House holiday rentals in Lookout Mountain

The exterior of the home is shown along a cliffside, revealing a spacious deck with several red chairs positioned for outdoor seating. A tree grows prominently next to the structure, and hills extend into the distance beneath a clear blue sky.

5 out of 5 average rating, 110 reviews

Our Home in the Clouds

Our 3 BR, 2.5 bath home is close to downtown Chattanooga (14 mi) Ruby Falls & Rock City (7Mi), Lookout Mnt hang gliding park (1Mi) ,Covenant College( 5Mi ),Cloudland Canyon( 10Mi). You’ll love the breathtaking views and sunsets from the 2 rear decks. Master has a King bed and attached bath with a tub, 2nd BR a Queen, 3rd bdrm has 2 twins. There is a gas grill and dining table on the deck. * No smoking or pets allowed for the comfort of all our guests. Min age to rent is 25 per our insurance.

A spacious covered deck features wooden beams and a panoramic view of the surrounding landscape. A gas grill stands ready for cooking, and a dining table is set against the backdrop of nature. Comfortable seating options invite relaxation as the sun sets on the horizon.

4.98 out of 5 average rating, 163 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.

4.93 out of 5 average rating, 301 reviews

A dining area features a large wooden table surrounded by matching chairs. A brick accent wall is complemented by a white fireplace and a large mirror. Natural light enters through two windows adorned with plants, creating a fresh and inviting space.

Home in St. Elmo

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!).

5 out of 5 average rating, 190 reviews

The exterior of a modern A-frame home features a sleek black façade and a pointed roof. A welcoming front porch is adorned with a planter, while the driveway provides ample parking space. Scenic mountains are visible in the background under a clear blue sky.

Home in Trenton

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!

4.88 out of 5 average rating, 613 reviews

A central fire pit surrounded by several wooden chairs and stone seating creates a social gathering space. The setting is framed by a grassy area leading toward an elevated tiny house, with string lights adding a touch of warmth against the soft glow of sunset.

Home in Rising Fawn

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!

4.96 out of 5 average rating, 216 reviews

The cabin is nestled among tall trees, with a private creek meandering alongside. A spacious porch features wooden railings and outdoor lighting, offering views of the creek and surrounding nature. Sunlight filters through the leaves, illuminating the serene environment.

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, 400 reviews

A comfortable brown couch is positioned near a large window, offering a view of lush green foliage outside. A decorative pillow featuring a leaf design rests on the couch, adding a subtle touch of nature-themed decor. A round coffee table is visible in front.

Home in St. Elmo

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.

4.92 out of 5 average rating, 240 reviews

A spacious living area is highlighted by large windows that offer expansive views of the surrounding landscape. Comfortable leather seating is arranged around a wooden coffee table, with a decorative rug beneath. Natural light floods the room, accentuating the home's warm color palette.

Home in Rising Fawn

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!

A spacious hammock is suspended between wooden posts on a deck, presenting an unobstructed view of the valley below. The sky is adorned with clouds reflecting the warm hues of sunset. Large windows of the cabin are visible, enhancing the connection to nature.

4.98 out of 5 average rating, 275 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

A modern wooden home is set on stilts amid trees, featuring a simple design with wooden siding. Glass doors lead to a small deck surrounded by greenery, offering views of the surrounding forest and mountains in the distance.

4.95 out of 5 average rating, 508 reviews

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.

4.98 out of 5 average rating, 112 reviews

A charming kitchen area features a rustic wooden cabinet filled with crafted dishes. Intricate blue-tiled archways frame a decorative alcove, highlighting a traditional cooking space. The adjacent stone fireplace, surrounded by warm, earthy tones, adds a cozy element to this inviting room.

Home in Chickamauga

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!