Holiday 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!

True Tiny Home & Community l 6 Mins To Downtown

Escape to a charming tiny home atop Lookout Mountain, just minutes from Mentone! ✔ Cozy Tiny Home ✔ Pet Friendly ✔ As Seen on TV; Tiny House, Big Living (HGTV, DIY Network) ✔ 4 Miles to Mentone ✔ 30 Minutes from 3 Scenic State Parks: Desoto, Cloudland Canyon, Little River Relax, unwind, and explore the nearby parks, or simply enjoy the peaceful mountain views from your porch. This unique getaway offers a perfect blend of comfort and adventure. Come experience the beauty of mountain living!

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.

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.

⁙ 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.

The Belvedere Box at On The Rocks Tiny Home Container

Welcome to The Belvedere Box at On The Rocks, a unique repurposed cargo container getaway atop Lookout Mountain, Georgia. The Belvedere, meaning beautiful view, is situated in the western brow and features amazing sunset views. The Belvedere Box is a true place to relax and meditate, therefore there is no access to television. There are 2 shared fire pits located at each end of the property. Firewood is provided along with ingredients to make s'mores.

Pet Friendly Cabin on 3 acres w/ kayak & Huge Pond

Leave your worries at the door at this cozy, tastefully designed, pet-friendly cabin ($40/dog/night) on 3 secluded acres facing Whiskey Lake. Relax on the large front porch or in the spacious Master Suite with King Bed. Keep an eye on wildlife or cast a line to fish in this unique, peaceful retreat. Tailored for your comfort from linens to art, only 8 minutes from downtown, providing the ultimate getaway for those seeking solitude and adventure.

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.