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, 290 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.

Guest favorite

Two Adirondack chairs are positioned on a grassy area, facing a scenic sunset over a valley. A small table is placed between them, with a glass resting on it. Trees provide a natural framing of the picturesque view.

Cottage in Pisgah

4.94 out of 5 average rating, 140 reviews

Silver Oaks

Silver Oaks is a perfect spot to share a weekend getaway for two or gather a friend group of four. Overlooking the Tennessee River, you can take a nap on the hammock, play lawn games in the open backyard or relax on the porch while enjoying dinner and a glass of vino. Enjoy an incredible view overlooking the bluff and don't forget your swim trunks if you want to take a dip in the pool. This quiet property allows you to unwind, refresh and slow down a notch from the fast paced work week routine.

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, 466 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.

Guest favorite

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

4.91 out of 5 average rating, 22 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.

Top guest favorite

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, 37 reviews

Elm off Main, new apartment!

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 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, 132 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!

Top guest favorite

A yurt stands on a spacious deck, surrounded by trees and breathtaking mountain views. The structure features a rounded top with a domed skylight, and the clear sky enhances the natural scenery in the background.

Yurt in Rising Fawn

4.97 out of 5 average rating, 790 reviews

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.

Top guest favorite

The rustic cabin features a wooden exterior with a traditional gable roof, surrounded by trees. A welcoming porch is equipped with two chairs, and the cabin entrance is highlighted by a vintage door. Natural stone steps lead up to the porch area.

Cabin in Wildwood

5 out of 5 average rating, 292 reviews

Tadpole Cabin at Creek Road Farm

Nestled atop a hill on 60 pastoral acres in Wildwood, Georgia, this charmingly rustic one room cabin makes for an ideal family basecamp for local activities or a romantic couples getaway. The cabin is newly constructed from 150 year old barn timbers and surrounded by shady forests and open pastures. The rest of the world may feel far away, yet Tadpole is only minutes from downtown Chattanooga, Cloudland Canyon State Park and most other area attractions. A true hidden gem.

Guest favorite

A quaint cabin is set against a lush backdrop of trees, featuring a welcoming front porch with steps leading up. Colorful flowers bloom in the foreground, adding vibrancy to the scene. The surrounding area is peaceful, with ample natural space visible.

Cabin in Tracy City

4.91 out of 5 average rating, 117 reviews

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.

Top guest favorite

A rustic cabin with a green metal roof, surrounded by vibrant autumn foliage, is set against a backdrop of rolling hills. A stone chimney adds character, while a gravel driveway leads to the entrance, framed by neatly trimmed shrubs and colorful fallen leaves.

Cabin in South Pittsburg

4.98 out of 5 average rating, 55 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

Top 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, 209 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

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 St. Elmo

4.97 out of 5 average rating, 717 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.