Vacation rentals in Cloudland

Cloudland Canyon Cozy Private Hideaway

Meet Little Nelly! A cozy spot for 2 guests max. NO PETS. This Lookout Mountain tiny charmer (under 200 sq ft) offers quick access to hiking, biking, waterfalls, caves, fishing, & hang gliding. Cloudland Canyon 5 min away, Lula Lake Land Trust 15 min, Rock City Gardens 25 min, and Chattanooga & Ruby Falls 30 min. Great eats including wood-fired pizza & BBQ. McLemore Golf Resort 15 min offers great bites, drinks, & epic mountain views! No freezer in mini fridge, but yes to coffee, cream, & sugar!

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.

Wandering Gypsy Tiny House (Live A Little Chatt)

With the best view from our mountaintop tiny house retreat outside of Chattanooga, sits the Wandering Gypsy Tiny House! Designed by Emily Key, this funky cozy tiny house is built with all recycled materials. Enjoy breathtaking (hot tub) sunsets from the best views on the bluff of Lookout Mountain! Our secluded location is in close proximity to all of Chattanooga's coveted outdoor adventures! Rock City, Ruby Falls, and Cloud-land Canyon (Waterfall Hikes) are all within a 10 minute drive!

Vantage Point

*newpaved driveway* *new mattresses* (added after recent review) Come experience life at the "Vantage Point"! This cozy home with amazing views is located less than ten minutes from Cloudland Canyon State Park and is less than half a hour from downtown Chattanooga! With both an upper and lower deck, there's plenty of space to soak up the sun, enjoy the view and even see a hang glider or two! You can't ask for much more! Comfy Beds in a Cozy Convenient Home with Breathtaking Views!

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.

Fannie's Place

This tiny home is on the historic home site of Fannie Mennen and the Plum Nelly Clothesline Art Show. She even named the road. The home is brand new, artfully decorated and has 1 double bed, 1 bath, a sleeping loft with 2 twin beds, and a queen sleeper sofa. The view is from 2000 ft elevation and looks into the valley and across to the mountain again. There is civil war history on the property. There is a 100 ft drop so guests are asked to not stay here with young children.

Little River Bus Stop

Our Bus has been featured in "Only In Your State Alabama" ! Unique? Original? Secluded? Triple check!A full sized bathroom and an extra tree house bedroom upstairs. Also plenty of lower and upper deck space that makes you feel like you are in the trees. A unique and creative build, that lets you be as close to nature as possible. You have a 1 acre wooded lot, that is completely secluded, all to yourselves. An experience you won't forget. There is no Wifi/ internet!

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.

Adorable Lakeside Lookout Cabin - Water/Mtn Views

Our adorable lakefront cabin with breathtaking views of Lookout Mountain and Johnson Lake. Enjoy swimming, kayaking, hiking, caving, fishing — right in your backyard! Inside you'll find a full kitchen, full bathroom, queen bed + sofa bed and cot too. Plus, pet-friendly! Must-Dos: - Cloudland Canyon (15 min away) - Wilderness Outdoor Movie Theater (15 min) - Lookout Hang Gliding (20 min ) - Downtown Chattanooga (20 min) - Ruby Falls (25 min) Book today!

⁙ Secluded Studio-Style Cabin in Quiet Mentone ⁙

Nestled in the woods on the canyon below DeSoto Falls, the Azalea House is a peaceful escape to Lookout Mountain. Renovated in June 2025, to include a full kitchen, this quiet, wooded property is .5 miles from DeSoto Falls, 7 miles from the Mentone town center, .5 miles from Shady Grove Dude Ranch, and adjacent to Fernwood of Mentone. The properties of Mountain Laurel Inn lie on the outskirts of DeSoto State Park, and offer easy access to trails and hiking.

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.

The Shack - Tiny Cabin on Lookout Mountain w/HT

The Shack is an amazing cozy tiny home located on a private wooded lot. Come away to experience the incredible views while either catching the sunrise on the rocking chair front porch, or sipping your favorite drink, relaxing in the evening as the sun sets. Sitting atop Lookout Mountain, you’re invited to experience a couple’s romantic weekend getaway from your busy life, to unplug, and have an unforgettable connection with nature.