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Unbeatable Charm & Convenience On The Square!

Escape to The Heritage Lofts, just off of the thriving Winchester square. Just minutes from Tims Ford Lake, this fabulous newly-renovated apartment has it all! Stock up for your next adventure downstairs at Russells Outdoor and Trading Company then head next door to Walnut Hill for coffee and breakfast before setting out for the day. Grab a bite to eat at Jefferson's a few doors down and relax in the comfortable confines of your cozy king-sized bed. There isn't a more convenient spot in town!

Near Caverns & Sewanee 2-bed/2-bath w/EV charger

2 bedroom, 2 full bathrooms, totally remodeled home with a large fenced back yard and fully equipped kitchen. 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/ YouTube TV and streaming tv. Only 3.5 miles off 1-24 exit 127, Pelham, Winchester. Easy drive less than 7-mi to University of the South, and just 10-miles/ 10-12 min to The Caverns Concert Hall.

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.

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!

Just Around the Corner

You will love this duplex centrally located in town off the square by the old jail for all the history buffs. It is a historical landmark overlooking the lake. I know the family that lived upstairs in the old jail and their father was the jailer. They have a lot of old stories to tell. It is within walking distance to great restaurants, grocery store, shops and businesses on the square and it is pet friendly! It can sleep 6, 2 Queen beds and a couch that pulls out to a full size bed.

Clean Lines and Simple Comfort

This 2 bedroom, 2 bath apartment 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.

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

This modern, Scandinavian style cabin, sits on 20 private acres at a 1360 ft. elevation. The style sets it apart from other cabins. It is 13 miles from The Caverns concert venue (about a 20 minute drive). The cabin is close to Sewanee, which has many hiking trails and is home to The University of the South (about 7 miles from our cabin/ a 16 minute drive.) Other local hiking and recreation options include the South Cumberland State Park and Tims Ford State Park.

Peaceful Farmhouse Retreat

Relax and unwind in this beautiful modern farmhouse with all the amenities. Secluded yet conveniently located, this is the serene getaway you've been looking for! Thoughtfully decorated with curated pieces, equipped with a full kitchen and laundry, and nestled privately into the hills with a breathtaking view; this is the perfect spot for an inspiring writer's retreat, a romantic respite, or spending holidays with friends and family.

Cabin 222: the best in comfort, location, & value

Cabin 222 was a tiny house before they were cool! This small single room accommodation has a queen bed, wifi, roku tv, small refrigerator, microwave, coffee maker, and full bath. 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.