Holiday 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.

"Lost Crab", beautiful 3BR, big yard, private dock

Relax with the whole family at this peaceful lakefront home. 3 BR 2 FB, 1-king and 2-queen with pull out couch comfortably sleeps up to 8. Fully furnished including smart TV, wifi, washer/dryer, kitchen utensils and appliances, indoor/outdoor games, 4-kayaks and rafts available for your use. Large back deck with plenty of seating, spacious fenced-in backyard, 100' of lakefront and private dock. Plenty of parking with RV port (30amp). Great family friendly or group getaway. Amazing views!!!

Waterfront House on Weiss Lake

Watch the boats from the porch of this stunning 3 bed, 2 bath home sitting on Weiss Lake. Enjoy spectacular sunsets, fishing, and sunbathing on the dock. This home has a little something for every member of the family! Year-round water, quiet neighborhood, located just minutes from town. Perfect getaway. Boat Ramps: The Weiss Boat Ramp is about 4 miles away. Others available are the Leesburg Landing, Bay Springs Marina and Weiss Mart. Water levels are available at lakeweiss dot info/Level/

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.

Two Story Dock! Waterfront on Weiss Lake

Lake Life at its finest! This home is new construction, built in 2019. Enjoy our home as if it was your own. Located off Little Nose Creek on Weiss Lake, we are truly center of anywhere you would like to be on the lake. Relax on the large covered deck, and enjoy the sunsets. It is a 3 Bedroom, 2 full bath setup. Master BR has a King bed, Guest BR has a Queen and Middle BR contains Full and a twin bed. Futon in LR. Enjoy the granite counters and latest appliances in the kitchen.

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.

Eagles Rest w/Hot Tub (Sleeps 6)

Eagles Rest is located inside a gated private property, so come & escape from the hustle & bustle of everyday life. This cabin has a comfortable living, dining, a kitchen equipped with small cooktop, mini-fridge, and microwave. Queen bedroom, and sleeper sofa, & bath on main with two twin beds in the open upstairs loft to comfortably sleep 6. Relax in the hot tub available for your enjoyment with lots of outdoor amenities such as the park style charcoal grill, fire pit area .

Little River Bus Stop

Our Bus has been featured in "Only In Your State Alabama" ! Unique? Original? Secluded? Triple check!A full sized bathroom and an extra tree house bedroom upstairs. Also plenty of lower and upper deck space that makes you feel like you are in the trees. A unique and creative build, that lets you be as close to nature as possible. You have a 1 acre wooded lot, that is completely secluded, all to yourselves. An experience you won't forget. There is no Wifi/ internet!

⁘ Newly Renovated | Wooded Retreat with View ⁘

Nestled in the woods on the canyon below DeSoto Falls, the Mountain Laurel House is a peaceful escape to Lookout Mountain. 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. Enjoy the large fire pit area, or coffee on the porch.

20-ac of tranquillity next to Desoto State Park

Oakleaf Hideaway is a recently renovated cottage nestled in the trees on 20 private acres on top of Lookout Mountain. Featuring private walking trails, waterfalls and 2,000 feet of frontage on Straight Creek, the cottage is your perfect getaway to unwind and recharge. Located just 1.5 miles from the visitor's center at Desoto State Park, the cottage is close to everything including the restaurants of downtown Mentone, Little River Canyon, and shopping in Ft. Payne.

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.