Vacation rentals in Cowan

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Top-rated vacation rentals in Cowan

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
A modern guesthouse is set against a backdrop of lush greenery and a serene pond. The building features dark siding with wooden accents, while a well-maintained lawn leads to a gravel path. Bright blue skies and scattered clouds provide a peaceful atmosphere.
Home in Winchester

Meadow View Retreat

Enjoy your stay at Meadow View Retreat with a beautiful view of the farm from the peaceful, serene back yard. We have a 72 acre farm and a family business located walking distance from the airbnb where you can grab a coffee, a bite to eat + stroll around the greenhouses! This 2 BDR house is the perfect stay for families, couples getaway or business trips. Conveniently located in Winchester, a short drive to the beautiful historic downtown Winchester, Tim’s ford Lake and Sewanee University.

4.98 out of 5 average rating, 89 reviews
Guest favourite
A modern tiny home is surrounded by open grass fields, featuring a welcoming porch with wooden steps. Large windows provide natural light, while the exterior showcases a black siding and a gable roof. A gravel path leads to the entrance, enhancing accessibility.
Tiny homes in Winchester

Tiny House

You will feel right at home in this adorable Tiny Home with RV Hookups! This picture-perfect little cottage has a bedroom with queen size bed, full bath with tile walk-in shower, full kitchen with all of the amenities, and living room with queen size sleeper sofa. The back porch offers peace, quiet, and spectacular mountain views. This property is super convenient to Tims Ford Lake, The Caverns music venue, Jack Daniels Distillery, University of the South, and historic downtown Winchester.

4.96 out of 5 average rating, 89 reviews
Top guest favourite
Home in Winchester

The Hangout on Heath Lane

Welcome to The Hangout on Heath Lane! Just 1/2 mile from Twin Creeks Marina and 1 mile from historic downtown Winchester, our new 2-bedroom retreat is the perfect home base for lake weekends, concerts at The Caverns, Jack Daniel's tours, and family getaways. Enjoy modern comforts, sparkling cleanliness, and the small-town charm that keeps guest coming back! We also suggest: -Coffee & breakfast or lunch at Walnut Hill Coffee Shop -For a delicious, upscale dinner, go visit Filo's Tavern

5.0 out of 5 average rating, 71 reviews
Superhost
A charming home with a light-colored exterior is set amidst lush greenery. A spacious deck with seating options faces a stone patio surrounded by vibrant foliage, creating an inviting outdoor area. Large windows provide ample natural light, enhancing the connection to the surrounding nature.
Home in Sewanee

Forest Retreat: Poolside Bliss Close to Campus

Welcome to your spring getaway in Sewanee. This inviting 3-bedroom home offers spacious living areas, serene outdoor spaces, and a convenient location near the University of the South. Walk to campus events, local restaurants, and nearby scenic trails while enjoying the fresh mountain air and blooming landscapes of the season. Whether you’re visiting family, exploring the Domain, or planning a peaceful weekend retreat, this comfortable home provides the perfect place to relax and recharge.

4.82 out of 5 average rating, 61 reviews
Superhost
Apartment in Cowan

The apARTment/ historic railroad inn, pet-friendly

Open liv/din/kitchen w/wood floors sequestered in Franklin House historic railroad boutique hotel. Private ensuite Q. BR & bath w/ walk-in shower. LR has convertible couch/full size bed. Enter via back parking lot. Charming lobby, banquet room. In house Cafe. Walk to restaurants, shops, Vintage Texaco & Cowan Railroad Museum! The railroad town of Cowan is the real small town America deal! Near Winchester, Sewanee/U. of the South. the Caverns, Jack Daniels. Hiking, biking & boating.

4.9 out of 5 average rating, 10 reviews
Top guest favourite
Home in Sewanee

Whitetail Creek Lodge Close to Campus

Escape to Sewanee this spring at a private 34-acre mountain retreat just minutes from campus. Surrounded by peaceful forest scenery, this redesigned home offers expansive covered patios, a private pond dock, and inviting outdoor spaces perfect for relaxing in the fresh mountain air. Gather around the outdoor fireplace after days spent exploring campus events and nearby trails. With spacious accommodations and comfortable amenities throughout, this retreat is ideal for seasonal getaways.

