House vacation rentals in Lookout Mountain

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.

Location · Family · Bathroom

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.

Location · Value · TV

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

Value · Family · Check-in

Top guest favorite

Guest favorite

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.

Location · Value · Bathroom

Top guest favorite

Guest favorite

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.

Value · Location · Getting around

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).

Location · Family · Bathroom

Top guest favorite

Guest favorite

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.

Value · Family · Comfort

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.

Value · Location · Bathroom

Top guest favorite

Guest favorite

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.

Family · Location · Kitchen

Top guest favorite

Guest favorite

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

Location · Family · Wifi

Top guest favorite

Guest favorite

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.

Value · Location · Hospitality

Top guest favorite

Guest favorite

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.

Value · Location · Outdoor spaces