Vacation rentals in Cloudland

The Sassafras Treehouse

The Sassafras Treehouse on Lookout Mountain is a brand new luxury treehouse with panoramic views and a spectacular sunrise. The treehouse features an a fully functional kitchen, (mini fridge, induction cooktop, and convection microwave) a traditional queen bed, a full bathroom, oversized soaking bathtub, outdoor shower, hot tub, firepit, bed swing, and several additional amenities listed below. This home is suited for 2 guests. This is a place to relax, unwind and unplug, therefore there is no television at this location. The Sassafras Treehouse is situated on 18 acres with many natural elements such as boulders, some of which were used in the construction and pathways of the treehouse, mountain laurel and sassafras on the grounds. Occasionally you may even spot deer. There are yurts nearby, not managed by us but we are happy to give you the info if you have additional people you are traveling with who want to stay nearby. The treehouse is constructed of many repurposed materials. The heart pine floors, lathing strips for ceiling construction, and reclaimed lumber used for ladder to the loft bedroom and chevron barn door was all from a furniture store that was over 100 years old. The beautiful dutch door was taken from an estate in Asheville, North Carolina. As you can see, a lot of love went into this one of a kind treehouse and we hope it brings our guests joy and peacefulness. Just like any other treehouse, this treehouse can slightly sway in high winds. This treehouse was built from a treehouse plan and has additional bracing. This rental is not suitable for pets or children under the age of 12. Minimum age to check-in is 21. The Sassafras Treehouse does not permit indoor smoking, parties, or events. 2 vehicles are permitted on the property and all guests staying overnight must be listed when booking. The treehouse is located 20 miles from downtown Chattanooga, 16 miles to Rock City, 3 miles to Cloudland Canyon, and is central to many other attractions. I am available by message and also live in the area if assistance is needed. **The outdoor shower will be winterized if temperatures drop below freezing.

Appalachian Sanctuary Villa

Kick back and relax in this peaceful, stylish space. Modern, boho style, 3 bedroom house and 14 acres of beautiful forest on Lookout Mountain. Trails, bluff, pond. Meditate, take walks, reconnect with nature, read - everything you need to recharge. But if you would must to conduct some business - we have everything ready for you as well: dedicated work space, high speed wi fi (and wired) internet, 5 bar cell phone reception. Multiple state parks, great restaurants, shopping places within minutes

Mountainfarms' Farmhouse -pet friendly, near Chatt

Come enjoy country life in our Civil War era, newly renovated farmhouse. Located on 19 acres in a beautiful setting at the foot of Lookout Mt. There are 2 springs to dip your feet in, woods to hike in, a rocking chair front porch & a large entertaining back porch with great views of the mountains, woods, old outbuildings & beautiful pastures. Inside, modern amenities along with several original architectural elements. Restaurants, many attractions, outdoor activities & Chatt within 30 min.

Quiet Getaway Atop Lookout Mountain

Located atop beautiful Lookout Mountain, GA this quiet and peaceful wooded getaway is just 30 minutes from downtown Chattanooga and Covenant College. We are 5 minutes from Cloudland Canyon State Park, and 10 minutes from Canyon Grill, Mountain Top Cafe, and groceries in Trenton. We are 10 minutes from Southeast Lineman Training School. We have Wifi, central heat and air, kitchen, fireplace, two decks, and lots of parking. If you have any additional questions, please don't hesitate to ask!

Vantage Point II

Come Relax with a stay at Vantage Point II. Enjoy breathtaking views, amazing sunsets and this beautiful three bedroom, two and a half bath, single level home. It overlooks the hang glider landing zone so you can watch the gliders and planes from the patio or raised porch! The home is well stocked and is located only 2 minutes from the flight park, 10 minutes from Cloudland Canyon, 10 minutes from Trenton, 10 minutes from Covenant College and 20 Minutes from the edge of Chattanooga (St Elmo).

Whippoorwill Retreat Treehouse

“Come, Relax, & Write Your Own Story” **NO SERVICE FEES** Whippoorwill Retreat is a romantic, family-friendly real treehouse in the treetops 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 the Canopy Suite, a view of the stars awaits. Write your fairytale at Whippoorwill Retreat.

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.

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.

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.

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.