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Whippoorwill Retreat Treehouse

“Come, Relax, & Write Your Own Story” Whippoorwill Retreat is a romantic, family-friendly treehouse tucked in the treetops just 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 retreat to the Canopy Suite, where a view of the stars awaits. Write your fairytale at Whippoorwill Retreat.

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!

Huckleberry's "Cottage on the Pond"

Huckleberry's Cottage, 2 bedrooms, 2 baths located in a secluded gated setting overlooking our pond. Our cottage guests enjoy sitting on the porch overlooking the beautiful pond, taking a leisurely 1/2 mile walk around our pond or sit on the dock fishing, or just listening to the fountain sounds like a waterfall. We invite you to join us at the pond for some bass and bream fishing, please bring fishing gear and enjoy catch and release fishing at your leisure. Angela and James Superhost

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 View

Incredible Mountain View Home only 25 minutes from Chattanooga. A short 7 minute drive up the mountain, Trenton, GA and Interstate 59 close by. TAG, Where TN, AL, and GA come together. A mountainous area dominated by Lookout Mtn., with elevations of 2000 feet. There are over 7,000 caves within an hours drive, including Howard’s Waterfall Cave directly below. Hiking trails with waterfalls abound. Our place is more than just a place to spend the night, it is a destination.

Canyon Cabin with Carport and WiFi, Dog-baby ok

Built in ‘16, this lovely little cabin in a little cabin neighborhood is cozy and convenient. Near Cloudland Canyon State Park (1.5m), Hanggliding (8m), Chattanooga (28m), Canyon Grill restaurant (.6m), and many wedding venues. Queen bed in main level bedroom, full bed in open loft and twin pull-out in the living room. Private screened back porch, slackline, WiFi, TV, Gas grill, carport. Max 2 dogs are ok. No dishwasher, ice-maker or fire pit. NO SMOKING or tow-behinds.

Hemlock hideaway

Relax with the whole family at this peaceful place to stay. Country setting, 40 minutes to Chattanooga Tennessee, 10 minutes to Trenton Georgia, 20 minutes to Lafayette Georgia. Three miles to Cloudland Canyon State Park. Thirty seven minutes to Tennessee aquarium. Convenient to Canyon Grill, Cafe 136, Lookout Mountain Pizza 2 miles ( open Thursday through Saturday). Hiking, hand gliding, caving plus other available activities.

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.

Mountain View Cottage

Five (5) Star Cottage without a 5-star price! Quoted review: "Clean, spacious, comfortable, and well-appointed". "The best Air BnB we've stayed at". Great one-bedroom cottage; short drive to Cloudland Canyon, and Rock City. Ruby Falls is a short 20-minute drive featuring a 40-foot climbing tower with five routes of varying difficulty and 700 feet of rushing zip lines with amazing views of the Tennessee Valley!

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)