Chalet vacation rentals in Lookout Mountain

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!

Value · Family · Outdoor spaces

Cabin at Wayside - on Lookout Mtn, close to city!

The Cabin at Wayside is located on wooded Lookout Mountain in Wayside Estate, less than a half-mile from Covenant College and just a 10- minute drive from Chattanooga. Offering privacy and quiet in what is described as a luxury tree house, the cabin is 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. 

Location · Value · Wifi

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!

Family · Value · Heating

Pinnacle Lux A-Frame

Pinnacle invites you to experience a unique retreat in an exquisite A-Frame. Woodland trails on 30+ acres meander throughout our nature retreat and nearby creeks offer seasonal swimming holes and exploration. This rare gem is both a place of respite for those seeking time in nature and conveniently located just 8 miles from downtown Chattanooga. It's a perfect place for couples and families looking to escape or explore all Chattanooga has to offer.

Family · Value · Laundry

Skyuka Chalet Wooded Retreat | Spa, Pool, Firepit

Like all of our Wauhatchie Woodlands rentals, the Skyuka Chalet is a quiet retreat in the woods above Chattanooga. The Chalet features a wrap-around deck with a private hot tub and can sleep up to 6 people. Guests can access a shared pool and patio with a fire pit and outdoor dining area. Please note that we are not an event space. The pool area is shared with two other homes, and parties are prohibited.

Family · Value · Getting around

Foster's Cabin 4 | 2 Minutes from Foster Falls

Escape to Foster’s Cabin 4, a cozy woodland retreat just minutes from Foster Falls. Perfect for couples or solo travelers, this peaceful cabin offers a comfortable place to relax after a day of hiking, swimming, or exploring the Fiery Gizzard trails. Enjoy the quiet beauty of the South Cumberland and unwind in a private, nature-filled setting close to one of Tennessee’s most iconic outdoor destinations.

Location · Indoor spaces · Comfort

Foster's Cabin 3 | 2 Minutes from Foster Falls

Foster’s Cabin 3 is a cozy retreat just 2 minutes from Foster Falls, placing you steps from hiking, waterfalls, and the scenic beauty of the South Cumberland Plateau. After a day on the trails, relax in a comfortable, well-appointed space with everything you need to unwind. Perfect for couples, families, or friends seeking adventure, fresh air, and a peaceful mountain escape.

Location · Family · Kitchen

Bluff View Chalet

Wake up to breathtaking brow views spanning three states at your private studio-style chalet, where cozy comfort meets fresh air and the ultimate outdoor escape. Designed for slowing down and unplugging, this charming retreat lets you soak in the scenery, enjoy morning coffee with a view, and unwind under starry skies.

Moss Rock Chalet-cozy chalet

Tucked away for a peaceful escape, this studio-style chalet offers a simple, comfortable stay with a strong connection to the outdoors. Whether you’re looking to unwind or just enjoy a change of pace, this space is designed to help you relax and recharge.

Waterfall Chalet-amazing views

Welcome to your own little piece of paradise—where the views steal the show and the experience is anything but ordinary. This luxury studio-style chalet delivers cozy comfort, elevated charm, and just the right hint of adventure.

Sunset Chalet-Adventure Awaits!

Welcome to your little slice of heaven—with a view that’ll stop you in your tracks and a stay you won’t soon forget. This luxury studio-style chalet brings the cozy, the charm, and just a touch of adventure.