Vacation rentals in Gaylesville

The Sassafras Treehouse

The Sassafras Treehouse on Lookout Mountain is a brand new luxury treehouse with panoramic views and a spectacular sunrise. The treehouse features an a fully functional kitchen, (mini fridge, induction cooktop, and convection microwave) a traditional queen bed, a full bathroom, oversized soaking bathtub, outdoor shower, hot tub, firepit, bed swing, and several additional amenities listed below. This home is suited for 2 guests. This is a place to relax, unwind and unplug, therefore there is no television at this location. The Sassafras Treehouse is situated on 18 acres with many natural elements such as boulders, some of which were used in the construction and pathways of the treehouse, mountain laurel and sassafras on the grounds. Occasionally you may even spot deer. There are yurts nearby, not managed by us but we are happy to give you the info if you have additional people you are traveling with who want to stay nearby. The treehouse is constructed of many repurposed materials. The heart pine floors, lathing strips for ceiling construction, and reclaimed lumber used for ladder to the loft bedroom and chevron barn door was all from a furniture store that was over 100 years old. The beautiful dutch door was taken from an estate in Asheville, North Carolina. As you can see, a lot of love went into this one of a kind treehouse and we hope it brings our guests joy and peacefulness. Just like any other treehouse, this treehouse can slightly sway in high winds. This treehouse was built from a treehouse plan and has additional bracing. This rental is not suitable for pets or children under the age of 12. Minimum age to check-in is 21. The Sassafras Treehouse does not permit indoor smoking, parties, or events. 2 vehicles are permitted on the property and all guests staying overnight must be listed when booking. The treehouse is located 20 miles from downtown Chattanooga, 16 miles to Rock City, 3 miles to Cloudland Canyon, and is central to many other attractions. I am available by message and also live in the area if assistance is needed. **The outdoor shower will be winterized if temperatures drop below freezing.

Dogwood Creek- 3 BR 2 BA -Pool-Berry-Tennis-Rivers

Peaceful setting! 4.5 acres w/spring fed creek! 3/2 House recently renovated, 2 LR’s, 2 BAs! 1 king, 2 queen BR’s, 5’ kid bunk rm, 2 baths, dining/sun rm, island seating, coffee bar, fully equipped kitchen, pantry, charcoal grill, indoor & outdoor FP’s, fire pit, Smart Roku TV, WiFi, plenty of sheets, towels & pillows. Large laundry. Retreat! Close to Berry & Shorter Colleges, just minutes to Downtown, Rome Braves, Tennis Center in beautiful Rome Ga! All the comforts of home! In ground Pool-

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.

Spring Cottage

Welcome to Spring Cottage, a beautifully decorated cottage nestled in the charming downtown historic Cave Spring. This cozy cottage has a rocking chair front porch with an open concept design. This is a non-smoking, pet free environment. It is completely private with a front door code that will give you personal and secure access. The cottage is conveniently located within walking distance of unique shops, eateries, Rolater Park, cave exploration, historic buildings, Pinhoti trail and more.

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.

Howard Finster's Paradise Garden Suite 1

Paradise Garden Foundation operates, maintains & conserves this historic art site and pet friendly duplex home, offering FREE UNLIMITED ACCESS to Howard Finster's Paradise Garden. #1 shares a porch with #2. Paradise Garden is a non-profit & all guests make a contribution by staying with us. Our listings: www.airbnb.com/p/sleepinparadise (*Please note: the neighboring "Howard Finster Museum Suite" & "Vision House Museum" is independently owned & has no affiliation or access to the garden.)

Cozy Hearth Winter Cabin/Catfish pond

Spotlessly clean cabin gettaway. Completely disinfected environment with a non-smoking interior. Fishing, Campfire, outdoor bed swing, covered porches! Totally private! Please read all of our guest reviews! Here is what Caitlin had to say...Tremendous with heaven-like views! Photos don't do it justice - it took my breath away when I first saw it. Amazing private dock that is perfect for watching the sunset. Bring someone to share it, because the beauty is too good to experience alone!

LITTLE BEAR CABIN , Short walk to Canyon rim

A stone's throw away from Little River Canyon National Preserve, this peaceful place is as quiet as it gets. Quick access to hiking, climbing, kayaking, swimming and all around adventuring. Staying here makes it convenient to do all of the above or you can kick back, relax and do nothing at all. Don't forget to take a peek at the night sky, with almost no light pollution, the stars shine bright. (located 20 min from the middle of Fort Payne, 40 min from Mentone, 40 min from Gadsden)

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.

Creekside treehouse with hot tub

You won’t forget your time in this romantic, memorable place. . Enjoy 4 acres of seclusion adjacent to the Chief Ladiga trail and walking distance to the Pinhoti trail. The main level contains a fully appointed kitchen, half bath, and sleeper couch. Ascend the spiral stairs to the main bedroom with exposed beams and a rustic tin ceiling. Enjoy 3 decks and soak in the scenery or relax in the swinging bed or hottub and listen to the sounds of Little Terrapin Creek.

⁙ Secluded Studio-Style Cabin in Quiet Mentone ⁙

Nestled in the woods on the canyon below DeSoto Falls, the Azalea House is a peaceful escape to Lookout Mountain. Renovated in June 2025, to include a full kitchen, this quiet, wooded property is .5 miles from DeSoto Falls, 7 miles from the Mentone town center, .5 miles from Shady Grove Dude Ranch, and adjacent to Fernwood of Mentone. The properties of Mountain Laurel Inn lie on the outskirts of DeSoto State Park, and offer easy access to trails and hiking.

The Shack - Tiny Cabin on Lookout Mountain w/HT

The Shack is an amazing cozy tiny home located on a private wooded lot. Come away to experience the incredible views while either catching the sunrise on the rocking chair front porch, or sipping your favorite drink, relaxing in the evening as the sun sets. Sitting atop Lookout Mountain, you’re invited to experience a couple’s romantic weekend getaway from your busy life, to unplug, and have an unforgettable connection with nature.