Holiday rentals with a fireplace in Lookout Mountain

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.

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!

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!

Lookout Mountain Valentine Drive Cabin #2

Cabin Number two is a cozy cabin. Enjoy a front porch swing and rockers. Relax and unwind while still be closing to local attractions. The cabin offers three bedrooms. The master bedroom has a queen bed and a sitting area, bedroom 2 has a full bed and a twin bed, bedroom 3 has a twin bed. The living room offers a pull out couch and an additional couch. The living room offers an electric fireplace. The living room has a little desk area. The back porch also has a washer/dryer in back room.

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.

★Firehouse Loft in NorthShore - Clean + unique

Renovated, clean, modern loft apartment in a 1920 fire station. Soaring ceilings, wood floors, brick walls, huge windows - lots of character! You'll be staying right where firemen lived 100 years ago. Easy access to everything — fantastic local restaurants, Whole Foods, downtown, the riverfront, the aquarium, parks and Stringer's Ridge are all walking distance. Our guests have said: "Coolest loft this side of the cosmos" and "I felt like I was living inside my Pinterest board."

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. 

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).