Family-friendly rentals near Rock City

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.

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.

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.

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!

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.

The Hangar at On The Rocks Container Mountain View

The Hangar, a one of a kind custom repurposed cargo container getaway atop Lookout Mountain, Georgia. The Hangar is named after its unique design to resemble the hang gliders that occasionally pass by from the nearby hang gliding flight park. Perched on the western brow, The Hangar features unforgettable sunset views. Cloudland Canyon State park is nearby where you can hike to beautiful waterfalls or visit Chattanooga, TN

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.

Cloudland Cottage - Hot Tub -Wooded Valley View

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.

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.

Hillside Haven | Hot Tub | EV | Firepit | Cornhole

With luxurious hot tub and rustic charm, "Hillside Haven" is one of our most treasured secrets. Indulge yourself with our luxe hot tub, mountain views, wood-burning firepit, Level II EV charging station, outdoor seating, life-sized games including cornhole & giant Jenga, fun board games, charcoal grill, 4K smart TV's, and fully inspired chef's kitchen. Welcome to "Hillside Haven."

Free Ruby Falls Ticket & More-Treehouse-Hot Tub

Private getaway with hot tub! Embrace a quiet escape in this one-of-a-kind luxury retreat nestled in the woods of Lookout Mountain! New Dawn Glass House is a custom treehouse inspired modern bungalow (without all the steps!) and is simply stunning both inside and out. Book now to enjoy a cozy getaway (yet convenient to all the attractions in and around Chattanooga)!