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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.

The Cavern Cave Cottage w/ Hot Tub & Scenic Views

This hand-carved cave cottage has a beautiful exterior and gets even better as you go inside. Its well decorated cavern interior will charm you with its thoughtful layout. On the main floor there is a full kitchen with stone counters and dining bar, a sitting area with comfy chairs, a bathroom with an oversized tile shower, a bedroom with a queen bed and a private porch with a large hot tub. Up the stone steps you'll find a super cute bedroom loft with lots of windows and more amazing views.

Family Fun - Private Pool, Spa & Mountain Views

Welcome to a beautifully designed lower-level guest suite. From the moment you step inside, you’ll notice that every detail has been thoughtfully curated with your comfort in mind. Unwind in the hot tub, splash in the pool, end the day making s'mores with the kids as the sun sets. This property is perfect for 2-4 guests, 5 with a baby. "Paradise. We could not have asked for more. The suite was beautiful and stocked with everything we needed... The pool and hot tub were so relaxing." - Heidi

Old Blue Chair TinyHouse: Lookout Mtn Sunset Views

CNN and HGTV-featured tiny house with the best sunset view on Lookout Mountain. Old Blue Chair sits at the cliffside with a Dutch door overlooking the valley 1,400 feet below. 10 minutes from Cloudland Canyon, Rock City, and Ruby Falls; scenic drive to downtown Chattanooga. Sleeps 5 with a queen + twinxl + sofa bed, Potter-esque reading nook, and multiple lofts. Family-friendly. Extra-spacious kitchen and bath by tiny-house standards. Self check-in, free parking, sundeck, and fire pit area.

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!

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

Cabin with Amazing View and Hot Tub on Lookout Mtn

Perched high on Lookout Mountain this cabin sits on 5 acres & was featured on Fox TV's "The Spiel". It has amazing views from the hot tub & rocking chair porch with treehouse like decks all around. It's three bedrooms, one a loft, sleeps 6, & has two baths. It has a 58" smart HDTV. The famous Canyon Grill & the Creag restaurant and Cloudland Canyon Park are 5 mins away. Rock City, Ruby Falls, hang gliding, & Chattanooga are also close by! Small dogs considered with prior approval.

Magnolia Tiny Home - Hot Tub and Mountain Views

Magnolia is our tiny home in Wildwood, Georgia, where you can feel the wonder of the world. Located on an acre of land near the base of Lookout Mountain, our country house is tucked away among leafy trees, a grassy meadow and mountain views that’ll make your heart smile. Here, take a nap in the afternoon sunshine. Explore our peaceful countryside. And soak beneath the stars in our hot tub for two. Read on to discover more about the Magnolia experience …

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.

Cozy Getaway with a View!

Property includes 3 bedrooms, bathroom with tub/shower combo, living room with TV, office/desk space, dining area that seats 6, kitchen, and laundry room. The back porch has a patio set that seats 6, making it easy to enjoy the beautiful view! The patio also includes a grill. The back patio/yard also has a hot tub as well as a firepit that is perfect for those relaxing, romantic evenings! The city lights in the valley are mesmerizing at night!

Sunset views, FirePit, Pond Fishing, Hot Tub

Escape with family and friends to “Little Cabin on the Farm,” where the hardest choice you’ll make is how to relax. Read or nap on the porch swing, fish for rainbow trout, bass, or brim, stroll by the pond, or watch the sunset by the outdoor fireplace or fire pit. Grill and dine inside or out, unwind in the hot tub, or enjoy games and cornhole. Need more room? Check our profile to book “Little Barn on the Farm,” which sleeps 6 more guests.