Holiday rentals in Lookout Mountain

Cozy Bungalow Minutes from Chattanooga!

This 1921 bungalow is 15 minutes from downtown Chattanooga, Rock City, and Ruby Falls yet with a rural wooded feel. Redesigned and renovated with new furnishings and appliances make your stay comfortable and worry-free. One queen bedroom with a large window overlooking the back deck; a living room with a seasonal wood-burning fireplace, queen sofa bed, and vaulted ceiling make this tiny bungalow feel spacious, airy, and light-filled. Kitchen and dining area are fully equipped for longer stays.

Peaceful Mountain Hideaway near Attractions

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!

Wish You Were Here

Private apartment in a 100+ year old house in Historic St. Elmo at the foot of Lookout Mountain. Completely updated with bedroom, bathroom, and living room with a kitchen. Close to Lookout Mountain attractions: 0.8 mi from Incline Railway 2.6 mi from Ruby Falls 3.0 mi from Rock City 4.9 mi from Covenant College There are a few restaurants and a tap house less than a mile away. Then a whole bunch more if you drive just a bit further: 3 mi to Southside, 4 mi to Downtown, 5 mi to North Shore.

Hilltop Hideaway

Enjoy a unique blend of nature and city life in this newly renovated home surrounded by Conservancy land and quietly perched overlooking the highly sought after and historic St Elmo neighborhood. This home is minutes from downtown Chattanooga and a short stroll to the Greenway and trailheads on Lookout Mountain. The light, airy design of the home blends a smart style and natural elements to create a clean and inviting space for relaxing, adventuring, or reconnecting with friends and family.

Peaceful Mountain Retreat - 15 Minutes to Downtown

Experience the epitome of comfort in our newly renovated guesthouse, boasting a private entrance and a luxurious king-size bed. Situated within walking distance of Signal Point National Park, Rainbow Lake Wilderness Park, MayFly Coffee, and Civil Provisions, every adventure awaits just steps away. Additionally, enjoy a drive to nearby attractions such as Pumpkin Patch Playground, McCoy Farms, Bread Basket and Pruett's Grocery. Discover the perfect blend of relaxation and exploration.

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

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.

Modern Apartment in Heart of Charming St. Elmo

This airy-modern apartment is perfect for professionals, families, couples and individuals. - 5 min drive to Downtown - August App/Smartphone Access only - High-speed Internet - Fiber - Washer & Dryer - Youtube TV - Record unlimited Walking distance to: - Incline Railway - Hiking - Rock Climbing - River Walk - Running, Cycling - Buchanan's Barber Shop - Peace Strength Yoga - Goodman's Coffee - 1885 Restaurant - Tap House - Mr T's Pizza - Clumpies Ice Cream

Higher Ground

Take it easy at this unique and tranquil private apartment getaway as you enjoy mountain views and spectacular sunsets from your own private deck!! We are just minutes away from Rock City, Ruby Falls and over 25 miles of fantastic hiking and biking trails on the Cloudland Canyon Connector trail system. We are only 20 minutes from historic Southside Chattanooga where the vibe is fantastic. Come for a visit! We’d love to host you.

Side of LookoutMtn-2bdrm Lux Bungalow-Chatt Vistas

Welcome to this modern, fully furnished home, just a few years old! Nestled in the heart of Chattanooga's St Elmo neighborhood on the slopes of Lookout Mountain, it combines convenience with comfort. 🏞️ This 2-bedroom, 2-bathroom home offers a private retreat, with other guests staying in the lower unit. 🛏️🚿 Enjoy stunning views of the lush Lookout Mountain canopy, creating a tranquil and picturesque escape. 🌳✨

Glenn Falls Tiny Cabin

Get the best of both worlds! Drive 4 miles to downtown Chattanooga to enjoy some of the best restaurants, art and music in the south, and then retreat to our one-room, tiny cabin on a private two acre wooded lot on the side of Lookout Mountain. Walk out the front door and onto Glenn Falls trail and explore the year-round majesty of Lookout Mountain. 10 minutes from Rock City and Ruby Falls.

5* Downtown Townhome [Pets stay FREE!] + Amenities

Southern Charm Meets Modern Convenience in Chattanooga’s Southside! 🌟 Experience true Southern hospitality in our centrally located Southside home—just minutes from downtown Chattanooga and right off I-24, making it the perfect stay for road trippers, remote workers, and travelers visiting Volkswagen or nearby hospitals. Enjoy all the perks of city access without the city noise!