Holiday rentals in Lookout Mountain

Cloudland Canyon Cozy Private Hideaway

Meet Little Nelly! A cozy mountain escape for 2 guests max. This tiny charmer (under 200 sq ft) sits atop Lookout Mountain with quick access to hiking, biking, waterfalls, caves, fishing & even hang gliding! Cloudland Canyon is 5 min away—a breathtaking park with stunning trails. Chattanooga & Ruby Falls (30 min) and McLemore Resort (15 min) offer great bites, drinks & epic mountain views. Includes a mini fridge (no freezer), microwave, and coffee, cream & sugar. Little Nelly’s got you covered!

Mountain's Edge

The Appalachian A-Frame, built in 2024, is right where you want to be! A cozy, stylish home overlooking the gorgeous views of the valley. While being just far enough away to enjoy the benefits of a quiet mountainous getaway, you're also 25 minutes from downtown Chattanooga, TN, where there is an abundance of amazing activities to partake in! It features a comfortable living space, stunning view with a double decker porch, hot tub, fire pit, and plenty of peace and quiet to relax and enjoy!

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

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.

Tadpole Cabin at Creek Road Farm

Nestled atop a hill on 60 pastoral acres in Wildwood, Georgia, this charmingly rustic one room cabin makes for an ideal family basecamp for local activities or a romantic couples getaway. The cabin is newly constructed from 150 year old barn timbers and surrounded by shady forests and open pastures. The rest of the world may feel far away, yet Tadpole is only minutes from downtown Chattanooga, Cloudland Canyon State Park and most other area attractions. A true hidden gem.

Mockingbird Cottage on Lookout Mountain, GA

Our cottage is located on the Georgia side of Lookout Mountain, just ten minutes from downtown Chattanooga, Tennessee. It is a one large bedroom/living room combination, 2 full bathrooms, and a full kitchen. There is a queen size bed and a queen pullout sofa bed. It is a quaint and private cottage located across the street from the iconic Lookout Mountain attraction, Rock City. The cottage is also conveniently located next door to a Starbucks coffee shop.

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.

Our Catty Shack

Oliver and Lacey (the cats) would love to welcome you to Our Catty Shack! ***NOTE: Our Catty Shack comes WITH 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.

Cloudland Cottage

This cozy getaway blends into Lookout Mountain and emphasizes the beauty of the land inside and out. Every room draws natural light and calm. Convenient drive to all of Chattanooga's natural wonders, a short distance from charming Lookout Mountain town life and St. Elmo neighborhood. Our good friend Sarah and her pup Timber live in a separate apartment downstairs, and tend the garden during the season.

3 Oaks Tiny Home Escape on Lookout Mountain

Welcome to 3 Oaks -- experience tiny home living in a BRAND NEW, award-winning, Escape Boho, at the heart of Lookout Mountain. Just off Scenic Highway, you'll be minutes from everything the mountain has to offer: Hang Gliding Park (5min), Lula Lake Land Trust (6min), Covenant College (8min), Rock City (12min), Ruby Falls (19min), Cloudland Canyon State Park (15min), downtown Chattanooga (26min)

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.