Holiday rentals with a fireplace in Lookout Mountain

Whippoorwill Cabin w. Stargazing Shower & Trails

Cozy cabin vibes, wild mountain air, and a stargazing shower to top it all off. Welcome to Whippoorwill Cabin, a colorful, comfy hiker's homebase nestled atop Suck Creek Mountain just 20 minutes from downtown Chattanooga. Whether you're here to hike, hammock, cook over a fire, or just listen the whippoorwills sing, this is where the magic kicks in. Step out your door and into adventure: hike the trails of Prentice Cooper State Forest, paddle the Tennessee River, or dip in the blue holes of Suc

Our Home in the Clouds

Our 3 BR, 2.5 bath home is close to downtown Chattanooga (14 mi) Ruby Falls & Rock City (7Mi), Lookout Mnt hang gliding park (1Mi) ,Covenant College( 5Mi ),Cloudland Canyon( 10Mi). You’ll love the breathtaking views and sunsets from the 2 rear decks. Master has a King bed and attached bath with a tub, 2nd BR a Queen, 3rd bdrm has 2 twins. There is a gas grill and dining table on the deck. * No smoking or pets allowed for the comfort of all our guests. Min age to rent is 25 per our insurance.

Cozy Cabin on Lake

Take it easy at this unique and tranquil getaway. Enjoy the great outdoors, relaxing on the porch facing the lake or sit on the dock and watch some of the most incredible sunsets while sipping your favorite beverage. Supplied Kayaks and Canoe get you floating on the 320 acre lake where you can fish and swim. This little 700 square foot house sits on 8 private acres only with the main house next to it. We supply bicycles and outdoor games for you to enjoy. The indoor gas fire place keeps you warm

Cozy Bungalow Minutes from Chattanooga!

This 1921 bungalow is 15 minutes from downtown Chattanooga, Rock City, and Ruby Falls yet with a rural wooded feel. Redesigned and renovated with new furnishings and appliances make your stay comfortable and worry-free. One queen bedroom with a large window overlooking the back deck; a living room with a seasonal wood-burning fireplace, queen sofa bed, and vaulted ceiling make this tiny bungalow feel spacious, airy, and light-filled. Kitchen and dining area are fully equipped for longer stays.

Mountain's Edge

The Appalachian A-Frame, 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!

Modern Monteagle A-frame with Hot Tub

Welcome to Camp Mae, a Scandinavian inspired A-Frame stay in Monteagle, TN. Minimalist designed yet elegant, offering the perfect escape- minutes from the Fiery Gizzard hiking trail and Monteagle. Relax in the hot tub or gather around the fire pit. For eco-conscious travelers, we provide an electric car charger. Experience seclusion of the mountains while only minutes from world class hiking, local restaurants and shops. This retreat harmonizes luxury with nature in a serene setting.

Cowboy guest house-Bring your dog-Work from here

Enjoy a little Georgia country Nirvana! This is a one bedroom guest cabin on our farm. It is perfect for a weekend getaway or a longer stay for a personal retreat or remote working. Our farm is 31 acres near the Chickamauga Battlefield. Horse country within spitting distance of downtown Chattanooga. Escape to a quieter life for however long you can manage it. Gaze at the horses, chant with the cows, let the frogs sing you to sleep. Walk our trails, relax by the pond. Unforgettable.

Scenic 2-bedroom cabin with heavenly views

This custom built 2 story, 2 bedroom, 2.5 bath home right on the bluff of Lookout Mountain offers majestic views, peaceful and calming scenery, and the chance to feel like you are right at home. Our goal is to provide what we would want in a vacation home for your family and more. Relax and unwind on the balcony with a cup of coffee, or on the patio with a glass of wine with dinner, or right by the fire pit at night as you watch the sunset. Come and enjoy a slice of heaven.

The Cabin at Wayside for a cozy, woodsy getaway!

Located atop the forested landscape of Lookout Mountain, but just a 10-minute drive from Chattanooga, the Cabin at Wayside offers privacy and quiet in what is described as a luxury tree house. It's located high up in Wayside Estate and surrounded by miles of biking and hiking trails. The cathedral ceiling and windows create a cozy living, dining and cooking area. A main floor bedroom and sleeping loft make the cabin perfect for couples, friends and small families. 

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.

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!

Fall Colors @ Lookout Mtn 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).