Vacation rentals in South Pittsburg

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Top-rated vacation rentals in South Pittsburg

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Top guest favorite

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

4.97 out of 5 average rating, 288 reviews

Whippoorwill Retreat Treehouse

“Come, Relax, & Write Your Own Story” Whippoorwill Retreat is a romantic, family-friendly treehouse tucked in the treetops just 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 retreat to the Canopy Suite, where a view of the stars awaits. Write your fairytale at Whippoorwill Retreat.

Top guest favorite

A cozy sleeping area is shown with a spacious bed covered by a textured blanket. The elevated tent features open mesh windows, offering unobstructed views of the landscape beyond, with natural light illuminating the wooden walls and nearby bedside lamp.

Tent in Altamont

5 out of 5 average rating, 135 reviews

Luxury Safari Tent with Hot Tub & Sunset Views

Perched above a quiet valley, this beautifully crafted safari tent offers a private, serene escape with sweeping mountain views. Soak in your hot tub beneath the stars, unwind on a plush king bed, and gather around the cozy fire feature as the sun slips below the hills. Guests rave about the peaceful setting, radiant sunrises and sunsets, and nearby waterfalls and hiking trails. Remote, refined, and surrounded by nature — this is glamping, reimagined. Slow down, unplug, and savor the stillness.

Guest favorite

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, 462 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. New Hot Tub and all new Tuft & Needle mattresses for 2022! Basic amenities provided. Includes Wi-Fi and DVD player.

Superhost

The exterior of the loft is showcased, featuring a stone base and a spacious deck surrounded by lush greenery. A hot tub and outdoor seating area are visible, with stairs leading up to the entrance. The entrance is situated above a two-car garage.

Loft in South Pittsburg

4.82 out of 5 average rating, 44 reviews

The Loft - Lounge with Grill and Hot Tub!

Welcome to the Loft! This standalone penthouse features a terrazzo-finished outdoor lounge, on-demand gas firepit with live succulent accents and high end, luxurious Hot Tub! This second story loft offers an open floor plan with living room surrounded by fully equipped kitchen, laundry closet, and spacious master suite, entertaining up to 5 guests! - Only 10 minutes from Sweetens Cove Golf Club - For the loft only. In proximity, the main house sleeps 8 and is available in our other listing!

Top guest favorite

The exterior of a modern A-frame home features a sleek black façade and a pointed roof. A welcoming front porch is adorned with a planter, while the driveway provides ample parking space. Scenic mountains are visible in the background under a clear blue sky.

Home in Trenton

5 out of 5 average rating, 119 reviews

Mountain's Edge

The Appalachian A-Frame, built in 2024, is right where you want to be! A cozy, stylish home overlooking the gorgeous views of the valley. While being just far enough away to enjoy the benefits of a quiet mountainous getaway, you're also 25 minutes from downtown Chattanooga, TN, where there is an abundance of amazing activities to partake in! It features a comfortable living space, stunning view with a double decker porch, hot tub, fire pit, and plenty of peace and quiet to relax and enjoy!

Guest favorite

The tiny home sits nestled by the waterfront, surrounded by trees. A large deck features two lounge chairs and a hot tub, with string lights illuminating the area. A fire pit and seating are positioned near the water, enhancing the serene outdoor environment.

Tiny home in Coalmont

4.98 out of 5 average rating, 109 reviews

The Coalmont Cove - Romantic Lakefront Escape

The Coalmont is a 4 acre waterfront retreat on top of the South Cumberland Mountains of Tennessee, between Nashville and Chattanooga. The Coalmont Cove is a tiny home that sits in the cove of a private lake. The definition of relaxation with adventure only minutes away, you'll find elevated decor, an inviting outdoor space, and beautiful scenery. The perfect retreat if you’re looking for a romantic getaway or a quiet place to disconnect or work remotely (1 GB fiber optic internet).

