
Holiday rentals in Lookout Mountain
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Top-rated holiday rentals in Lookout Mountain
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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.

Whippoorwill Retreat Treehouse
“Come, Relax, & Write Your Own Story” **NO SERVICE FEES** Whippoorwill Retreat is a romantic, family-friendly real treehouse in the treetops 20 minutes from Chattanooga. This peaceful escape offers floor-to-ceiling views, a sunrise perch, outdoor fireplace, fire pit for lazy nights, and outdoor soaking tubs with Whippoorwill-scented salts, Alexa for music, and a chandelier. Sleep in a suspended bed or the Canopy Suite, a view of the stars awaits. Write your fairytale at Whippoorwill Retreat.

Gamekeeper Hut
Come stay in our favorite Gamekeeper's Hut at Fable Realm! The Keeper of Keys' Hut is set on our private 40-acre location. Try your skill at the scavenger hunt, relax by a fire outside (giant-sized cauldron), watch the birds enjoy the pond from outside of this magical stone space just down the hill from The Burrow, and near Fairytale Cottage. Visit nearby Lookout Mountain, Chickamauga, Chattanooga or just RELAX and watch Harry Potter documentaries while enjoying a cold Butterscotch beer!

Tiny Fern on the Bluff- sunset views
Enjoy sunset views from the bluff of Lookout Mtn. A cozy tiny house complete with outdoor fire pit and seating area located just off of scenic highway. Comfortably sleeps two in loft area bed. The house is recently updated and includes a kitchen and bathroom area, as well as a small closet and daybed. Parking is located right next to the house with enough room for two cars. Includes: Refrigerator, microwave, toaster oven, pots and pans, silverware, measuring cups ** new outdoor shower!

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.

Maple Yurt Lookout Mountain Chattanooga Glamping
Take advantage of all the activities Lookout Mountain has to offer, from breathtaking hikes and scenic drives to a variety of local attractions. From the Rock City Gardens to the Incline Railway, you’ll find plenty of ways to explore and enjoy the natural beauty of the area. With our yurts, you can relax in comfort and style with all the comforts of home. Enjoy a romantic dinner on the deck overlooking the breathtaking view or just relax and make the most of your time together.

Scenic 2-bedroom cabin with heavenly views
This custom built 2 story, 2 bedroom, 2.5 bath home right on the bluff of Lookout Mountain offers majestic views, peaceful and calming scenery, and the chance to feel like you are right at home. Our goal is to provide what we would want in a vacation home for your family and more. Relax and unwind on the balcony with a cup of coffee, or on the patio with a glass of wine with dinner, or right by the fire pit at night as you watch the sunset. Come and enjoy a slice of heaven.

Lil' Haven - Lofted Bathtub with Unmatched View
Perched high on the brow on Lookout Mountain, our pet-friendly tiny house is packed with luxurious features and is surprisingly spacious. Lil' Haven is the perfect place to get away after a day in Chattanooga or a hike on the mountain. It’s a short drive down or along the mountain to best restaurants and state parks. Enjoy a meal out on the deck admiring the view, relax in the soaker tub, or simply sink back into the bed and stargaze through the skylights.

Views for Days
Peace and quiet awaits you in this modern cabin with a view. Open concept with private bathroom and loft for additional guests. Wrap around porch providing spectacular sunsets and views for days. Enjoy this private house within 30 minutes from downtown Chattanooga, minutes from great fishing, rock climbing, biking, hunting and hiking. Get the best of both worlds at Cabin with a view. NO DOGS ALLOWED. No exceptions!

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.

Starry Night on Monteagle-Retreat @ Water’s Edge
This luxurious and ritzy tiny home in Water’s Edge provides everything you could ever imagine! Luxurious king-size beds dressed with fine sheets and down bedding •Fully-equipped modern kitchens with countertop bar Two fire places and out door fire pit 75 inch TV for movie nights . The mountains are calling you to come look at the stars as they melt away your stress.
Popular amenities for Lookout Mountain holiday rentals
Other great holiday rentals in Lookout Mountain

Townhouse in Historic St. Elmo!

A-Frame Cabin (Freedom)- Stunning Sunset/Mtn Views

Quaint and Peaceful Fairyland Apartment

Mountain Tree House

The Laurels, Chattanooga / Lookout Mtn.

The Fox Lair Cottage @ Cloudland Canyon

Cozy Cabin In The Woods

Summer Breeze at Willow Treehouse -Treetop Escapes
Quick stats about holiday rentals in Lookout Mountain

Nightly prices starting at
Lookout Mountain holiday rentals start at $128 SGD per night before taxes and fees

Verified guest reviews
Over 50 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Lookout Mountain rentals

5 Average rating
Lookout Mountain stays are highly rated by guests – averaging 5 out of 5!
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- Cloudland Canyon State Park
- Lake Winnepesaukah Amusement Park
- Coolidge Park
- Rock City
- Chattanooga Choo Choo
- Hunter Museum of American Art
- Fall Creek Falls State Park
- Creative Discovery Museum
- Hamilton Place
- Raccoon Mountain Caverns & Campground
- South Cumberland State Park
- Fort Mountain State Park
- Chickamauga Battlefield Visitor Center
- Chattanooga Whiskey Experimental Distillery
- Tennessee Valley Railroad Museum
- Point Park
- Chattanooga Zoo
- Finley Stadium
- Tennessee Aquarium




