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Whippoorwill Retreat Treehouse

“Escape, 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.

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.

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.

Mountain's Edge

Mountain's Edge by AAF, built in 2024, is right where you want to be! A cozy, stylish home overlooking the gorgeous views of the valley. While being just far enough away to enjoy the benefits of a quiet mountainous getaway, you're also 25 minutes from downtown Chattanooga, TN, where there is an abundance of amazing activities to partake in! It features a comfortable living space, stunning view with a double decker porch, hot tub, fire pit, and plenty of peace and quiet to relax and enjoy!

Cloudland Canyon Cozy Private Hideaway

Meet Little Nelly! A cozy spot for 2 guests max. 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!

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!

The Lookout Mountain Birdhouse

Welcome to the Lookout Mountain Birdhouse! This modern cabin in the woods (completed in 2021) is surrounded by stone, trees, and a breath taking view! This house was built to stretch towards the clouds with a 1000 sqft deck and bird's eye view from inside. The 8 foot windows allow for an unobstructed view. The sunset facing view and valley below offer pure relaxation. Watch out for hang gliders and eagles- they love to fly by! Whatever your reason for visiting, this place has it

The Fox Den @ Cloudland Canyon

Discover the gorgeous mountain views outside of this cozy retreat! Enjoy a day of hiking at Cloudland Canyon State Park and then retreat to this luxurious space. Enjoy a full kitchen, or check out some of the local dining spots within 5 miles. The loft is great for kids and has a full size bed. Below the loft is a king size bed next to a 75" TV and modern sofa. Full bathroom with upgraded finishes. Small workspace provided too! We hope you will enjoy this space as much as we do!

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.

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!

Cloudland Arbor. Rooted in Nature

Welcome to Cloudland Arbor — Rooted in Nature, Your Place of Retreat. Surrounded by forest on our 14-acre Lookout Mountain property, Arbor offers 3 bedrooms, peaceful indoor and outdoor spaces, private trails, a pond, and access to the bluff. Come to rest, read, walk, reflect, create, or simply step away from the ordinary. A dedicated workspace, high-speed Wi-Fi, wired internet, and strong cell service are also available when life requires your attention.