Holiday rentals with a patio in Winchester

Twin Oaks tiny house at The Retreat at Waters Edge

Nestled among the oak trees on Monteagle mountain with amazing views of the Fiery Gizzard reservoir, Twin Oaks tiny house is the perfect getaway! Explore the outdoors on hiking trails that lead to waterfalls, see concerts and enjoy eateries, and it's all so easy to get to! Lots of glass that brings the outdoors in if you just want to relax. Each season brings its own unique perspective. Twin Oaks is truly a one-of-a-kind experience. Stay one night or stay a month, you'll love your time here!

Secluded Luxe Tent | Stargaze from Your Hot Tub

Soak in sweeping mountain and valley views from your private hot tub at this remote, luxury safari tent. Unwind on a plush king bed, sip wine beside the glowing fire feature, and bask in unforgettable sunrises and sunsets. Surrounded by nature, peace, and starry skies, this hidden gem is the perfect escape. Just minutes from waterfalls and hiking, it’s glamping at its most magical—serene, stylish, and tucked far away from it all. Reconnect with what matters: nature, stillness, and yourself.

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.

Sweet Dee's Tiny Home

FEATURES A HOT TUB! Relax in style at Sweet Dee's (formerly listed as The Alexander), a luxury tiny home in the Retreat at Deer Lick Falls. Serene, tranquil, rustic, wooded setting with relaxation stations throughout the community. The Retreat at Deer Lick Falls is a gated luxury tiny home community in southeast Tennessee. The community is only 15 minutes from the University of the South in Sewanee. Guests of the Retreat also have access to Retreat at Waters Edge and it's lake.

Cozy Cabin

Early check in available on Fridays...just ask! This cabin for 2 is located on 2+ acres of forest in the mountains. Endless hiking trails in the area... Grundy Lakes just down the hill... This 250 sf tiny home has a kitchenette ( sink, microwave and mini fridge) a dining table and dble bed, in one large room. The bathroom includes a shower, toilet. Includes wifi access and a patio. (check-in/ out times are in CST) The Caverns are close by! NO service animals. sorry.

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.

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.

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.

Luxury retreat in the heart of Monteagle!

Retreat At Pinewood, a luxury inspired escape just minutes from main street in Monteagle, TN. This home boasts luxurious furnishings, cabin accents, and sits on over an acre of beautiful pines. Cozy up to the fireplace for a movie, or head to the kitchen to prepare a meal in the spacious kitchen. You’ll find that this home offers the perfect balance of tranquility and entertainment.