Holiday houses in Blue Hole

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.

Cozy Chalet with Beautiful Views of TN River

Located on the side of Signal, 10 minutes to downtown, while immersed in nature near pristine hiking trails and other mountain amenities, this home is equipped with 1 Gig of fiber optic internet, and is ideal for remote working. Imagine yourself cozying up to the fireplace with a book, enjoying a cocktail while swinging on the deck, or simply enjoying the view while roasting s’mores with friends at the fire pit. Close to the city while immersed in nature, this gem is the best of both worlds!

The Nest by the River

This private, romantic house is the perfect getaway for couples. Constructed in 2017, this two story house is set in the backdrop of the Tennessee River gorge. Oversized glass windows on both floors provide breathtaking view of the river and surrounding mountains. Just 15 minutes from downtown Chattanooga and five minutes from kayak and stand up paddle boarding rentals as well as hiking trails. Please only those 21 and up. Please note the house is up in a hill, the driveway is steep.

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.

Window Rock A-Frame | Bluff View, Hot Tub, Top 1%

Experience the Window Rock Modern A-Frame—an exclusive retreat perched on a private 5-acre bluff. Wake up to panoramic mountain views from the lofted king suite. Soak in a seven-foot Alaskan cedar hot tub at sunset. End the night at the fire pit under some of the darkest skies in the region. Rated in the top 1% on Airbnb. For more images and videos, follow us at @windowrockmodern, or find us online. Booked on your preferred date? Try our other, larger property, Jackson Point!

The Coalmont Cabin - Romantic Lakefront Escape

A quiet lakeside retreat made for slow mornings and star-filled nights. Wake to coffee on the deck as the fog drifts across the water, geese gather along the shoreline, and the world feels still for just a little longer. Spend your afternoons out on the lake, gliding through lily pads in a moment that feels like a scene from The Notebook. Tucked among the trees with a saltwater spa beneath the stars, The Cabin is where peaceful seclusion meets unforgettable memories.

Downtown/NO CHORE Checkout/KING bed/FREE parking!

Welcome to downtown Chattanooga! This stylish one bedroom condo offers all the comforts of home and the feeling of a five star hotel! ⭐️You will find a king size bed to get that well deserved rest, high speed internet, a dedicated work space and full kitchen with unlimited coffee and snack bar to prepare for the day ahead. Did we mention you are in walking distance to all the local hotspots our charming city has to offer! Book now - we'd love to have you stay!!!

Gardens in the Gorge Cottage: Chelsea

Tudor cottage nestled in the Tennessee River Gorge minutes from downtown Chattanooga. Our Tudor village is part of Gardens in the Gorge which is tucked into Prentice Cooper State Forest with views of the Tennessee River Gorge and epic views of the Tennessee River (just across the road). The property has four cottages, curated gardens, Windsor Hall (event space), and hiking trials. Guests have access to 15 acres of land to explore and enjoy.

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.

Peaceful Mountain Retreat - 15 Minutes to Downtown

Experience the epitome of comfort in our newly renovated guesthouse, boasting a private entrance and a luxurious king-size bed. Situated within walking distance of Signal Point National Park, Rainbow Lake Wilderness Park, MayFly Coffee, and Civil Provisions, every adventure awaits just steps away. Additionally, enjoy a drive to nearby attractions such as Pumpkin Patch Playground, McCoy Farms, Bread Basket and Pruett's Grocery.

Views for Days

Peace and quiet awaits you in this modern cabin with a view. Open concept with private bathroom and loft for additional guests. Wrap around porch providing spectacular sunsets and views for days. Enjoy this private house within 30 minutes from downtown Chattanooga, minutes from great fishing, rock climbing, biking, hunting and hiking. Get the best of both worlds at Cabin with a view. NO DOGS ALLOWED. No exceptions!

Riverfront Getaway with a View

Featured on Outside Online: “The 12 Coziest Mountain-Town Airbnbs in the U.S.” Nestled in the Tennessee River Gorge, this cozy cabin offers stunning views, river access, and peaceful seclusion—just minutes from Downtown Chattanooga. Whether you're sipping coffee on the porch, fishing at sunrise, or hitting a nearby trail, it's the perfect blend of nature and city adventure in America's first National Park City.