4.98 out of 5 average rating, 59 reviews
Top guest favourite
Home in Winchester

*Rare Find* Flat lot, Best Views, Dock Waterslide

Experience lakefront living at its finest on Tims Ford Lake! This flat-lot retreat is designed for unforgettable days on the water, featuring a private dock with a tunnel waterslide and jump gate, hot tub, outdoor kitchen and dining area, screened-in porch, and fire pit overlooking the lake. Swim, fish, boat, or explore the shoreline with the 2 complimentary kayaks. Bring your own boat or rent one nearby, then relax and make lasting memories at this fun-filled lakeside escape.

5.0 out of 5 average rating, 13 reviews
Guest favourite
A modern kitchen area features light wooden cabinets and stainless steel appliances. A round dining table with black chairs is set with a decorative centerpiece. Natural light filters through a window, enhancing the neutral color palette of the space.
Apartment in Winchester

Clean Lines and Simple Comfort

This 2 bed, 2 bath apartment duplex is located just two miles from Tims Ford Lake. Whether you’re in town for a weekend or an extended stay, this space offers everything you need for a relaxing and comfortable visit. Each room features a comfortable queen bed, fresh linens and ample closet space. The kitchen is stocked with cookware, stainless steel appliances, and a coffee maker for your morning brew. Book your stay and enjoy an experience that’s clean with a blend of style.

4.98 out of 5 average rating, 41 reviews
Superhost
Home in Sewanee

Long Weekend

Tranquility and beauty surround this home located on campus and close to The Cross. Long Weekend can comfortably house 10 people. The main floor has one bedroom and bathroom, a full eat -in kitchen with new dishwasher, a cozy den with fireplace, a dining room, two porches, and a garage. Upstairs are 3 more bedrooms and two full baths. Enjoy hiking, cooking, Sewanee events, or just gazing out the windows over the pond. We hope you enjoy our family home as much as we do.

4.7 out of 5 average rating, 10 reviews
Top guest favourite
Home in Decherd

"Near Caverns and Sewanee 2-bedro/2-bath w/EV char

2 bedroom, 2 full bathrooms, totally remodeled home with a large fenced back yard and fully equipped modern kitchen. Easy drive less than 7-mi to Sewanee, and just 10-miles/ 10-12 min to The Caverns. The "Farm View" house offers country views with privacy. A serene place to relax, unwind and retreat while enjoying pastures and country views. "EV/Tesla wall charger", Starlink internet w/ streaming tv. Only 3.5 miles off 1-24 exit 127, Pelham, Winchester.

4.99 out of 5 average rating, 150 reviews
Top guest favourite
Home in Estill Springs

Waterfront Access | Lake Views | Dock | Pool Table

Indulge yourself with private waterfront access and stunning million dollar views in this sunny slice of paradise. Experience our waterfront lounge, on-site boat dock, outdoor fireplace, pool table, mini golf putting green, tiki lamps, luxurious jacuzzi tub with spa jets, outdoor dining, sleepy sunroom, charcoal grill, 4K smart TV's, and fully inspired gourmet chef's kitchen. Welcome to "Lakeside Paradise."

4.98 out of 5 average rating, 115 reviews
Top guest favourite
The exterior of a renovated house is shown, featuring a light blue facade with black shutters. Lush green grass surrounds the pathway leading to the entrance. A screened-in porch is visible on one side, and flowering bushes add a touch of color to the landscape.
Home in Hillsboro

Nanny’s House

Located in a country setting on a quiet road, this fully renovated 1800+ sq ft house comes with a 1 acre yard, screened-in porch, and patio with view of the mountains. Local attractions include The Caverns (9.3 miles), South Cumberland State Park (13 miles), Tim’s Ford Lake (15 miles), Old Stone Fort State Park (20 miles). Located halfway between Nashville and Chattanooga about 2 miles from I-24, exit 127.

5.0 out of 5 average rating, 128 reviews

Popular amenities for Cowan vacation rentals