Holiday rentals in Bridgeport

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Top-rated holiday rentals in Bridgeport

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Guest favourite

Treehouse in Trenton

4.97 out of 5 average rating, 286 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 favourite

Home in South Pittsburg

4.89 out of 5 average rating, 458 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

Home in Trenton

5 out of 5 average rating, 107 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 favourite

Tiny home in Coalmont

4.98 out of 5 average rating, 101 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 favourite

Yurt in Rising Fawn

4.97 out of 5 average rating, 777 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 favourite

Cabin in Wildwood

5 out of 5 average rating, 279 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.

Top guest favourite

Cabin in Pisgah

4.99 out of 5 average rating, 110 reviews

Cozy Custom Cabin- near hiking & state parks

Escape to a cozy log cabin! Hike, bike, fish, kayak, & explore nature. Near 5 state parks, lakes, & venues. Relax and unwind in a custom-built, log cabin with all the comforts of home and more. Located 20 mins from Scottsboro, 25 mins to Guntersville Lake, and 28 mins to Mentone and Desoto State Park. In town for a wedding or event? We are 5 minutes from three venues: Gorham’s Bluff, Moonlight over Water, and Meek’s Grain & Gin. Comfort & privacy await!

Superhost

Home in Pisgah

4.84 out of 5 average rating, 147 reviews

Tranquility at Gorhams Bluff

Charming bluff house in quiet town with nice view of the Tennessee Valley. Gorham's Bluff is a small community with a lodge, meeting house, small library, amphitheater, duck pond and scenic overlook. A relaxing get away for rest and relaxation or working remotely without interruption. BE AWARE THERE IS CONSTRUCTION GOING ON NEXT DOOR AS A HOUSE IS BEING BUILT. THIS SHOULD BE ENDING SOON , PERHAPS BY MID APRIL 2025. SORRY FOR THE INCONVENIENCE.

Top guest favourite

Home in Bryant

4.94 out of 5 average rating, 109 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 favourite

Cabin in St. Elmo

4.97 out of 5 average rating, 696 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.

Top guest favourite

Guest suite in Chattanooga

4.96 out of 5 average rating, 420 reviews

ℒ𝒶 ℬℍ𝓇𝒾-𝒵ℯ𝓃: Private King Bed Suite | Kitchenette

Welcome to La Bori-Zen Suite Mid-Term Rental! This private KING BED suite is attached to our home that is tucked back in the woods just off of the main road of East Brainerd, 5 minutes away from Hamilton Place shopping/dining, Erlanger East Hospital and other surrounding medical offices, a straight 5 minute shot to Hwy 75 with Chattanooga Airport only 15 minutes away!

Guest favourite

Home in Rising Fawn

4.98 out of 5 average rating, 426 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.