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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!

Tims Ford *FreeUTV/kayaks/canoe*2.5 acres/private

Welcome to your retreat at Tims Ford Lake! Hidden away on 2.5 acres, surrounded by trees, complete privacy with no neighbors in sight! Enjoy peace and quiet, TVA land between you and the lake. Plenty to do..whiskey trail, fishing/kayaking Elk River, boating Tims Ford Lake to name a few! 16 minutes to Jack Daniel's Distillery Property is less than a mile from boat ramp! Ride the UTV down to the lake! ***IMPORTANT: For UTV & craft info, please see below in Other Things to Note for details.

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!

1940's Cottage Near Square/Lake

WELCOME to this beautiful, newly renovated COTTAGE near the Winchester Square and Tim's Ford Lake. This Historic Home, built in 1948 is full of CHARACTER but yet modern and stylishly furnished. Within walking distance to the Winchester Square and just 1 mile from Twin Creeks Marina this beautiful home in convenient, comfortable, and welcoming for all guests. This is the home that you have been looking for that is BUDGET friendly but also packed with AMENITIES in the perfect location!

Dock on Lake! Walk to Downtown Shops/Rest/Movies!

Charming, *Pet Friendly* well-loved 1950s lake house on Tim’s Ford Lake. Walking distance to grocery and downtown movie theatre, boutiques, restaurants and library. Near Twin Creeks marina/restaurant where you can rent boats. While here, you can swim at the dock; play darts, checkers or fuse ball; go out on the lake; walk to the Oldham Theatre; go hiking in Tim’s Ford State Park or nearby Sewanee; go to the Tullahoma drive-in theatre; or visit nearby Jack Daniel’s distillery.

The Hangout on Heath Lane

Enjoy a peaceful experience at this centrally-located home. The Hangout is half a mile from the beautiful Twin Creeks Marina and 1 mile to historic downtown Winchester! Other local attractions include: -Grab a coffee and enjoy a tasty breakfast or lunch at Walnut Hill Coffee Shop -For a delicious, upscale dinner, be sure to visit Filo's Tavern -Head out for a tour and tasting at Jack Daniels Distillery -Grab some tickets to the Cavern's for a memorable concert experience.

Waterfront Cottage #12 - PET friendly w/ boat SLIP

Discover serenity at our Cottage nestled directly on the shores of Tims Ford Lake. Experience ultimate privacy in this hidden gem, where you'll be enveloped by nature's beauty with all the conveniences of our Resort amenities. Step inside to find a charming space adorned with a unique theme, creating an atmosphere of warmth and character. With every modern amenity provided, from a fully-equipped kitchen to cozy sleeping quarters, we ensure you will feel right at home.

Spacious 4BR/3BA Home Near Tims Ford Lake

Welcome to your beautifully renovated 1940s 4-bedroom, 3-bathroom vacation home near Tims Ford Lake! This spacious historic retreat comfortably sleeps 8 and offers everything you need for a relaxing getaway in Winchester, TN. Enjoy fast Wi-Fi, a Roku Smart TV, and a large private yard perfect for watching the sunrise from the back porch and sunset from the front. Large bedrooms, a cozy reading nook, and a spacious kitchen and living area awaits you!