
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)

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.

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.

Calming Cabin—Peaceful…Quiet…Near Area Activities
Relaxing, Park-Like Setting | Convenient to Trails, Waterfalls, and THE CAVERNS • 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

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!

Fireside Cabin on the Bluff
Welcome to your private off-grid cabin on a picturesque bluff in Sequatchie, TN. If you’re looking for solitude, stunning views, and a rustic but comfortable escape, this is the spot. The cabin offers a simple “glamping” experience—cozy, peaceful, and close to nature. It’s best suited for guests comfortable with outdoor-style stays who don’t need hotel-level amenities like a TV or indoor shower. If you prefer a more modern setup, please explore our other listings on the property.

Private lakefront log cabin w/dock & hot tub
Be one with nature at this unique, tranquil getaway on Tim’s Ford Lake. Enjoy the two fireplaces in a “rustic” meets “modern” log cabin on 10 acres of privacy that is adjoined to over 2000 acres of park land. There is 450 ft of lake front & private dock to store your boat/toys, but the dock is not usable Nov 1 to April 1. Enjoy nature walks, spend lake time with friends or just relax taking in the amazingly beautiful views, hot tub and amenities. This truly is our happy place.

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

Hot tub, game room, fire pit and amazing view!

Pocket Oasis

Terralodge: Wild Luxury on Monteagle Mountain

Luxurious Lakefront Cabin w/ Hot Tub & Fire Pit

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

Fire Lake Lodge Volleyball, Hot Tub, Kayaks!

Mountain Cabin partial NPH

Large cabin (Game Room/Hot tub/Kid Friendly)
Pet-friendly cabin rentals

The Swan Lake Cabin at Camp Swann

Peaceful Cabin in Beersheba

Proctor's Haven - Private Pond & Bluff View

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

Bubbe's Barn at Camp Chet

Secluded cabin in the woods by a lake

Family+Pet-Friendly Lake Cabin•Quiet Nature Views

Reel Simple Lakefront Cabin
Private cabin rentals

The Cabin

Furnished Cabin: Tiny Home in the Woods

Windy Ridge

Eagles Nest Cabin with TN River Views!

Whispering Falls Remote Hideaway

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

Deluxe Cabin - Jetted Tub

Relaxing Mountain Cabin in Monteagle Near Sewanee
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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- Rentals with a fire pit Winchester
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- Rentals with a patio Winchester
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- Cloudland Canyon State Park
- Monte Sano State Park
- Coolidge Park
- Rock City
- Chattanooga Choo Choo
- Hunter Museum of American Art
- Creative Discovery Museum
- Dublin Park
- Raccoon Mountain Caverns & Campground
- South Cumberland State Park
- Chattanooga Whiskey Experimental Distillery
- Cathedral Caverns State Park
- Point Park
- Huntsville Botanical Garden
- Chattanooga Zoo
- Old Stone Fort State Archaeological Park
- Cumberland Caverns
- U.S. Space & Rocket Center
- Discovery Center
- Von Braun Center, North Hall
- Short Mountain Distillery
- Lowe Mill Arts And Entertainment
- Finley Stadium
- Tennessee Aquarium




