Holiday houses in South Pittsburg

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Top-rated holiday rentals in South Pittsburg

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in South Pittsburg
4.91 out of 5 average rating, 67 reviews

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.

Guest favourite
A serene landscape showcases a spacious green field framed by rolling hills and forested areas. In the distance, a cozy A-frame cabin is visible, nestled against the backdrop of the mountains under a bright blue sky with scattered clouds.
Cabin in South Pittsburg
5 out of 5 average rating, 14 reviews

Hidden Gem hideaway, Mountain Views

Getaway from the city at our hidden gem overlooking the sun rises and sunsets of the East Tennessee mountains. Not long after arriving you will wonder why you didn’t know this place existed and be so glad you’re part of the few that do. Everyone has those cliche sayings, but the mountains and the views of this specific spot on the map really do have their way of stealing your breath away. Come for a visit, You be the judge. 1 hr from Nashville, 35 min from Chattanooga, & 35 from The Caverns

Top Guest favourite
The treehouse exterior is framed by vibrant autumn leaves, showcasing a wooden structure with large windows and ornate details. A wooden walkway leads to a charming entrance, warmly lit by ambient lights that create a welcoming atmosphere at dusk.
Treehouse in Trenton
4.98 out of 5 average rating, 326 reviews

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.

Top Guest favourite
Cabin in South Pittsburg
5 out of 5 average rating, 24 reviews

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.

Top Guest favourite
The property is set along a scenic creek, featuring a multi-level staircase leading down to the water's edge. Surrounding trees provide a natural backdrop, while a spacious outdoor area offers seating and recreational options. A well-maintained lawn is visible alongside the building.
Home in South Pittsburg
4.96 out of 5 average rating, 51 reviews

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.

Guest favourite
The living area is filled with natural light from multiple windows, featuring a combination of a plush sectional sofa and patterned accent chairs. A coffee table sits in the center, with a decorative plant positioned on it. Soft lighting enhances the inviting ambiance.
Home in South Pittsburg
4.88 out of 5 average rating, 43 reviews

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

Top Guest favourite
A bright living space features a queen bed with decorative pillows and a gray sofa. A kitchenette with modern appliances is visible, alongside a vibrant wall art piece. Natural light illuminates the polished concrete floor, creating an inviting and comfortable atmosphere.
Apartment in South Pittsburg
5 out of 5 average rating, 72 reviews

No cleaning fee- mid week special price!

Located in the heart of downtown South Pittsburg. It is perfect for travelers seeking a unique Southern experience. This charming space combines modern comforts with small-town charm, making it an ideal getaway for families, couples, or solo adventurers. Walkable to so many of South Pittsburghs faves: 100 Ft to Dixie Freeze 200 Ft to Chenchos Cocina 400 Ft to Spill Coffee House 400 Ft to Stevarinos Italian Eatery 7 min walk to Lodge Cast Iron museum/restaurant 8 min drive to Sweetens Cove

Top Guest favourite
The zome structure features a unique geometric design with large, faceted glass panels that reflect the surrounding greenery. Steps lead up to a wooden deck, with a wooden storage area for firewood visible near the entrance. Nature envelops the home, enhancing its secluded setting.
Dome in Rising Fawn
4.99 out of 5 average rating, 146 reviews

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.

Guest favourite
Cabin in Sequatchie
4.92 out of 5 average rating, 130 reviews

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.

Guest favourite
A rustic log cabin is set within a spacious green yard, surrounded by trees. A gravel path leads to the entrance, with stairs ascending to the front porch. Windows provide views of the natural landscape, reflecting a serene outdoor environment.
Home in South Pittsburg
4.89 out of 5 average rating, 492 reviews

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.

Guest favourite
Cabin in Sewanee
5 out of 5 average rating, 16 reviews

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.

Top Guest favourite
Home in South Pittsburg
4.99 out of 5 average rating, 81 reviews

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

Popular amenities for South Pittsburg holiday rentals