House holiday rentals in Lookout Mountain

4.97 out of 5 average rating, 148 reviews

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.

4.99 out of 5 average rating, 511 reviews

Home in Chickamauga

Mountainfarms' Farmhouse -pet friendly, near Chatt

Come enjoy country life in our Civil War era, newly renovated farmhouse. Located on 19 acres in a beautiful setting at the foot of Lookout Mt. There are 2 springs to dip your feet in, woods to hike in, a rocking chair front porch & a large entertaining back porch with great views of the mountains, woods, old outbuildings & beautiful pastures. Inside, modern amenities along with several original architectural elements. Restaurants, many attractions, outdoor activities & Chatt within 30 min.

5 out of 5 average rating, 101 reviews

Home in Trenton

Mountain's Edge

The Appalachian A-Frame, 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!

4.97 out of 5 average rating, 217 reviews

Lookout Mountain Bluff Hideaway with views

Arbnb Management only allows listings as "Whole House" or "Shared". This arbnb is a completely separate floor (with its own separate entrance) that is not by definition "shared". So as to alleviate any confusion: This arbnb is the lower level/floor of this house. The owner lives upstairs and will never come downstairs unless requested by the guest. Please read the aforementioned prior to booking so that there is absolutely no confusion regarding the listing as 'Whole/Entire House'.

4.97 out of 5 average rating, 184 reviews

Home in Graysville

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.

4.97 out of 5 average rating, 361 reviews

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.

4.98 out of 5 average rating, 235 reviews

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

4.97 out of 5 average rating, 459 reviews

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.

5 out of 5 average rating, 155 reviews

Step Back in Time-Spacious Historic St. Elmo Home

Stay in the heart of scenic St. Elmo—just minutes from Lookout Mountain, Rock City, and Ruby Falls! This stylish, family-friendly home sits on a lush acre with a treehouse, swing, huge yard, and cozy fire pit. Walk to local cafes, shops, and the historic Incline Railway. Relax on the wraparound porch, sip coffee on the private garden patio, and enjoy thoughtful touches throughout. Perfect for families, nature lovers, and anyone looking to experience the best of Chattanooga!

4.99 out of 5 average rating, 123 reviews

Dog/Family Friendly Mountain Gem near Attractions

Lookin’ for a cozy, family and pet friendly spot to unwind? The Sweet Retreat’s got y’all covered! Tucked just off Scenic Highway, we’re close to Ruby Falls, Rock City, Covenant College, hiking trails, and just 8 miles from Chattanooga. Enjoy fast Wi-Fi, comfy beds, a stocked kitchen, multiple TVs, fenced yard, and a fire pit out back. With hiking trails nearby and so much to explore, The Sweet Retreat feels just like home, only sweeter. Come sit a spell and stay awhile!

4.98 out of 5 average rating, 188 reviews

Our Catty Shack

Oliver and Lacey (the cats) would love to welcome you to Our Catty Shack! ***NOTE: Our Catty Shack comes WITH CATS and WITHOUT TV!*** 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.