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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.

Rooftop Mtn View Townhome | St Elmo Chattanooga

Modern 3-story townhome in St. Elmo, perfect for couples & small families. Walk to local restaurants, shops & attractions close to Ruby Falls, Rock City, Hiking & Riverwalk. Free parking, fast wifi, & rental bikes near by. Located at start of the Riverwalk. Relax on the rooftop patio w/ views of Lookout Mountain, or unwind on the king mattress & sofa queen bed. Nespresso + Keurig coffee, FireTVs and real plants throughout. A cozy, quiet retreat in a safe, charming area! Professionally cleaned!

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.

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

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.

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.

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.

Modern Apartment in Heart of Charming St. Elmo

This airy-modern apartment is perfect for professionals, families, couples and individuals. - 5 min drive to Downtown - August App/Smartphone Access only - High-speed Internet - Fiber - Washer & Dryer - Youtube TV - Record unlimited Walking distance to: - Incline Railway - Hiking - Rock Climbing - River Walk - Running, Cycling - Buchanan's Barber Shop - Peace Strength Yoga - Goodman's Coffee - 1885 Restaurant - Tap House - Mr T's Pizza - Clumpies Ice Cream

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.

Lookout Mountain Retro Pad

Peaceful, mid-century bluff home with valley, city, and Blue Ridge Mountain views from the East Brow of Lookout Mountain! An outdoor fire pit, two indoor wood burning fireplaces, a bluff side pool, and outdoor seating to enjoy the beautiful views & singing birds. Open kitchen floor plan, natural light, and four bedrooms to comfortably accommodate up to 6 guests (up to 8 guests for immediate family).