Holiday rentals in Lookout Mountain

Whippoorwill Retreat Treehouse

“Come, 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.

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!

Gamekeeper Hut

Come stay in our favorite Gamekeeper's Hut at Fable Realm! The Keeper of Keys' Hut is set on our private 40-acre location. Try your skill at the scavenger hunt, relax by a fire outside (giant-sized cauldron), watch the birds enjoy the pond from outside of this magical stone space just down the hill from The Burrow, and near Fairytale Cottage. Visit nearby Lookout Mountain, Chickamauga, Chattanooga or just RELAX and watch Harry Potter documentaries while enjoying a cold Butterscotch beer!

Wandering Gypsy Tiny House (Live A Little Chatt)

With the best view from our mountaintop tiny house retreat outside of Chattanooga, sits the Wandering Gypsy Tiny House! Designed by Emily Key, this funky cozy tiny house is built with all recycled materials. Enjoy breathtaking (hot tub) sunsets from the best views on the bluff of Lookout Mountain! Our secluded location is in close proximity to all of Chattanooga's coveted outdoor adventures! Rock City, Ruby Falls, and Cloud-land Canyon (Waterfall Hikes) are all within a 10 minute drive!

Glenn Falls Retreat

For nature-lovers, with a waterfall view during the wet season, and spectacular treetop views during the dry season, the Glenn Falls Retreat is ready to host your next mountain getaway! Only a 4 mile drive to downtown Chattanooga where you can enjoy some of the best restaurants, art and music in the south; and only 4 miles to Rock City and Ruby Falls; the Glenn Falls Retreat is on a 2 acre wooded lot where you can explore the Lookout Mtn. trails and the year-round majesty of Tennessee.

The Lookout Mountain Birdhouse

Welcome to the Lookout Mountain Birdhouse! This modern cabin in the woods (completed in 2021) is surrounded by stone, trees, and a breath taking view! This house was built to stretch towards the clouds with a 1000 sqft deck and bird's eye view from inside. The 8 foot windows allow for an unobstructed view. The sunset facing view and valley below offer pure relaxation. Watch out for hang gliders and eagles- they love to fly by! Whatever your reason for visiting, this place has it

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.

Scenic 2-bedroom cabin with heavenly views

This custom built 2 story, 2 bedroom, 2.5 bath home right on the bluff of Lookout Mountain offers majestic views, peaceful and calming scenery, and the chance to feel like you are right at home. Our goal is to provide what we would want in a vacation home for your family and more. Relax and unwind on the balcony with a cup of coffee, or on the patio with a glass of wine with dinner, or right by the fire pit at night as you watch the sunset. Come and enjoy a slice of heaven.

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.

Views for Days

Peace and quiet awaits you in this modern cabin with a view. Open concept with private bathroom and loft for additional guests. Wrap around porch providing spectacular sunsets and views for days. Enjoy this private house within 30 minutes from downtown Chattanooga, minutes from great fishing, rock climbing, biking, hunting and hiking. Get the best of both worlds at Cabin with a view. NO DOGS ALLOWED. No exceptions!

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!