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Ray's Place on Lookout Mountain

From the back deck you can see 3 states! Gigabit wifi is freely available to all guests, along with Fiber Optic 4K HD TV, fireplace, outdoor fire pit, BBQ grill, 2 full bathrooms, 3 beds, nice kitchen with brand new appliances, BOSE surround sound for incredible movie watching, washer & dryer, and a million-dollar view. Chattanooga 20 minutes, Cloudland Canyon, Rock City and hang gliding all within 5-13 minutes. Very safe area, & onsite security. Undeclared guest fee of $50 per night for each un

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.

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.

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.

Mountain's Edge

Mountain's Edge by AAF, 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!

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.

Peaceful Historic Maple Cottage near Lookout MTN

Enjoy the relaxing space of this remodeled historic home built in 1910. Located only 6 miles from downtown Chattanooga, and just minutes to popular hot spots such as Rock City and Ruby Falls, this is the perfect place to call home for a staycation or vacation. Make some memories at this unique and family-friendly one bedroom cottage in the "country" that is also SO close to the city. Guests here will also enjoy fresh local eggs during their stay(when in laying season!)

Cabin at Wayside - weekend available!

Located atop the forested landscape of Lookout Mountain, but just a 10-minute drive from Chattanooga, the Cabin at Wayside offers privacy and quiet in what is described as a luxury tree house. It's located high up in Wayside Estate and 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. 

Our Catty Shack

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

Sunset views, FirePit, Pond Fishing, Hot Tub

Escape with family and friends to “Little Cabin on the Farm,” where the hardest choice you’ll make is how to relax. Read or nap on the porch swing, fish for rainbow trout, bass, or brim, stroll by the pond, or watch the sunset by the outdoor fireplace or fire pit. Grill and dine inside or out, unwind in the hot tub, or enjoy games and cornhole. Need more room? Check our profile to book “Little Barn on the Farm,” which sleeps 6 more guests.

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).

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)