Chalet holiday rentals in Hillsboro

Cliffhanger-Host pays Airbnb fee- hot tub - views

Built in 2022 Cliffhanger Retreat boasts a million dollar view and luxury space you are looking for , experience the Upper Cumberland’s premier waterfront paradise. Stunning view of the main channel of Center Hill Lake and surrounding hills from literally every room. Covered hot tub & cedar enclave gives guests the Gatlinburg experience at half the distance and half the price . Make this spot your home base for gatherings or day trips to Nashville or soak up the local scenery in comfort!

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!

Relaxation Pointe

Discover Relaxation Pointe, where every moment is an invitation to unwind and rejuvenate. This remarkable lake house offers a beautiful layout that exudes sophistication and comfort, creating the perfect setting for your vacation. Step into the heart of the home—a remarkable open living and kitchen combo adorned with granite countertops. Here, you'll find not one but two Keurig coffee makers to ensure that your mornings are as relaxed as your evenings. *NOT walking distance to lake*

Tranquility at Fall Creek Falls

Relax and enjoy the fresh mountain air at Tranquility. This chalet-style log home is perfect for rocking on the front porch, star-gazing from the new hot tub on the covered back porch, or relaxing by the fire in the beautiful vaulted ceiling living room. Includes 65 inch Tv in living room, large Tv's in all bedrooms, fiber internet, laundry room, park grill, and fire pit. Located at the north entrance of Fall Creek Falls and only a 5 minute drive to the Cascades and Nature Center.

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!

Valhalla! Rustic Cabin, Marina, Dock, and Firepit!

Valhalla is an amazing, rustically decorated, cozy chalet, in a gated community next to Center Hill Marina, and a short walk to a dock. We offer a firepit, propane grill, and lots of games and puzzles. Kitchen is fully equipped. A golf cart can be rented for $25/ day to get to the dock and back and visit the neighborhood park. Boat rentals are available next door at the marina. Unwind and unplug at Valhalla! Sleeping is king bed, queen bed, bunk bed with trundle, and a couch.

Cabin at Wayside - weekend available!

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. 

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.

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.

Twilight Ridge

Welcome to Twilight Ridge, the perfect lake house for you and your guests to enjoy. This charming retreat is adorned with country décor, creating a cozy and welcoming atmosphere that will make you feel right at home. Fully Stocked Kitchen: The kitchen is thoughtfully equipped to ensure you have everything you need to prepare exceptional meals during your stay. *NOT walking distance to lake*

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.

Center Hill Wakehouse

Welcome to Center Hill Wakehouse, our family’s favorite lakeview getaway in Blue Water Bay. With space for 15, big views, and a loft the kids will love, this home was made for reconnecting. Relax on the screened porch, hang out on the deck, or head down to the pool or marina just minutes away.