Family-friendly holiday rentals in Lookout Mountain

Whippoorwill Retreat Treehouse

“Escape, 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.

Family · Indoor spaces · Bathroom

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 adventures 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. The perfect escape from everyday life.

Kitchen · Family · Bathroom

The Laurel Zome - Wood Fired Japanese Hot Tub

Acres of nature surround and insulate your moment of rest here at the Laurel Zome. With intriguing geometry drawn directly from the architecture of mountain laurel blossoms, pangolin scales, and pinecones—the simplicity and focus of the zome allows a lofty experience. Wake to natural light spilling in from expansive faceted windows and skylights. Enjoy the ritual of stoking a fire to prime your body to slip into downy sheets for sleep, or into to the waters of your Koto Elements spa tub.

Indoor spaces · Kitchen · Hiking

Cabin at Wayside - on Lookout Mtn, close to city!

The Cabin at Wayside is located on wooded Lookout Mountain in Wayside Estate, less than a half-mile from Covenant College and just a 10- minute drive from Chattanooga. Offering privacy and quiet in what is described as a luxury tree house, the cabin is surrounded by miles of biking and hiking trails. The cathedral ceiling and windows create a cozy living, dining and cooking area. A main floor bedroom and sleeping loft make the cabin perfect for couples, friends and small families. 

Family · Kitchen · Nearby

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

Family · Indoor spaces · Outdoor spaces

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.

Kitchen · Family · Pets

Peace Inn on Lookout Mtn.

More than just captivating views, this place has Presence, Magic and Heart. It’s also immaculately clean, has well-appointed amenities and unique self therapies… all to guide you to your inner most quietude - a gift to take with you for the rest of your days. Perfect for personal retreats, weekend getaways, life celebrations or a relaxing home base after enjoying area offerings. Why "peace out" when you can Peace Inn?

Indoor spaces · Family · Amenities

Quaint and Peaceful Fairyland Apartment

Enjoy all the beauty of Lookout Mountain from this quiet, cozy, and private garage apartment. The one bedroom, one bathroom apartment is recently constructed and tucked away on a side street in the Fairyland neighborhood. You are within walking distance of Rock City Gardens and Starbucks. Nearby are numerous opportunities to hike or enjoy scenic views of downtown Chattanooga, which is only a short drive away.

Indoor spaces · Family · Accuracy

Lookout Mountain Retro Pad

Peaceful, mid-century bluff home with valley, city, and Blue Ridge Mountain views from the East Brow of Lookout Mountain! An outdoor fire pit, two indoor wood burning fireplaces, a bluff side pool, and outdoor seating to enjoy the beautiful views & singing birds. Open kitchen floor plan, natural light, and four bedrooms to comfortably accommodate up to 6 guests (up to 8 guests for immediate family).

Indoor spaces · Kitchen · Getting around

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)

Indoor spaces · Family · Heating

The Magic Treehouse

Cozy and spacious cabin at the top of Lookout Mountain, GA. Enjoy the woodsy scenery and outdoor activities around Lookout. Close to hiking and biking trails, hang gliding, rock climbing, and many other outdoor activities. It is only 20 minutes from downtown Chattanooga. There is plenty of room on both decks for bikes or hang gliding equipment and anything else you might want to bring.

Family · Kitchen · Breakfast

Lookout Lazy Bear Cabin

Looking for a family or group of friends get away but close to Chattanooga, Rock city and Ruby Falls?? This is a cozy cabin in the woods away from everyone but close to everything! There is plenty to do outdoors! hiking, mtn biking, rock climbing, to name a few. The cabin is totally DISINFECTED and SANITIZED after each guest leaves for your safety. Come relax at our Lazy Cabin!!

Indoor spaces · Kitchen · Cleanliness