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

ValueFamilyKitchen

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.

ValueFamilyWalkability

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

ValueLocationIndoor spaces

An open-concept kitchen features a large island with seating for four. The countertops are adorned with a light-colored granite. Stainless steel appliances, including a refrigerator and microwave, provide modern amenities. Natural light streams in through the nearby window, illuminating the warm wood flooring.

4.95 out of 5 average rating, 177 reviews

Open concept, peaceful porches, quiet, clean !

Quiet, wooded, peaceful, spacious home on Lookout Mountain. Open concept floor plan with full laundry. Fully furnished kitchen for those that like to cook with a large refrigerator and dishwasher as well as an island with extra seating. Each bedroom has at least one large bed and TV. Large screen TV in family room.All TV's include Netflix.There is an outdoor basketball hoop, grill and lots of parking. Chattanooga is only 10-12 miles away. Near hiking, hang gliding, rock climbing and Rock City.

ValueFamilyIndoor spaces

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.

ValueLocationKitchen

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).

ValueFamilyCleanliness

4.97 out of 5 average rating, 557 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.

FamilyLocationOutdoor spaces

4.87 out of 5 average rating, 493 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.

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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.

FamilyValueBathroom

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, 309 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

LocationValueOutdoor spaces

A remodeled farmhouse exterior is showcased, featuring a white façade and a welcoming porch with wooden columns. Large windows allow natural light to illuminate the entrance. The landscaped yard includes green grass and a stone border, complementing the serene neighborhood setting.

4.97 out of 5 average rating, 542 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.

ValueFamilyCheck-in

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.