Holiday rentals in Lookout Mountain

Mountain Tree House

Life amongst the trees on Beautiful Lookout Mountain. This 4 story container home is super unique and beautiful ! The main house has 3 bedrooms and 3.5 baths, also there is a detached guest cottage and a camper. The master bedroom is 13’x40’ and on the 3rd floor. Take a bath and lookout at the beautiful view. The master deck has a putting green with 2 cups. The 4th floor library is a wonderful place to relax. The 5th floor observation deck puts you in the tree tops with a putting green and cup.

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 adventures 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. The perfect escape from everyday life.

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.

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!

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

The Fox Den @ Cloudland Canyon

Discover the gorgeous mountain views outside of this cozy retreat! Enjoy a day of hiking at Cloudland Canyon State Park and then retreat to this luxurious space. Enjoy a full kitchen, or check out some of the local dining spots within 5 miles. The loft is great for kids and has a full size bed. Below the loft is a king size bed next to a 75" TV and modern sofa. Full bathroom with upgraded finishes. Small workspace provided too! We hope you will enjoy this space as much as we do!

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.

A-Frame Independence by Red White and Blue Views

Escape to a one-of-a-kind stay on Lookout Mountain - a new A-frame cabin set on 75 private acres, designed for relaxation and connection. Whether you're sipping coffee as morning fog rolls through the valley or watching hang gliders at sunset, this is the kind of place you don’t forget. Perfect for families, couples, and small groups, this cabin blends modern design with natural beauty—giving you space to slow down, spread out, and truly enjoy where you are.

Lookout Escape | Hot Tub + Mtn Retreat by RW&BV's

Tucked into the desirable Fairyland neighborhood on Lookout Mountain, this spacious retreat is minutes from Rock City, Ruby Falls, and downtown Chattanooga. This signature stay by Red White and Blue Views is designed for groups, it features two living areas, a large kitchen, and plenty of room to spread out. Relax in your private 5-person hot tub or unwind on the wraparound deck surrounded by peaceful woods.

Lookout Mountain Retro Pad

Peaceful, mid-century bluff home with valley, city, and Blue Ridge Mountain views from the East Brow of Lookout Mountain! An outdoor fire pit, two indoor wood burning fireplaces, a bluff side pool, and outdoor seating to enjoy the beautiful views & singing birds. Open kitchen floor plan, natural light, and four bedrooms to comfortably accommodate up to 6 guests (up to 8 guests for immediate family).

3 Oaks Tiny Home Escape on Lookout Mountain

Welcome to 3 Oaks -- experience tiny home living in a BRAND NEW, award-winning, Escape Boho, at the heart of Lookout Mountain. Just off Scenic Highway, you'll be minutes from everything the mountain has to offer: Hang Gliding Park (5min), Lula Lake Land Trust (6min), Covenant College (8min), Rock City (12min), Ruby Falls (19min), Cloudland Canyon State Park (15min), downtown Chattanooga (26min)