Holiday rentals in Valley Head

Mountainfarms' Farmhouse -pet friendly, near Chatt

Come enjoy country life in our Civil War era, newly renovated farmhouse. Located on 19 acres in a beautiful setting at the foot of Lookout Mt. There are 2 springs to dip your feet in, woods to hike in, a rocking chair front porch & a large entertaining back porch with great views of the mountains, woods, old outbuildings & beautiful pastures. Inside, modern amenities along with several original architectural elements. Restaurants, many attractions, outdoor activities & Chatt within 30 min.

Mentone 1880s Log Cabin, Walk to Town, King Suites

Whether you're celebrating, reconnecting with friends, traveling with family, or simply enjoying extra space as a couple — The Nest offers private King suites and beautiful shared gathering areas. The Nest at Hoot Owl Hollow is a fully renovated 1880s log cabin featuring two Designer King suites and a bunk room, located within walking distance of downtown Mentone. Park once and enjoy privacy, comfort, and the rare experience of staying in a historic log home just steps from downtown Mentone.

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.

Spring DEALS B4 Gone+FirePit+HotTub+Pet+LogCabin

Decorated for Christmas! REMODELED w/ new spa style tile shower. Features wooded views, private hot-tub, gas fireplace, wood burning fire-pit, smart TV's, & WIFI. 5 minutes from DeSoto Falls. just added new driveway that allows entrance to cabin w/ just 4 steps. This spacious yet cozy-feeling retreat has something for everyone to enjoy! Cabin allows for pets under 25 pounds. No retrievers or heavy shedders. It shares a driveway w/a cabin which is close. Be careful- acorns falling in fall.

The Laurel Zome - Wood Fired Japanese Hot Tub

Acres of nature surround and insulate your moment of rest here at the Laurel Zome. With intriguing geometry drawn directly from the architecture of mountain laurel blossoms, pangolin scales, and pinecones—the simplicity and focus of the zome allows a lofty experience. Wake to natural light spilling in from expansive faceted windows and skylights. Enjoy the ritual of stoking a fire to prime your body to slip into downy sheets for sleep, or into to the waters of your Koto Elements spa tub.

Howard Finster's Paradise Garden Suite 1

Paradise Garden Foundation operates, maintains & conserves this historic art site and pet friendly duplex home, offering FREE UNLIMITED ACCESS to Howard Finster's Paradise Garden. #1 shares a porch with #2. Paradise Garden is a non-profit & all guests make a contribution by staying with us. Our listings: www.airbnb.com/p/sleepinparadise (*Please note: the neighboring "Howard Finster Museum Suite" & "Vision House Museum" is independently owned & has no affiliation or access to the garden.)

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.

Fannie's Place

This tiny home is on the historic home site of Fannie Mennen and the Plum Nelly Clothesline Art Show. She even named the road. The home is brand new, artfully decorated and has 1 double bed, 1 bath, a sleeping loft with 2 twin beds, and a queen sleeper sofa. The view is from 2000 ft elevation and looks into the valley and across to the mountain again. There is civil war history on the property. There is a 100 ft drop so guests are asked to not stay here with young children.

20-ac of tranquillity next to Desoto State Park

Oakleaf Hideaway is a recently renovated cottage nestled in the trees on 20 private acres on top of Lookout Mountain. Featuring private walking trails, waterfalls and 2,000 feet of frontage on Straight Creek, the cottage is your perfect getaway to unwind and recharge. Located just 1.5 miles from the visitor's center at Desoto State Park, the cottage is close to everything including the restaurants of downtown Mentone, Little River Canyon, and shopping in Ft. Payne.

⁙ Secluded Studio-Style Cabin in Quiet Mentone ⁙

Nestled in the woods on the canyon below DeSoto Falls, the Azalea House is a peaceful escape to Lookout Mountain. Renovated in June 2025, to include a full kitchen, this quiet, wooded property is .5 miles from DeSoto Falls, 7 miles from the Mentone town center, .5 miles from Shady Grove Dude Ranch, and adjacent to Fernwood of Mentone. The properties of Mountain Laurel Inn lie on the outskirts of DeSoto State Park, and offer easy access to trails and hiking.

The Shack - Tiny Cabin on Lookout Mountain w/HT

The Shack is an amazing cozy tiny home located on a private wooded lot. Come away to experience the incredible views while either catching the sunrise on the rocking chair front porch, or sipping your favorite drink, relaxing in the evening as the sun sets. Sitting atop Lookout Mountain, you’re invited to experience a couple’s romantic weekend getaway from your busy life, to unplug, and have an unforgettable connection with nature.

Natsukashii Haus -Ghibli tribute

In Japanese Natsukashii means something akin to nostalgia, like a fond childhood memory. And for many of us, the Ghibli films that inspired this space are the embodiment of that feeling. From the moment you step through the door of this one of a kind space, you'll feel the love our artists put into it! Sleep in Howl’s bedroom or Totoro’s nook and relax in our authentic Japanese soaking tub! Come stay and let us spirit you away!