
Holiday rentals in Cloudland
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Top-rated holiday rentals in Cloudland
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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!

FoResTree HousePeaceful LuxeTreehouseEscapeHotTub
FoResTree House is the creation of two Foresters with a love of uniquely designed spaces that capture and highlight the beauty of the Forest and all the products it has to offer.The tree house is situated on the lower half of our 11 acre property surrounded by mature hardwoods.Artistically crafted with native woods from the area, professionally decorated with a blend of vintage and reclaimed materials.Check out video on YouTube ForesTree House.Come relax, be inspired, and enjoy this quaint gem!

TreeTops—Mentone cabin in the boulders
Rustic cabin in the woods nestled among giant boulders. Perfect for romantic getaways or small families. Open living area downstairs and large loft bedroom (sleeps 4), plus two decks and a screened-in porch. Pet friendly. Includes fireplace and outdoor fire pit. UPDATE - now has Air Conditioning! Conveniently nestled between DeSoto State Park & Falls, Little River Canyon and Mentone. 100% of your cleaning fee goes to our cleaners. Checkout is easy. Please note: steep indoor stairs.

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!

Howard Finster's Paradise Garden Suite 2
Paradise Garden Foundation operates, maintains & conserves this historic art site and duplex home, offering FREE UNLIMITED ACCESS to Howard Finster's Paradise Garden. Paradise Garden is a non-profit & all guests make a contribution by staying with us. We also have a pet friendly & 2 bedroom option: www.airbnb.com/p/sleepinparadise (*Please note: the neighboring "Howard Finster Museum Suite" & "Vision House Museum" is independently owned & has no affiliation or access to the garden.)

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.

⁘ Newly Renovated | Wooded Retreat with View ⁘
Nestled in the woods on the canyon below DeSoto Falls, the Mountain Laurel House is a peaceful escape to Lookout Mountain. 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. Enjoy the large fire pit area, or coffee on the porch.

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!

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.
Popular amenities for Cloudland holiday rentals
Other great holiday rentals in Cloudland

Secluded Tiny Cabin near Cloudland Canyon +Firepit

Tiny home atop Lookout Mountain

Eagles Nest in Mentone

Brand New "The Containers" Mentone, AL

Hideaway- Relax, Connect, Explore

Mountaintop Retreat

Moon Lake Suite/King BD/HotTub/FirePit/Luxury Bath

Luxury Bluff Cabin • Hot Tub + Epic Mountain Views
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- Cloudland Canyon State Park
- Tennessee Aquarium
- Sweetens Cove Golf Club
- Lake Winnepesaukah Amusement Park
- Black Creek Club
- Coolidge Park
- Chattanooga Golf and Country Club
- Gunter's Landing
- Lake Guntersville State Park
- Chattanooga Choo Choo
- Cloudmont Ski & Golf Resort
- The Honors Course
- Hunter Museum of American Art
- Creative Discovery Museum
- National Medal of Honor Heritage Center
- Sir Goony's Family Fun Center
- Wills Creek Winery
- Maraella Vineyards and Winery
- Jules J Berta Vineyards
- Fruithurst Winery Co




