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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.

SEE Lookout |NO CHORE Checkout | KING Bed | VIEWS!

Find your Zen when you stay at this peaceful home away from home nestled at the foot of Lookout Mtn. Only minutes to downtown, this charming two bedroom, three level, open concept condo has every amenity. Spacious rooms, comfy beds, high speed wifi, and full kitchen. Outdoor space to enjoy that morning coffee from the fully stocked coffee station. Free off street parking. Walkable to local attractions, dining and entertainment. Centrally located for ease of access to wherever you’re headed!

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.

Lookout Mountain Apartment

This garage apartment is located across the street from the Incline Station and 3 blocks from Point Park and access to mountain trails. Private setting in a wonderful neighborhood. We have parking in our driveway for one extra car. The kitchen has a full sized refrigerator, sink , microwave, coffee maker, electric skillet, toaster and slow cooker. Renter must be 21 or older. We don't accept children under the age of 12. Only two people may stay in the apartment. No pets. No smoking.

Base of Lookout Mtn/Incline - 7 Min. to Downtown

Located in the heart of charming, historic St. Elmo, this spacious one bedroom apartment is nestled at the base of Lookout Mountain. A very short stroll will take you to the world famous Incline, wonderful restaurants, a coffee shop, a tap house and more. Short distances to downtown, the Aquarium, Rock City, Ruby Falls and the 13 mile Tennessee Riverpark. Just 1/2 mile from the first natural urban bouldering park in the southeast (please request a guide if staying for bouldering).

Boutique St Elmo Farmhouse 7 min from Downtown

Beautifully remodeled Farmhouse originally built in 1887. Experience a piece of local Chattanooga history while letting your stress melt away in this tranquil house. Only a 5 min walk to the incline, excellent coffee shops and restaurants. This amazing home has tall ceilings, huge windows and stunning light filled spaces. Hang out in the huge kitchen/dining area while the rest of your group relaxes in the adjoining living room. Only a 7 min drive or Uber to downtown Chattanooga.

Guest House with Stunning Sunrise & City Views

Experience Chattanooga from this vibrant 2BR/2BA second‑floor guest house featuring sleek hardwood and tile floors! Minutes from Ruby Falls, Rock City Gardens, the Incline Railway, the Riverwalk, and the Walnut Street Walking Bridge, you’re also close to top hiking, mountain biking, and rock climbing. Plus, enjoy walkable restaurants, including 1885 Grill and Little Coyote. With parking for two vehicles and a bright, modern vibe, this is your perfect adventure base!

5* Downtown Townhome [Pets stay FREE!] + Amenities

Southern Charm Meets Modern Convenience in Chattanooga’s Southside! 🌟 Experience true Southern hospitality in our centrally located Southside home—just minutes from downtown Chattanooga and right off I-24, making it the perfect stay for road trippers, remote workers, and travelers visiting Volkswagen or nearby hospitals. Located less than a mile from the new Erlanger Park, home of the Chattanooga Lookouts! Enjoy all the perks of city access without the city noise!

Blue Ivy: Modern Charm, 1 Mile to Ruby Falls

Come and Relax at this Cozy and Beautiful Blue Ivy Cottage! It’s close to everything you want, nature, downtown Chattanooga, Ruby Falls, Cloudland Canyon and scenic views. Only 10 min to town! This bright modern cottage is nestled among trees on gorgeous Lookout Mountain with views of the downtown city lights from the deck. Its beautiful design will invite you to want to come back for every special occasion. Come bring your sweetheart to Blue Ivy, it's perfect.

Rose Cottage

Cozy modern interior with a vintage flavor features open concept kitchen, dining and living areas, and sleeps six or seven. Master bedroom has queen bed and two vanity ensuite bath with large walk-in shower. Full size comfortable bed in 2nd (middle) private BR and twin beds with brand new matresses and box springs in private front bedroom. The second full bath with tub and shower is located off hallway. Laundry room has full size washer and dryer.

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.

Riverwalk Townhome on South Broad

The perfect place to stay. Welcome to South Broad at the Riverwalk Trailhead. Our community offers easy access to the best of Chattanooga's attractions while just steps away from the future Lookouts Stadium and the Riverwalk. Enjoy plenty of living space and modern amenities. With stunning views of Lookout Mountain. South Broad offers comfort and convenience in equal measure. Electric car chargers available as well.