House holiday rentals in Lookout Mountain

Historic Charm in St Elmo, base of Lookout

Stay in the heart of charming St. Elmo, minutes from Lookout Mountain, Rock City, and Ruby Falls! This stylish, family-friendly 3bd/3bath home sits on a lush acre with treehouse, swing, spacious yard, and cozy fire pit. Walk to cafes, local shops, and the historic Incline Railway. Relax on the wraparound porch, sip coffee on the private garden patio, and enjoy thoughtful details throughout. Play on the tree swing. Ideal for families, outdoor lovers, and guests seeking the best of Chattanooga!

Willow Cottage | Peaceful Mountain Hideaway

Come enjoy this cozy tiny home getaway! Perfect for 2, featuring a queen bed (+ a Pack ’n Play for little ones). Here you’ll find a fully equipped kitchen, a full bathroom, and washer/dryer. The location can’t be beat—12 miles from Downtown Chattanooga, 6 miles from Rock City, 1 mile from Lula Lake Land Trust, 3 miles from Covenant College, and 7 miles from Cloudland Canyon State Park. Whether you’re looking for outdoor adventure or local attractions, this home offers comfort and convenience!

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).

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!

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 Nest by the River

This private, romantic house is the perfect getaway for couples. Constructed in 2017, this two story house is set in the backdrop of the Tennessee River gorge. Oversized glass windows on both floors provide breathtaking view of the river and surrounding mountains. Just 15 minutes from downtown Chattanooga and five minutes from kayak and stand up paddle boarding rentals as well as hiking trails. Please only those 21 and up. Please note the house is up in a hill, the driveway is steep.

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.

Terrace - Stunning Views Floating among the Trees

A quick hike down the wooded trail reveals our modern home reaching out above the slopes of Lookout Mountain. Simple architectural lines guide the eye out, while sleek and calm interior allows the the mountainside environment to take center stage. Breath deep, spend time with folks you love and settle in. NOTE! The trail is built with sections of native stone and logs, so guests with mobility issues may find the walk to and from the parking pad challenging.

Upscale Gorgeous Home | CLOSE to Downtown!

Plan your one-of-a-kind getaway at Loft on St. Elmo, a historic gem with a hipster vibe and jazzy flare. A garland of lights welcomes you into the bounteous entertaining space with grand ceilings, exposed beams, original brick, & hardwood floors. Open the double French doors to the patio, creating a seamless indoor/ outdoor space to relax and unwind. Loft on St. Elmo, by Lookout Mountain, offers the prime location for downtown fun and outdoor adventures.

Our Catty Shack

Oliver and Lacey (the cats) would love to welcome you to Our Catty Shack! ***NOTE: Our Catty Shack comes WITH indoor/outdoor 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.