Vacation rentals with a patio in Winchester

The Mockingbird MADE SOUTH Cottage @ Water's Edge

The Mockingbird (a MADE SOUTH Cottage) welcomes you to the Water's Edge community in Tracy City, TN, just down the road from Monteagle and Sewanee. This area boasts tons of hiking and nature while also offering great restaurants and unique shopping. Hike down to Deer Lick Falls, a private 80 foot waterfall that guests have access to about 10 minutes down the road, or explore the gorgeous campus of The University of the South. Epic golf can be found at Sweetens Cove and The Course at Sewanee.

Highpoint Hideaway A | Lakefront Home | WatersEdge

Set upon one of the largest waterfront lots in the community, this tiny home offers a unique experience that's perfect for couples, friends, or family. You'll be enchanted by the tranquility of the lake as it stretches out before you, providing a serene backdrop to your stay. The heart of this property is its outdoor living spaces (2 large decks, complete with outdoor seating and a grill) as evening falls, gather around the fire pit to roast marshmallows, share stories, and make memories.

The Nest at The Retreat @ Deer Lick Falls

The Retreat offers a cozy cottage for down time & you have the option to hike trails down to falls area, socialize with other guests or sit and have your own Fire in our fire pit on the property and just relax! Local Restaurants minutes away, lake access 10 minutes away with beautiful woodsy setting perfect for getting away from the hustle of everyday life! Covered patio for relaxing and you can eat outdoors with a grill guests can use and a fully equipped kitchen if you choose to cook

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.

TC Easy Breeezee

Your home away from home a place to enjoy friends and family together under one roof, relax and enjoy, kick back and forget all your worries! We have you covered, awning for protection of sun and rain! Warm cozy beds and sofas! New furnishing throughout entire house!! Sip coffee, on our cozy outdoor furniture while listening to the pool bubblers take all your daily worries away!! Unplug, sit back and find your happy place Close to shopping, marina, dining and much more

Serenity By The Falls - Monteagle Tiny Home

Welcome to Serenity by the Falls! Located in the Retreat at Deer Lick Falls in beautiful Monteagle, Tennessee on the Cumberland Plateau. This tiny home features rustic decor and is set into a wooded lot. You'll enjoy: Coffee (Keurig), TVs for evening movies, Wi-Fi, washer/dryer, single use bathroom amenities, charging stations for electronics, firepit with Adirondack chairs, hammocks, a huge deck with bluetooth speakers, porch swing, dining table and gas grill!

Spacious Lakeside Oasis for All Occasions

Escape to a serene lakeside getaway on 30 private acres of woods, trails, and stunning views. This fully updated and spacious home is perfect for romantic escapes, small group retreats, or family gatherings. Enjoy unmatched privacy and tranquility while being just a short drive from The University of the South. Whether you’re hiking, relaxing, or reconnecting with loved ones, this peaceful haven is ready to welcome you.

Private upstairs studio with quiet deck.

Keep it simple at this peaceful and centrally-located space.Has microwave and coffee maker and medium size refrigerator. There is a small dining table. The bath has a full tub and shower. Private entrance with concrete driveway and accommodating parking. Secure environment. There are stairs leading up to the space. The front window gets morning sun and the rear deck is mostly shaded.

Hook, Wine & Sinker-Sleeps 28, Dock, Hot Tub

Welcome to Hook, Wine, & Sinker, your ultimate lakeside escape! This charming 8,000 sq. ft retreat offers fun, relaxation, and amenities for larger groups or families, ensuring everyone has room to unwind and enjoy the lake. Enjoy the large hot tub, 2 game rooms, 2 fire pits, 4 kayaks, 4 paddleboards, and ample space to accommodate up to 28 people.