Holiday rentals in Lookout Mountain

The Overlook Cabin: Breath-taking Views & King Bed

Looking for the perfect getaway that is peaceful, beautiful, and not amongst other vacation homes? Look no further! The Overlook Cabin is completely private and super cozy. It's also one of the most scenic spots in Tennessee! From the front porch you can enjoy a panoramic view of the Sequatchie Valley while watching the sunset as it lights up the evening sky. Our cabin includes a super comfy king bed, firepit, grill, and many more amenities. Book today and make memories that last forever!

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!

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

Boutique St Elmo Farmhouse 7 min from Downtown

Beautifully remodeled Farmhouse originally built in 1887. Experience a piece of local Chattanooga history while letting your stress melt away in this tranquil house. Only a 5 min walk to the incline, excellent coffee shops and restaurants. This amazing home has tall ceilings, huge windows and stunning light filled spaces. Hang out in the huge kitchen/dining area while the rest of your group relaxes in the adjoining living room. Only a 7 min drive or Uber to downtown Chattanooga.

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.

Kotsu - Japanese Architecture with Bluff Views

A winding trail leads down to Kotsu, a whimsical miniature, perched above rural Lookout Valley. Entering through shou sugi ban front doors, you'll find a full kitchen, living area, and powder room on the main level. Inspired by Japanese nature-inclusive designs, a covered exterior stair leads down to the bedroom and a spacious master bath. The fragrance of the cedar timbers, simple luxuries, and intentional flow of the design will put your mind at rest. Come stay!

5* Downtown Townhome [Pets stay FREE!] + Amenities

Southern Charm Meets Modern Convenience in Chattanooga’s Southside! 🌟 Experience true Southern hospitality in our centrally located Southside home—just minutes from downtown Chattanooga and right off I-24, making it the perfect stay for road trippers, remote workers, and travelers visiting Volkswagen or nearby hospitals. Located less than a mile from the new Erlanger Park, home of the Chattanooga Lookouts! Enjoy all the perks of city access without the city noise!

The Belvedere Box at On The Rocks Tiny Home Container

Welcome to The Belvedere Box at On The Rocks, a unique repurposed cargo container getaway atop Lookout Mountain, Georgia. The Belvedere, meaning beautiful view, is situated in the western brow and features amazing sunset views. The Belvedere Box is a true place to relax and meditate, therefore there is no access to television. There are 2 shared fire pits located at each end of the property. Firewood is provided along with ingredients to make s'mores.

Higher Ground

Take it easy at this unique and tranquil private apartment getaway as you enjoy mountain views and spectacular sunsets from your own private deck!! We are just minutes away from Rock City, Ruby Falls and over 25 miles of fantastic hiking and biking trails on the Cloudland Canyon Connector trail system. We are only 20 minutes from historic Southside Chattanooga where the vibe is fantastic. Come for a visit! We’d love to host you.

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.

Glenn Falls Tiny Cabin

Get the best of both worlds! Drive 4 miles to downtown Chattanooga to enjoy some of the best restaurants, art and music in the south, and then retreat to our one-room, tiny cabin on a private two acre wooded lot on the side of Lookout Mountain. Walk out the front door and onto Glenn Falls trail and explore the year-round majesty of Lookout Mountain. 10 minutes from Rock City and Ruby Falls.