House vacation rentals in Lookout Mountain

4.96 out of 5 average rating, 181 reviews

A view of Lookout Mountain is framed by wooden beams from the porch. The landscape features lush greenery and a clear blue sky, offering a peaceful setting for relaxation. The expansive grass below adds to the natural ambiance of the space.

Home in Trenton

Mountain Dale Retreat

Close to Chattanooga, several wedding venues and SLTC. Relax and enjoy the view of Lookout Mtn. and hang gliders from the front porch. Watch the hang gliders land just 10 min away. The house is a 20 min drive to Cloudland Canyon State Park where there are hiking trails and 2 waterfalls, a 20 min drive to downtown Chattanooga and 20 min to Rock City. Great Restaurants within 20-30 min.Fully stocked chef’s kitchen. See my online guidebook on Airbnb for restaurant and sight seeing recommendations.

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A spacious outdoor deck features comfortable lounge chairs positioned for optimal views of the surrounding landscape. A round wooden table adds to the setting, surrounded by wooden railings. Sunlight casts gentle shadows on the smooth wood flooring, contributing to a serene atmosphere.

4.96 out of 5 average rating, 173 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.

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4.9 out of 5 average rating, 417 reviews

An outdoor deck overlooks expansive views of the surrounding landscape at sunset. A private pool is situated beside the deck, with lounge chairs arranged for relaxation. The home features an inviting structure with warm lighting, enhancing the tranquil evening setting.

Home in Chattanooga

Sunset Haven 4BR + Pool + Hot Tub + Fireplace

Nestled on historic Missionary Ridge (10 mins from downtown), this cozy home offers panoramic views of Lookout Mountain, downtown Chattanooga, and the Tennessee river. This spacious 4 bedroom home @ 3300sq ft holds stunning views from every room of the house. MAIN FLOOR: Master w/full bath + Screened in porch, Living + Dining + Kitchen (open layout), gas fireplace + half bath DOWNSTAIRS: Queen Suite, Queen Bedroom, Bunk room, Full Bath, Laundry Room OUTDOOR: Large deck, Pool, Hot Tub, Garden

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4.82 out of 5 average rating, 159 reviews

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!

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4.99 out of 5 average rating, 605 reviews

A serene view of lush green pastures is captured under a bright blue sky, with distant mountains creating a scenic backdrop. A historic farmhouse is seen to the left, surrounded by trees, providing a glimpse of the peaceful country setting.

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.

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4.88 out of 5 average rating, 129 reviews

A spacious wooden deck features two decorative metal chairs, offering a clear view of the expansive valley below. Lush greenery is visible in the foreground, while distant hills are framed by a bright blue sky with scattered clouds.

Home in Rising Fawn

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).

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A serene outdoor area features a sparkling pool, surrounded by vibrant autumn foliage. Adirondack chairs are positioned along the poolside, facing the horizon. The sun sets in the distance, casting warm hues across the sky and reflecting on the water, enhancing the tranquil atmosphere.

4.99 out of 5 average rating, 119 reviews

Lookout Mountain Retro Pad

📅 Last date to book: November 2026 as we are wrapping up our “hosting career”! It’s been a pleasure to meet & host others, and we look forward to our last couple months! 🏡 Mid Century bluff home with views of the rolling Georgia and Tennessee mountains. Open kitchen floor plan, natural light, and four bedrooms to comfortably accommodate up to 6 guests (up to 8 for immediate family). We are best suited as a QUIET & peaceful retreat. We are located in a full time residential neighborhood.

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5 out of 5 average rating, 238 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!

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4.88 out of 5 average rating, 638 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 - Best view on Lookout

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!

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4.97 out of 5 average rating, 428 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 Chattanooga

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.

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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, 306 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

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