House holiday rentals in Lookout Mountain

Lookout Mountain Spacious Home with Stunning Views

Welcome to Evergreen on Lookout Mountain! It is our pleasure to share with you stunning mountaintop views with the ease of a prime location. This freshly renovated home is the perfect spot to access trails for hiking & biking, or See Rock City, Ruby Falls, Point Park, the Incline, & more. Craft meals in the full kitchen & relax on the spacious, covered deck right off the main level as you enjoy the sunset. You will never want to leave the serenity of this majestic landscape on Lookout Mountain.

Custom & Cozy Craftsman Style Home

A newly renovated craftsman style home with historic accents and a custom, artsy flair in the highly sought after St Elmo neighborhood. This home is equipped with a fully stocked kitchen, sleek bathrooms, comfortable living space, 10 foot ceilings, loads of natural light, and features a large shaded back deck with a grill and a front porch to relax outdoors. The renowned Riverwalk runs directly behind the house and leads to shops and restaurants in St Elmo and beyond (all the way to downtown!).

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!

Gray Creek Cabin

Unplug, unwind, and immerse yourself in nature at this private creekside cabin. Nestled deep in the woods and surrounded by trees and birdsong, this peaceful retreat is the perfect escape from everyday life—yet only 35 minutes from downtown Chattanooga. Step outside and you’ll hear the gentle flow of the creek just steps away. Sip your morning coffee on the porch, soak in the hot tub under the stars, or simply enjoy the quiet serenity of the forest. This cabin was made for slowing down.

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.

Vantage Point

*newpaved driveway* *new mattresses* (added after recent review) Come experience life at the "Vantage Point"! This cozy home with amazing views is located less than ten minutes from Cloudland Canyon State Park and is less than half a hour from downtown Chattanooga! With both an upper and lower deck, there's plenty of space to soak up the sun, enjoy the view and even see a hang glider or two! You can't ask for much more! Comfy Beds in a Cozy Convenient Home with Breathtaking Views!

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.

Natsukashii Haus -Ghibli tribute

In Japanese Natsukashii means something akin to nostalgia, like a fond childhood memory. And for many of us, the Ghibli films that inspired this space are the embodiment of that feeling. From the moment you step through the door of this one of a kind space, you'll feel the love our artists put into it! Sleep in Howl’s bedroom or Totoro’s nook and relax in our authentic Japanese soaking tub! Come stay and let us spirit you away!

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.

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).