Holiday houses in Bridgeport

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.

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.

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.

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!

Farm Camp

The property is conveniently located 1.3 miles off of US Hwy72. It sits on one of my cattle farms, just outside of down town Stevenson. It’s perfect if you are in the area to hunt or fish, to work, or just to enjoy the area. There is ample room to park a boat and a plug in for charging. I have some dog kennels that a hunting dog could stay in. But no animals in the house. We have fiber optic internet. If you need to lay over horses or cattle that could be discussed on an individual basis.

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.

River Ridge 2

You won’t forget your time in this romantic, memorable place. Situated in the valley with gorgeous rolling hills and beautiful mountain view. This place is one you will never forget. All the amenities listed plus a relaxing pavilion to visit to just relax, play ping pong, grill out or fire pit for special evenings. When you stay at River Ridge, it all belongs to you for the duration of your stay. You’re minutes from the top hiking trailheads in the Nation! And so much more!!

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.

Cozy Getaway with a View!

Property includes 3 bedrooms, bathroom with tub/shower combo, living room with TV, office/desk space, dining area that seats 6, kitchen, and laundry room. The back porch has a patio set that seats 6, making it easy to enjoy the beautiful view! The patio also includes a grill. The back patio/yard also has a hot tub as well as a firepit that is perfect for those relaxing, romantic evenings! The city lights in the valley are mesmerizing at night!

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

Nickajack Overlook

Please note - this rental is not on the lake and does not have lake access, it just overlooks it from across the road. There are three boat launch access areas that are 6 minutes from the property. This cottage overlooks Nickajack lake and is a perfect place to relax! Located outside of Chattanooga, just one mile off exit 161 on I-24. This location has 2 king beds, and a small bunk room (with RV size mattresses)

Scandinavian Treetop Bliss @ Terralodge

Soar into our Scandinavian treehouse on Monteagle’s "bio-gem"! Luxuriate in king beds, a hot tub, and smokeless firepit. Swim or fish in the shared pond, hike to our cave, or play lawn games. With fiber WiFi, 4K TV, and full kitchen, it’s perfect for work or play. Near Monteagle (7 min), Sewanee (15), The Caverns (25), plus epic hikes and lakes. Chattanooga (45 min), Nashville (90). Book this luxe treetop escape!