Vacation rentals in Bridgeport

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Top-rated vacation rentals in Bridgeport

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

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Top guest favorite
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
4.99 out of 5 average rating, 202 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 favorite
Home in South Pittsburg
4.91 out of 5 average rating, 68 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.

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
4.98 out of 5 average rating, 329 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.

Guest favorite
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
4.89 out of 5 average rating, 45 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 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
4.96 out of 5 average rating, 55 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
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, 155 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 favorite
Home in Bryant
5.0 out of 5 average rating, 27 reviews

Grandpa’s Farmhouse at Price Pond

Rooted in Faith , Restored with Love. Relax and unwind in this country farmhouse surrounded with maples , dogwoods , chestnuts and many more among the picturesque setting. Gather with your family in the spacious family room and kitchen. We have a large game room for families to enjoy. Have quiet time in our library filled with lots of vintage and new books. If you want to enjoy the outdoors we have a pond for fishing. Visit our farmhouse where family roots run deep and hearts find rest.

Top guest favorite
A spiral staircase leads to the upper level of a rustic cabin living space. A stone fireplace with a large clock is centrally positioned. Rich wood beams and paneling complement the cozy seating area, which includes a sofa, enhancing the warm atmosphere.
Cabin in Bridgeport
5.0 out of 5 average rating, 35 reviews

Unique mountaintop farm cabin w/outdoor pavilion

This unique, 3 story, secluded cabin is located on a mountaintop farm w/hiking trails. Perfect for adults who want to hike; hunt/fish; experience farm living; or just enjoy a quiet get-away. High speed WiFi and an outdoor pavilion & fireplace. Free early check-in and late check-out when available. Although remote, it's 15 minutes to Walmart & restaurants & 45 minutes to Chattanooga. Because introducing strange animals is unpredictable, we ask that you respect the no pet policy.

Top guest favorite
An A-frame cabin is nestled among tall trees, showcasing a modern design with large glass windows. A wooden deck surrounds the entrance, featuring a seating area with chairs and a fire pit. The outdoor area is partially landscaped with natural ground cover.
Cabin in Monteagle
4.97 out of 5 average rating, 178 reviews

Modern Monteagle A-frame with Hot Tub

Welcome to Camp Mae, a Scandinavian inspired A-Frame stay in Monteagle, TN. Minimalist designed yet elegant, offering the perfect escape- minutes from the Fiery Gizzard hiking trail and Monteagle. Relax in the hot tub or gather around the fire pit. For eco-conscious travelers, we provide an electric car charger. Experience seclusion of the mountains while only minutes from world class hiking, local restaurants and shops. This retreat harmonizes luxury with nature in a serene setting.

Guest favorite
The entrance of the cottage is highlighted by a welcoming porch featuring wooden railings and flower pots. A small garden area is visible, adding greenery. Above the door, decorative signs impart character to the blue exterior.
Cottage in Bridgeport
4.8 out of 5 average rating, 25 reviews

Our pondarosa

Beautiful Cottage house situated in a quiet and safe place surrounded by trees, across a cow’s pasture, close to rivers, lakes, creeks for fishing and boating, wildlife hunting, 15 mins to Jasper Highlands, ghost hunting at South Pittsburg Old Hosp, Lodge Factory Store, 40 mins to Chattanooga, 30 mins to Scottsboro, 10 mins to Russell Cave Natl museum, Railroad Depot museum, a beautiful place for work and leisure, where your comfort is our pleasure!

Top guest favorite
Home in South Pittsburg
4.98 out of 5 average rating, 85 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

Guest favorite
Cabin in Jasper
4.84 out of 5 average rating, 76 reviews

Chic 2BR Cabin D by MHM Luxury Properties

Wake up to the natural beauty of Jasper at this inviting cottage near Chattanooga. Stunning mountain and river views, modern amenities, and a peaceful atmosphere set the stage for a memorable stay. - 1-minute walk to Top of the Rock Brewery & Wedding Venue - 7-minute drive to Sweetens Cove - Just 30 minutes to Downtown Chattanooga Discover Jasper’s charm and settle into an escape worth remembering.

Popular amenities for Bridgeport vacation rentals