Holiday rentals with a hot tub in Lookout Mountain

Treetop Retreat - Amazing Views, Hot Tub, Secluded

Welcome to The Treetop Retreat, our farmhouse-style home in the foothills of Lookout Mountain. From our hilltop perch, enjoy awe-inspiring views of the mountain and Cloudland Canyon. And total seclusion with no one in sight. Our enchanting outdoor areas include a fire pit and two decks with a hot tub. Plus two grassy yards. Inside the house, you’ll live well among comfy furniture, fiber optic Internet, a game room and windows everywhere. Read on to learn all about our retreat in Wildwood, GA …

Sunset Haven 4BR + Pool + Hot Tub + Fireplace

Nestled on historic Missionary Ridge (10 mins from downtown), this cozy home offers panoramic views of Lookout Mountain, downtown Chattanooga, and the Tennessee river. This spacious 4 bedroom home @ 3300sq ft holds stunning views from every room of the house. MAIN FLOOR: Master w/full bath + Screened in porch, Living + Dining + Kitchen (open layout), gas fireplace + half bath DOWNSTAIRS: Queen Suite, Queen Bedroom, Bunk room, Full Bath, Laundry Room OUTDOOR: Large deck, Pool, Hot Tub, Garden

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.

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

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.

Our Catty Shack

Oliver and Lacey (the cats) would love to welcome you to Our Catty Shack! ***NOTE: Our Catty Shack comes WITH indoor/outdoor 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.

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.

Hillside Haven | Hot Tub | EV | Firepit | Cornhole

With luxurious hot tub and rustic charm, "Hillside Haven" is one of our most treasured secrets. Indulge yourself with our luxe hot tub, mountain views, wood-burning firepit, Level II EV charging station, outdoor seating, life-sized games including cornhole & giant Jenga, fun board games, charcoal grill, 4K smart TV's, and fully inspired chef's kitchen. Welcome to "Hillside Haven."

Lookout Lazy Bear Cabin

Looking for a family or group of friends get away but close to Chattanooga, Rock city and Ruby Falls?? This is a cozy cabin in the woods away from everyone but close to everything! There is plenty to do outdoors! hiking, mtn biking, rock climbing, to name a few. The cabin is totally DISINFECTED and SANITIZED after each guest leaves for your safety. Come relax at our Lazy Cabin!!