny Home in the Woods

Crooked Post Cabin

Cozy Cabin on 5 wooden acres in Cooley's Rift

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

Cozy Tennessee Cabin w/ Deck, Grill & Fire Pit!

Relaxing Mountain Cabin in Monteagle Near Sewanee

Secluded A-Frame Cabin w/ Sunset Mountain Views
Quick stats about cabin rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at ﺩ.ﺇ331 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
- Dublin Park
- Monte Sano State Park
- Rock City
- Coolidge Park
- Chattanooga Choo Choo
- Hunter Museum of American Art
- Creative Discovery Museum
- Raccoon Mountain Caverns & Campground
- Burritt on the Mountain
- Huntsville Botanical Garden
- Tennessee River Park
- Chattanooga Whiskey Experimental Distillery
- U.S. Space & Rocket Center
- Lowe Mill Arts And Entertainment
- Cumberland Caverns
- Finley Stadium
- Discovery Center
- Short Mountain Distillery
- Point Park
- Chattanooga Zoo
- Von Braun Center, North Hall
- Cathedral Caverns State Park




