Holiday houses in South Pittsburg

Rainbows End River Lodge

Located just 25 minutes from Chattanooga, this recently renovated 4-bedroom, 2 bath delight sits on 12 acres overlooking the Tennessee River and surrounding mountains. Enjoy eating or lounging on the large deck or you're just a short drive from small town cafes and fine dining. The public boat launch is a short 5-minute drive or fish from the bank just steps from the front door. Other nearby attractions include lakes, shopping, antiquing, state parks, historical attractions, and so much more.

Whippoorwill Retreat Treehouse

“Escape, Relax, & Write Your Own Story” **NO SERVICE FEES** Whippoorwill Retreat is a romantic, family-friendly real treehouse in the treetops 20 minutes from Chattanooga. This peaceful escape offers floor-to-ceiling views, a sunrise perch, outdoor fireplace, fire pit for lazy nights, and outdoor soaking tubs with Whippoorwill-scented salts, Alexa for music, and a chandelier. Sleep in a suspended bed or the Canopy Suite, a view of the stars awaits. Write your fairytale at Whippoorwill Retreat.

Window Rock | Jackson Point · Modern Bluff Retreat

A design-led retreat on 7 private acres above the valley. Two bedrooms, 2.5 baths, panoramic views. Near Sewanee on Tennessee's Cumberland Plateau — close to MICHELIN-recognized dining, world-class hiking, and some of the darkest skies in the Southeast. Soak in the cedar tub. Put a record on the vinyl station. Sit on the deck at sunset and forget to check your phone. See more images and videos on our socials: @windowrockmodern and don't forget to check out our sister property, The A-Frame.

Waterfront•Hot Tub•Arcade•Sweetens Cove Lodge

Located 2 min from Sweetens Cove Golf Club, this luxurious property is the perfect golfer’s getaway & nature retreat all in one. Unwind in the private hot tub or gather around the outdoor fireplace on the spacious patio. Nestled along a large scenic creek, guests have direct access to water activities making it an ideal nature getaway for outdoorsmen/families to escape city life. With high-end amenities and a tranquil setting, this property offers the perfect blend of relaxation & adventure.

The Estate - Luxury with Pool Table & Game Room

Welcome to the Estate, a fully renovated mid-century 3-bedroom ranch home amongst the trees on peaceful South Pittsburg Mountain. Enjoy a relaxing atmosphere with mountain views, 5-star chef's kitchen, pool, gaming, and more in this luxury home. This is for the Main House only. In proximity, the separate "loft" sleeps 6 and is available in our other listing! ⬥ Only 10 minutes from Sweetens Cove Golf Club ⬥ 30 miles to downtown Chattanooga ⬥ 25 miles to Sewanee, The University of the South

The Laurel Zome - Wood Fired Japanese Hot Tub

Acres of nature surround and insulate your moment of rest here at the Laurel Zome. With intriguing geometry drawn directly from the architecture of mountain laurel blossoms, pangolin scales, and pinecones—the simplicity and focus of the zome allows a lofty experience. Wake to natural light spilling in from expansive faceted windows and skylights. Enjoy the ritual of stoking a fire to prime your body to slip into downy sheets for sleep, or into to the waters of your Koto Elements spa tub.

Fireside Cabin on the Bluff

Welcome to your private off-grid cabin on a picturesque bluff in Sequatchie, TN. If you’re looking for solitude, stunning views, and a rustic but comfortable escape, this is the spot. The cabin offers a simple “glamping” experience—cozy, peaceful, and close to nature. It’s best suited for guests comfortable with outdoor-style stays who don’t need hotel-level amenities like a TV or indoor shower. If you prefer a more modern setup, please explore our other listings on the property.

Maple Yurt Lookout Mountain Chattanooga Glamping

Take advantage of all the activities Lookout Mountain has to offer, from breathtaking hikes and scenic drives to a variety of local attractions. From the Rock City Gardens to the Incline Railway, you’ll find plenty of ways to explore and enjoy the natural beauty of the area. With our yurts, you can relax in comfort and style with all the comforts of home. Enjoy a romantic dinner on the deck overlooking the breathtaking view or just relax and make the most of your time together.

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. Hot tub and Tuft & Needle mattresses. Basic amenities provided. Includes Wi-Fi and DVD player.

Secluded A-Frame Cabin w/ Sunset Mountain Views

Welcome to Heeler’s Ridge, a cozy A-frame perched along the ridgeline. Surrounded by hardwoods and valley views, it’s made for slow mornings and starry nights. Enjoy warm wood interiors, vaulted ceilings, and sun-lit glass walls that bring the treetops inside. Sip coffee on the deck, watch sunrise from bed, and unwind with books or board games. The open loft layout and thoughtful touches make it ideal for couples, solo retreats, and creative escapes.

Cast Iron Cabin - Secluded Mountain View & Hot Tub

Cast Iron Cabin is a very private, adults-only (18 and over) rental cabin located on South Pittsburg Mountain. Primarily focused on couples & golf trips and a vacation rental when our family is not using it. Situated on 10 acres of heavily wooded land and offers fantastic views of the Tennessee River from the hot tub! You are only: 10 Mins to Lodge Museum of Cast Iron 15 Mins to Colonial Chemical 20 Mins to Sewanee 35 Mins to Chattanooga

Our Catty Shack

Oliver and Lacey (the cats) would love to welcome you to Our Catty Shack! ***NOTE: Our Catty Shack comes WITH indoor/outdoor CATS*** This spiritual retreat is nestled between imposing ridgelines, abuts a state forest, and faces the powerful Tennessee river. Enjoy dramatic sun and moon rises. Luxuriate in the hot tub. Feast your eyes on the views. Only 15 minutes to downtown Chattanooga - with the peace of the country - have it all here.