Vacation rentals in Cloudland

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!

Private Cottage on Lookout Mountain

The Blue Cottage is located atop beautiful, historic Lookout Mountain. It comfortably accomodates 2 people. The cottage is within walking distance of the Lookout Mountain Flight Park (hang gliding), and within an easy 7-8 mile drive to Rock City, Point Park and Ruby Falls. Cloudland Canyon State Park is just down the road and offers wonderful hiking trails and waterfalls. Pets are allowed. Prior approval is required. A pet fee is charged. Please see house rules or house manual for more detail.

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.

Cricket by the Creek - Creek, Trails, Pool, Kayaks

Cricket by the Creek is a shabby chic, tiny home atop Lookout Mountain with its own creek access. We created this tiny home experience to give you a weekend away from your busy life, to unplug and have an unforgettable connection with nature. Cricket by the Creek is located within a tiny home community called Little River Escape which has many amenities for you to enjoy during your stay: pool, pool house, river and lake access, hiking trails throughout, and fire pits by the river.

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.

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!

Private Cabin near Downtown Mentone 3 acres & 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.