Vacation rentals in Cowan

Unbeatable Charm & Convenience On The Square!

Escape to The Heritage Lofts, just off of the thriving Winchester square. Only minutes from Tims Ford Lake, this fabulously-renovated apartment has all of the comfort and amenities you need to feel right at home during your stay in Winchester. See the local scene in style with one of our bike or paddle board rentals, and shop til you drop on our thriving downtown square. Then grab a meal before relaxing in the comfortable confines of your spacious loft. There isn't a better spot to stay in town!

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.

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

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.

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.

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.

*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.

The Modern Mainstay at Barefoot Bay

Welcome to The Modern Mainstay, your stylish retreat by the shores of Tims Ford Lake! This pet friendly contemporary home is just 1/2 mile from the historic downtown square where you can enjoy doing a bit of shopping or dining. Or sit on the front porch with lake views, and take in the serene surroundings. Take a dip in our lakefront community pool. Enjoy access to the lakefront common area for fishing, swimming in the lake, and relaxing by the fire pit with a glass of wine.

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.

"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.

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."

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.