Holiday rentals in Lookout Mountain

Vantage Point II

Come Relax with a stay at Vantage Point II. Enjoy breathtaking views, amazing sunsets and this beautiful three bedroom, two and a half bath, single level home. It overlooks the hang glider landing zone so you can watch the gliders and planes from the patio or raised porch! The home is well stocked and is located only 2 minutes from the flight park, 10 minutes from Cloudland Canyon, 10 minutes from Trenton, 10 minutes from Covenant College and 20 Minutes from the edge of Chattanooga (St Elmo).

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!

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

Kotsu and Tiny Bluff

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!

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.

The Magic Treehouse

Cozy and spacious cabin at the top of Lookout Mountain, GA. Enjoy the woodsy scenery and outdoor activities around Lookout. Close to hiking and biking trails, hang gliding, rock climbing, and many other outdoor activities. It is only 20 minutes from downtown Chattanooga. There is plenty of room on both decks for bikes or hang gliding equipment and anything else you might want to bring.

Bear's Dwelling: Private Room w/ Separate Entrance

Beautiful, park-like atmosphere, quiet neighborhood free on-site parking, fast wifi, and private entrance to basement studio apartment. Located close to hiking and biking trails, Covenant College 3 miles away, Rock City 1 mile, Starbucks 1 mile, Ruby Falls3.8 miles, downtown Chattanooga 9.7 miles, historic Civil War landmarks, and the best climbing in the Southeast.

Cabin in the Woods near Chattanooga

Step back in time when you stay in our quaint 1890's log cabin nestled at the foot of historic Missionary Ridge on sixteen acres. We are located 3 miles from Chickamauga Battlefield, the country's oldest and largest military park, and 5 miles from Chattanooga, TN. Enter the property using a private access gate with keypad.