Guest favorite

The exterior of a modern cabin is showcased at sunset, featuring a metal roof and large windows. The structure is surrounded by greenery and dramatic rock formations, with warm lights illuminating the porch area, creating a welcoming ambiance facing the Tennessee River and mountain views.

Home in Chattanooga

4.98 out of 5 average rating, 199 reviews

Our Catty Shack

Oliver and Lacey (the cats) would love to welcome you to Our Catty Shack! ***NOTE: Our Catty Shack comes WITH 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.

Top guest favorite

The image displays a two-story house with a wrap-around porch, featuring multiple seating areas. A small stone pathway leads to the entrance, framed by a landscaped yard with ornamental planters. Lush greenery and a large tree complement the exterior's inviting appearance.

Home in Bryant

4.95 out of 5 average rating, 110 reviews

Large Historical Alpine House near Chattanooga

Built and titled in 1889, the Alpine House has southern charm and hospitality in spades. For the past 6 years, the Alpine House has seen hundreds of families and couples enjoy her warm beds, beautiful sunsets, and homelike atmosphere. This property has been lovingly cared for by its owner and all those who have made memories here. Please come stay with us and add to the collection of great memories this house holds!

Guest favorite

A spacious living area features a warm wooden ceiling and a stone fireplace. Seating includes a large leather sofa and an armchair, with a coffee table in the center. A flat-screen television is mounted on the wall, while large windows allow for natural light and views.

Cabin in Bryant

4.95 out of 5 average rating, 126 reviews

Mountain High Cabin with hot tub, fire pit, & indo

Mountain High Cabin is located in Paradise Pointe, a gated mountain retreat at the tri-state corner of AL/TN/GA. Hike the trail to stand in three states at once! Enjoy access to the huge indoor pool house with a communal hot tub, two indoor slides, an outdoor deck, seating, and more. All 19 rentals share these amenities. Plus, enjoy two small basketball courts, sand volleyball, horseshoes, and more for endless fun!

Top guest favorite

A cozy corner showcases a round wooden table with two black chairs. A small sculpture sits center stage, and a microwave is mounted above a mini-refrigerator. Natural wood paneling lines the walls, and a large window offers a view of the surrounding greenery, enriched by flowing curtains.

Cabin in Chattanooga

4.97 out of 5 average rating, 705 reviews

Glenn Falls Tiny Cabin

Get the best of both worlds! Drive 4 miles to downtown Chattanooga to enjoy some of the best restaurants, art and music in the south, and then retreat to our one-room, tiny cabin on a private two acre wooded lot on the side of Lookout Mountain. Walk out the front door and onto Glenn Falls trail and explore the year-round majesty of Lookout Mountain. 10 minutes from Rock City and Ruby Falls.

Guest favorite

The spacious rooftop deck provides a scenic view of a sunset over rolling hills, framed by trees. A spiral staircase leads to the deck, which is made from wood and offers ample space for relaxation.

Home in Rising Fawn

4.98 out of 5 average rating, 436 reviews

The Cloud 9 Rooftop Deck at On The Rocks Tiny Home

Welcome to Cloud 9 at On The Rocks, a unique repurposed cargo container getaway atop Lookout Mountain, Georgia. The Cloud 9 Rooftop Deck is a true place to relax and meditate, therefore there is no access television. There are 2 shared fire pits located at each end of the property. Firewood is provided along with ingredients to make s'mores.

Top guest favorite

A single-story house is depicted, featuring a welcoming front porch with a ramp for accessibility. Lush greenery surrounds the home, with flowering shrubs adding color. Large windows are framed by burgundy shutters, and the backdrop reveals rolling hills under a clear blue sky.

Cottage in Whitwell

5 out of 5 average rating, 223 reviews

Granny's Guest House

Granny's Guest House is in the scenic Sequatchie Valley on 28 acres bordering the river. It's small to medium pet friendly (max - 2). If you are bringing a pet, please read and agree to the pet guidelines in the expanded listing description. Granny's Guest House Is a welcoming home with 2 bedrooms, 2 full baths.