House holiday rentals in Lookout Mountain

An expansive deck features a seating area with stylish red cushions and a large umbrella, offering a panoramic view of the surrounding valley. A sunset casts a warm glow over the landscape, enhancing the tranquil outdoor space designed for relaxation.

4.97 out of 5 average rating, 618 reviews

Ray's Place w/ Mountain Views on Lookout Mountain

From the back deck you can see 3 states! Gigabit wifi is freely available to all guests, along with Fiber Optic 4K HD TV, fireplace, outdoor fire pit, BBQ grill, 2 full bathrooms, 3 beds, nice kitchen with brand new appliances, BOSE surround sound for incredible movie watching, washer & dryer, and a million-dollar view. Chattanooga 20 minutes, Cloudland Canyon, Rock City and hang gliding all within 5-13 minutes. Very safe area, & onsite security. Undeclared guest fee of $50 per night for each un

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.

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.

4.9 out of 5 average rating, 421 reviews

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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4.99 out of 5 average rating, 608 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.

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, 120 reviews

Lookout Mountain Retro Pad - last booking Nov ‘26

📅 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.

4.88 out of 5 average rating, 130 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).

4.97 out of 5 average rating, 556 reviews

Best of Both Worlds: Seclusion & Convenience

Seclusion and convenience, this property truly offers the best of both worlds. Located on the foot of Lookout Mountain, in historic Saint Elmo, just minutes from downtown, this newly renovated, 4 bedroom, 3 bathroom home boasts great coffee, restaurants and local attractions at the end of the street; while also being surrounded by forest and easy access to Guild Trail's hiking and biking. Instead of only supplying a starter set of essentials we supply everything you need for your whole stay.

LocationFamilyOutdoor spaces

4.87 out of 5 average rating, 492 reviews

Home in Rising Fawn

Old Blue Chair TinyHouse: Lookout Mtn Sunset Views

CNN and HGTV-featured tiny house with the best sunset view on Lookout Mountain. Old Blue Chair sits at the cliffside with a Dutch door overlooking the valley 1,400 feet below. 10 minutes from Cloudland Canyon, Rock City, and Ruby Falls; scenic drive to downtown Chattanooga. Sleeps 5 with a queen + twinxl + sofa bed, Potter-esque reading nook, and multiple lofts. Family-friendly. Extra-spacious kitchen and bath by tiny-house standards. Self check-in, free parking, sundeck, and fire pit area.

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.

4.97 out of 5 average rating, 429 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.

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, 308 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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The exterior of a modern cabin is showcased at sunset, featuring a metal roof and large windows. The structure is surrounded by greenery and dramatic rock formations, with warm lights illuminating the porch area, creating a welcoming ambiance facing the Tennessee River and mountain views.

4.97 out of 5 average rating, 324 reviews

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.

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