Vacation rentals in Bridgeport

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Top-rated vacation rentals in Bridgeport

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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
5 out of 5 average rating, 105 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

Top guest favorite
A cozy sleeping area features a queen-size bed with a blue and gray striped blanket. A wooden desk and chair are positioned nearby. Soft lighting from string lights enhances the inviting atmosphere, while wood accents and corrugated metal panels create a rustic charm.
Place to stay in Rising Fawn
4.99 out of 5 average rating, 153 reviews

Cloudland Canyon Cozy Private Hideaway

Meet Little Nelly! A cozy mountain escape for 2 guests max. This tiny charmer (under 200 sq ft) sits atop Lookout Mountain with quick access to hiking, biking, waterfalls, caves, fishing & even hang gliding! Cloudland Canyon is 5 min away—a breathtaking park with stunning trails. Chattanooga & Ruby Falls (30 min) and McLemore Resort (15 min) offer great bites, drinks & epic mountain views. Includes a mini fridge (no freezer), microwave, and coffee, cream & sugar. Little Nelly’s got you covered!

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, 144 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!

Superhost
Cabin in Bryant
4.89 out of 5 average rating, 127 reviews

Elk Ridge Cabin – Private Hot Tub & Stunning Views

Perched atop a scenic bluff in Bryant, AL, Grant Summit Cabins offers nine charming cabins overlooking Nickajack Lake. Each cabin features panoramic mountain and water views. With a variety of layouts and sleeping capacities, there’s something perfect for romantic getaways, family vacations, or group retreats. Whether you're sipping coffee on the porch or exploring the nearby hiking trails, relaxation comes easily here. Grant Summit Cabins blends comfort & nature for an unforgettable stay.

Top guest favorite
The cottage exterior features wooden siding and large windows that invite natural light. A cozy porch is visible, complemented by a wooden railing and a seating area. Surrounding greenery offers a serene backdrop to the secluded setting.
Cottage in Trenton
4.99 out of 5 average rating, 141 reviews

Huckleberry's "Cottage on the Pond"

Huckleberry's Cottage, 2 bedrooms, 2 baths located in a secluded gated setting overlooking our pond. Our cottage guests enjoy sitting on the porch overlooking the beautiful pond, taking a leisurely 1/2 mile walk around our pond or sit on the dock fishing, or just listening to the fountain sounds like a waterfall. We invite you to join us at the pond for some bass and bream fishing, please bring fishing gear and enjoy catch and release fishing at your leisure. Angela and James Superhost

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, 801 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
A fire pit is surrounded by five blue chairs, set against a backdrop of trees with autumn foliage. The cabin is visible in the distance, with warm light glowing from the windows, creating a cozy atmosphere in the serene outdoor setting.
Cabin in Trenton
4.94 out of 5 average rating, 284 reviews

Secluded Country Cabin between city and country

Our Secluded Country Cabin is located just off I-59 and only one exit from the I-24 split near Trenton, GA. We’re conveniently located only 15 minutes from downtown Chattanooga, Cloudland Canyon State Park and Lake Nickajack! You will enjoy the peaceful country atmosphere of this private oasis while surrounded by nature, fresh air, and beauty. You will love the convenience if you’re traveling through, and there’s lots to do if you plan to stay a while.

Top guest favorite
A modern cargo container home is perched on a hillside, featuring a spacious deck with wooden railings. Warm lights illuminate the windows, highlighting the structure's rustic charm against a twilight sky adorned with stars and a crescent moon.
Home in Rising Fawn
4.97 out of 5 average rating, 484 reviews

The Belvedere Box at On The Rocks Tiny Home Container

Welcome to The Belvedere Box at On The Rocks, a unique repurposed cargo container getaway atop Lookout Mountain, Georgia. The Belvedere, meaning beautiful view, is situated in the western brow and features amazing sunset views. The Belvedere Box is a true place to relax and meditate, therefore there is no access to television. There are 2 shared fire pits located at each end of the property. Firewood is provided along with ingredients to make s'mores.

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, 220 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, 111 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!

Top guest favorite
Cottage in Pisgah
4.96 out of 5 average rating, 192 reviews

Love Birds Cottage

This charming little cottage is located in the Gorham's Bluff community and has a bluff view overlooking the beautiful Tennessee river below. There are hiking and biking trails and a swimming pool with cabana and playground for children. This getaway is somewhat remote to shopping or other city amenities. Scottsboro is about 20 miles away.

Superhost
A stone path presents a natural route lined with vibrant flowers and greenery leading to a rustic wooden house. A red gate is visible beside the path, surrounded by lush grass and trees in the background, adding to the serene outdoor setting.
Cottage in Walker County
4.93 out of 5 average rating, 681 reviews

Big Living in the Little House

Trade traffic jams for 2 lane country. Only 10-20 min from downtown. But what we call “going to town” is driving to Flinstone for gas or church. Near Chattanooga, hiking, hang t gliding, 10-20 min to Cloudland Canyon, Rock City, Incline, Sunset Rock, Ruby Falls, TN Aquarium, with Lookout Mtn’s bluffs as backdrop.

Popular amenities for Bridgeport vacation rentals

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