Pet-friendly vacation rentals in Winchester

Relax & Unwind in Cozy Farm Stay 7 mins from I-24

Come enjoy a cozy getaway in Sewanee! You’ll love this space because of the location, amenities, and cleanliness. This home is best suited for couples, small families and those traveling with pets. This mobile home has an open layout. It’s 700 square feet and sits near the woods, off a back road, bordering a horse pasture and trees. It has a spacious fenced-in yard. Located 7 minutes off I-24 for those driving thru, and a short walk or drive from Mountain Goat Trail if you want to walk or jog.

Martin Springs Cabin.

This country cabin is a great base for exploring the nearby South Cumberland Park and surrounding area. Convenient to Sweetons Cove Gulf, The Caverns, Adventure Offroad Park, Sewanee, Monteagle, South Pittsburg/Cornbread Festival, Jasper Highlands. right next to I-24. You can't see any other homes from the cabin and adjacent meadow. Year round creek in the property. Meadow trail. New Hot Tub and all new Tuft & Needle mattresses for 2022! Basic amenities provided. Includes Wi-Fi and DVD player.

Waterfall Log Cabin

Cozy Log Cabin just feet away from the top of our 2 magnificent private waterfalls. The Falls at Sewanee Creek is located in America’s most biodiverse area on Tennessee's Eco-Rich Cumberland Plateau. Walk to the observation bench at the top of the biggest 50 ft waterfall. Follow the trail behind the falls. Adventure awaits on a rugged, bouldering hike, past cascades and the second big waterfall to two private caves. Disclaimer: Flow of all Waterfalls is subject to weather fluctuations.

Nature’s Tiny Riverside Hideaway

Nature's Riverside Hideaway is a tiny cabin and the perfect get-a-way for those who want a natural river experience but want HIGH SPEED WiFi and modern amenities. Only 2 miles from the historic Fayetteville square and approximately 15 minutes from Jack Daniels Distillery in Lynchburg, Tennessee, a waterfall located on the property, private access to the Elk River and a separate entrance, River Walk is perfect for a close to home staycation or a unique experience that you will never forget!

Holliday Hide Away

1200 sq. ft. very rustic converted pole barn. The floors are stained concrete and the walls are rough saw mill hewn poplar boards. Located on 3 acres of beautiful well kept property. It does not border the lake but is surrounded by Tims Ford Lake and less than 5 minute drive to 3 boat docks and launches. Close to restaurants, shopping venues, hiking trails, water falls and golfing. Pool table, cornhole set, board games & cards in cabin. Visit historic Franklin County and surrounding areas.

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.

Horse Mountain Hide-A-Way

We book up fast....come see us in 2025 With easy access to lots of local destinations, Horse Mountain Hide-A-Way is a great place to stay without spending a fortune. Whiskey Trailing? Close to Nearest Green Distillery (George Dickel and Jack Daniels too). *Early check in is available but requires at least 24 hour notice and is not guaranteed until we confirm with you. If less than 24 hours, a $25 charge is required *2 dogs are allowed but require a fee and must be added during booking.

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.

Come Stay & Play at the farm

10% discount for stays 3+ days, no cleaning fees, no pet deposit. Escape to the peaceful hills of Little Tail Farms! This pet-friendly, one-bedroom apartment sits above a detached garage and offers sweeping views of our barnyards—home to goats, sheep, alpacas, mini horses, and livestock guardian dogs. Wander the pastures, enjoy animal interactions (treats fed outside the fence, please!), and experience a cozy stay rooted in nature, charm, and a touch of farm magic.

Cozy Cabin close to Tims Ford Lake & Jack Daniels

A cozy cabin awaits you located close to Tim's Ford Lake-1/2 mile from Holiday Landing Marina & Blue Gill Restaurant. Lynchburg, home to popular Jack Daniel's Distillery-only 12 miles away; Nashville-90 mins. Made from handcrafted red cedar, you will be met with a woodsy aroma when entering. Special touches can be found throughout including Jacuzzi tub! Truly a unique wooded cottage, equipped to ensure a relaxing getaway. Pet friendly with an additional pet fee.

Moonshine Runners Cabin

Built originally in the 1870's, the restored Moonshine Runners Cabin sits tucked right near downtown Tracy City with easy access to Fiery Gizzard, Dutch Maid Bakery, and the Grundy County Historical Society. The rustic cabin is surrounded by shady trees and native bushes with a waterfall and pond under construction! 50 yards away is the mountain goat trail. Access for biking and walking. Two bikes are available for use

Mulberry Cottage Guest House

Mulberry Cottage Guest House was built in the late 1800's. It is nestled under shade trees and surrounded by hydrangeas in the front. The cottage is located behind the library at the only traffic light in historic Lynchburg, home of the oldest registered distillery in the United States and the cottage is within walking distance, so what are you waiting for? Come visit the Jack Daniel Distillery and enjoy our home.