Holiday rentals in Bridgeport

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Top-rated holiday rentals in Bridgeport

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

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Top guest favourite
A vast and open landscape is captured at sunset, showcasing rolling hills and a river winding below. A wooden fence lines the edge of the property, providing a clear view of dramatic clouds illuminated by the setting sun. Lush greenery frames the scene.
Cabin in Flat Rock
5 out of 5 average rating, 131 reviews

Cabin LeNora

Make memories at our little piece of heaven; a quiet, secluded cabin nestled on a bluff overlooking the Tennessee River. Cabin LeNora is conveniently located 60 minutes from Huntsville, AL and 45 minutes from Chattanooga, TN. If you’re a hunter, fisherman, or a wildlife lover or just want a quiet getaway to relax, come experience the peaceful bliss! The cabin is fully stocked and has top rated massage chair that is availableto use & has a generator for back-up power in case of inclement weather

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, 474 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.

Top guest favourite
A serene view of lush green pastures is captured under a bright blue sky, with distant mountains creating a scenic backdrop. A historic farmhouse is seen to the left, surrounded by trees, providing a glimpse of the peaceful country setting.
Home in Chickamauga
4.99 out of 5 average rating, 556 reviews

Mountainfarms' Farmhouse -pet friendly, near Chatt

Come enjoy country life in our Civil War era, newly renovated farmhouse. Located on 19 acres in a beautiful setting at the foot of Lookout Mt. There are 2 springs to dip your feet in, woods to hike in, a rocking chair front porch & a large entertaining back porch with great views of the mountains, woods, old outbuildings & beautiful pastures. Inside, modern amenities along with several original architectural elements. Restaurants, many attractions, outdoor activities & Chatt within 30 min.

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
4.97 out of 5 average rating, 302 reviews

Whippoorwill Retreat Treehouse

“Come, 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
A unique zome structure sits amidst a snowy landscape, featuring large faceted windows that allow warm light to spill out. Stairs lead up to the entrance, surrounded by snow-dusted trees. Firewood is neatly stacked along the side, and outdoor seating is arranged nearby.
Dome in Rising Fawn
4.98 out of 5 average rating, 112 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.

Top guest favourite
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, 175 reviews

Mountain's Edge

Mountain's Edge by AAF, 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 favourite
A quaint off-grid cabin is surrounded by trees, featuring an inviting porch with string lights and a wooden deck. A dining table is positioned beside a covered outdoor kitchen, complete with essential amenities. Two chairs are placed near the entrance, setting a comfortable atmosphere.
Cabin in Sequatchie
4.93 out of 5 average rating, 100 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.

Top guest favourite
A cozy room features a wooden bed with a decorative quilt, flanked by bedside lamps. A chair and desk are available for workspace, while a full-length mirror reflects the light from the ceiling fan, enhancing the room's inviting atmosphere. Neutral colors adorn the walls.
Home in Ringgold
4.97 out of 5 average rating, 820 reviews

Cozy Room near I-75 (Private entrance with Bath)

Cozy room in a family home with private entrance and bathroom attached. Our location facilitates the lodging for people traveling between the northeast and southeast. The house has easy access, just 1 min to high way ( I-75 ) on last exit 353 between Georgia and Tennessee line. Is located just 15 min from downtown Chattanooga, Hamilton mall (8 min), Chattanooga Airport (11 min) and many touristic places. We are a family of 4 including 2 medium dogs. We are pet friendly!

Top guest favourite
An inviting living area features wooden flooring and a ceiling with natural wood panels. A comfortable sofa is positioned opposite a vintage cabinet and a TV. Natural light filters through the windows, illuminating the space adorned with artwork and a small table with flowers.
Guest house in Rising Fawn
4.98 out of 5 average rating, 209 reviews

Hemlock hideaway

Relax with the whole family at this peaceful place to stay. Country setting, 40 minutes to Chattanooga Tennessee, 10 minutes to Trenton Georgia, 20 minutes to Lafayette Georgia. Three miles to Cloudland Canyon State Park. Thirty seven minutes to Tennessee aquarium. Convenient to Canyon Grill, Cafe 136, Lookout Mountain Pizza 2 miles ( open Thursday through Saturday). Hiking, hand gliding, caving plus other available activities.

Top guest favourite
The exterior of the cottage is showcased, highlighting a stone column entrance and a porch area. A wooden fence and a sign indicating parking are visible, surrounded by greenery. Flower pots are placed near the entrance, contributing to the inviting setting.
Cottage in Trenton
4.99 out of 5 average rating, 216 reviews

Mountain View Cottage

Five (5) Star Cottage without a 5-star price! Quoted review: "Clean, spacious, comfortable, and well-appointed". "The best Air BnB we've stayed at". Great one-bedroom cottage, with a short drive to Cloudland Canyon and Rock City. Ruby Falls is a short 20-minute drive away, featuring a 40-foot climbing tower with five routes of varying difficulty and 700 feet of rushing zip lines offering amazing views of the Tennessee Valley.

Guest favourite
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
4.97 out of 5 average rating, 254 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 favourite
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, 751 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.

Popular amenities for Bridgeport holiday rentals

  1. Airbnb
  2. United States
  3. Alabama
  4. Jackson County
  5. Bridgeport