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 favorite
Home in Winchester
5.0 out of 5 average rating, 68 reviews

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

Superhost
Apartment in Cowan
4.9 out of 5 average rating, 10 reviews

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.

Top guest favorite
Home in Sewanee
4.98 out of 5 average rating, 58 reviews

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.

Top guest favorite
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
4.98 out of 5 average rating, 88 reviews

Meadow View Retreat

Enjoy your stay at Meadow View Retreat with a beautiful view of the farm. We have a 72 acre farm and a family business located walking distance from the airbnb. We are a 10 minute drive to Tim’s Ford Lake, Twin Creeks Marina & historic downtown Winchester + 15 minutes from University of the South. This 2 bedroom guesthouse is the perfect stay for you and your loved ones. Enjoy the private, quiet back porch with a view of the pond and the farm. Beautiful sunrise + sunset views too!

Top guest favorite
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
4.97 out of 5 average rating, 178 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.

Guest favorite
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
4.97 out of 5 average rating, 39 reviews

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.

Top guest favorite
A contemporary two-story home showcases a light-colored exterior with a gabled roof and a covered front porch. A balcony extends from the upper level, complemented by a ceiling fan. The landscaped area features low shrubbery and a paved pathway leading to the entrance.
Home in Winchester
5.0 out of 5 average rating, 49 reviews

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.

Superhost
Home in Sewanee
4.67 out of 5 average rating, 9 reviews

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.

Top guest favorite
Home in Decherd
4.99 out of 5 average rating, 147 reviews

"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.

Top guest favorite
Home in Estill Springs
4.99 out of 5 average rating, 113 reviews

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."

Top guest favorite
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
5.0 out of 5 average rating, 128 reviews

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.

Top guest favorite
A gravel driveway leads to a green cabin nestled among tall trees and vibrant foliage. The surrounding landscape showcases natural greenery, enhancing the cabin's rustic charm. Sunlight filters through the leaves, creating dappled light on the ground.
Cabin in Sewanee
4.95 out of 5 average rating, 331 reviews

Cabin 111 - the best in location and comfort!

Cabin 111 has a queen bed, wifi, roku tv, small refrigerator, microwave, coffee maker, and full bath. A deck off the back gives additional space for relaxing. SUPER close to the campus of the University of the South and downtown Sewanee. Enjoy privacy while having access to most things within a short walk. Hiking trails, restaurants, campus! Or just enjoy the nature and deer from the side patio.

Popular amenities for Cowan vacation rentals