Cabin holiday rentals in Winchester

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Quick stats about cabin rentals in Winchester

  • Nightly prices starting at

    Winchester holiday rentals start at $115 AUD 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.

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Guest favourite
A comfortable living area is observed, featuring a light-colored sectional sofa and a dark wooden coffee table. Large windows provide natural light, while a rustic dining table and chairs are visible in the background. Decorative wall art and assorted accents highlight the cozy atmosphere.
Cabin in Winchester
4.86 out of 5 average rating, 210 reviews

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)

Top Guest favourite
A charming log home is surrounded by lush greenery, featuring a green metal roof and a welcoming front porch with seating. Areas for relaxation are visible, complemented by vibrant flowers along the porch railing, enhancing the natural setting.
Cabin in Tracy City
4.96 out of 5 average rating, 144 reviews

Calming Cabin—Soak Up Rest, Relaxation & Area Fun

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

Top Guest favourite
A vibrant sunset casts a warm orange glow across the sky, with clouds reflecting shades of yellow and pink. The view offers a sweeping panorama of the valley below, framed by trees in the foreground, enhancing the tranquil landscape.
Cabin in Monteagle
5 out of 5 average rating, 164 reviews

The Sundowner

Get into the rhythm of relaxation. This is a place where stress falls away, the sunsets connect you with wonder, and the deer, coyotes, owls reconnect you to nature. In the woods with 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. 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.

Guest favourite
Cabin in Tracy City
4.92 out of 5 average rating, 440 reviews

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.

Top Guest favourite
The exterior of the cabin is shown, featuring a contemporary design with dark grey siding and large windows. A covered porch extends from the front, offering a view of the surrounding landscaping with shrubs and small trees. The tranquil lake is visible in the background.
Cabin in Tracy City
4.95 out of 5 average rating, 112 reviews

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.

Guest favourite
A treehouse-style cabin stands elevated on stilts, surrounded by lush greenery. A spacious deck is visible at the front, offering an outdoor seating area. The roof has a distinct metal finish, enhancing the cabin's secluded nature. Trees provide natural shade around the structure.
Cabin in Altamont
4.97 out of 5 average rating, 350 reviews

Sunrise Mountain Tree House Cabin

Experience the fun of living among trees in our treehouse mini-lodge feel check out 2 other cabins Patriot's Retreat & Sunrise Mtn Cabin. Our tree house is extremely comfortable, with a view of the Cumberland mountains. Complete with a full kitchen, bathroom, two-loft sleeping and viewing areas. Several major state parks/hiking within a few miles of the cabin. Exceptional star viewing. The cabin has fiber optic WiFi which is not shared. Pet cats are not allowed as we are allergic.

Top Guest favourite
An A-frame cabin is nestled among tall trees, showcasing a modern design with large glass windows. A wooden deck surrounds the entrance, featuring a seating area with chairs and a fire pit. The outdoor area is partially landscaped with natural ground cover.
Cabin in Monteagle
4.96 out of 5 average rating, 162 reviews

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.

Top Guest favourite
A view from the porch reveals the serene waters of Tims Ford Lake, bordered by lush greenery. The railing is partially visible, with sunlight filtering through the trees, creating dappled shadows on the deck. A bird feeder hangs nearby, inviting wildlife.
Cabin in Lynchburg
4.96 out of 5 average rating, 227 reviews

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.

Guest favourite
Cabin in Monteagle
4.96 out of 5 average rating, 121 reviews

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!

Top Guest favourite
Cabin in Coalmont
4.98 out of 5 average rating, 378 reviews

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.

Top Guest favourite
A spacious living room showcases wood-paneled walls and ceiling. Two comfortable sofas and an armchair are arranged around a wooden coffee table. Decorative pillows add color. Natural light filters through light-filtering shades on the windows, and a large framed photograph is displayed on the wall.
Cabin in Tullahoma
4.94 out of 5 average rating, 211 reviews

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.

Guest favourite
A charming log cabin is surrounded by neatly trimmed hedges and colorful flower beds. The entrance features a set of wooden steps leading to a porch, with sunlight filtering through the lush green trees overhead.
Cabin in Beersheba Springs
4.78 out of 5 average rating, 187 reviews

Tennessee Mountain House

This one bedroom remote cabin is located on the Cumberland Plateau between Monteagle & McMinnville in the National historic district of Beersheba Springs. Three acres of wooded bluff property overlooks Savage Gulf & provides a secluded, quiet getaway. sleeps 4 but suitable for mostly 2 guest. Also, as you will note: this is the guest house which FACES the SIDE of the main house, so please use the main house porch for sitting and enjoying the view as well.

Popular amenities for Winchester cabin rentals

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  2. United States
  3. Tennessee
  4. Franklin County
  5. Winchester
  6. Cabin rentals