Family-friendly holiday rentals in Cashiers

Historic Luxury Cabin | Private Outdoor Tub

Heady Mountain Cabin, a restored 1890 retreat with outdoor claw foot tub, nestled between the Nantahala National Forest and our horse pasture. Curated for a luxurious stay with rustic charm, spa-level comfort, and space for romance and reflection. Breathe fresh air, soak in the private outdoor tub, play a record, gather by the firepit. Slow down and reconnect with yourself, each other, and nature. Fresh coffee and a welcome drink await. Ideal for a romantic escape, solo retreat, or small family.

Cottage at Casuarina Lodge - Luxury, Pet Friendly

LIVE...YOUR GREATEST STORY! Nestled on beautiful, lush acres of high altitude and protected rainforest, The Cottage at Casuarina Lodge (pronounced casa - reena) creates a ONE-OF-A-KIND opportunity for guests desiring a unique, luxury experience. Combining the rustic elements of water, nature and air in the mountains with upscale finishes, The Cottage is unparalleled in its design and furnishings and unlike any other place on earth (AND certainly in all of Glenville, Cashiers, and the Highlands).

Luxury Log Cabin • Hot Tub • 7 min to Highlands

Retreat to the silent woods in meticulously restored original “Joe Webb” log cabins: Gilmer Lodge marries the nostalgia of original rustic period architecture with modern finishes, including completely new kitchen and bathrooms. Nestled beneath old-growth tree canopy, this design-forward property includes two separate log cabins – circa 1790 and early 1900s – that together function as a single home. The two cabins are adjacent to each other, connected exteriorly by a wrap-around covered porch.

River Love ~Tiny Adventure *Highlands

Rain or shine this is the perfect place to be with all its outdoor space! WNC Special Pricing DISCOUNT more than $100/night lower than past years! As featured in Naples Daily News, this "Luxury Victorian Train Car" / Tiny House/ "Victorian Caboose" / Gooseneck Horse Trailer / Gypsy Trailer / Wild Wild West Saloon Car meets Bordello is the perfect place to escape for an adventure on the Cullasaja River in Highlands, NC. Whatever you find yourself calling it, welcome to your great Escape!

Magical Wizarding House Near Top Attractions!

Experience the magic of the wizarding world in our enchanting house! Nestled on the Mountain Shire property (check out our insta @mountainshire), just minutes from Pigeon Forge, Smoky Mountains National Park, and Dollywood. Relive your favorite scenes with magical decor inspired by your favorite books and movies. Sleeps 6 with a queen loft bed, sofa bed, single bed in a nook, and bed under the stairs. Enjoy Roku TVs, a kitchenette, and a patio with chiminea. Perfect for a magical getaway!

Hide Inn Seek Hillside Treehouse 1.5mi to Main St

Escape to luxury at the Hillside Treehouse brought to you by the biophilic hospitality brand 'Hide Inn Seek'. Located in Highlands NC, just 1.5 miles from main street, this newly built home sits boldly among the trees allowing you to indulge in nature while enjoying luxury accommodations. The 58 step ascent leads you up to a treehouse experience like no other. Check out our newly listed sister property, Bird Nest Treehouse, designed just for couples—complete with a full spa experience!

Huge Views, Outdoor Tub, Fire Pit, Close to Town!

Perched at 4,200' high and under 10 minutes to downtown Highlands and Cashiers, this easily accessed, light filled, cabin offers massive, year-round, long range views of Whiteside &Rock Mountains from every room of the house as well as from our expansive decks! -10 Minutes to Downtown Highlands (shopping, dining, art culture) -8 Minutes to Cashiers Crossroads (Whiteside brewery, coffee, shopping) -5 Minutes to Whiteside Mountain trailhead -15 Minutes to Lake Glenville (Boat Rentals!)

Mountain Gem Breeze Hot Tub and $1M Views

Perfect spot to get engaged! 13 proposals in 2025!!! Did someone mention endless million-dollar views! Perfect place to pop the question and we can help with extra decorations! Enjoy a stylish experience at this centrally located place. Mountain Gem Breeze @ Whiteside Cliffs is located inside a gated community. The hiking possibilities are endless! A short trip to downtown Cashiers or Highlands makes this central location a dream come true. Less than 5 minutes to Cashiers Sliding Rock!

Cabin I Private hiking trails | Hot Tub I Sauna

Welcome to your private mountain escape in Lake Toxaway, NC! This 1-bedroom, 2-bathroom cabin is a one-of-a-kind retreat, offering breathtaking sunset views, a peaceful wooded setting, and unique architectural details. Unwind in the hot tub under the stars, relax in the sauna, challenge your partner to air hockey, or cozy up by the fire pit—all while enjoying the beauty of nature. Plus, enjoy exclusive access to 3 miles of private hiking trails, perfect for exploring the great outdoors!

The Understory: Cabin with Outdoor Tub and Sauna

Welcome to The Understory. Nestled deep in the rhododendron covered woods, this romantic hand-crafted tiny home offers you a peaceful and memorable stay just 15 minutes from both Asheville and Black Mountain. The comfortable living space includes a rain shower, king sized bed in a lofted sleeping area, cozy wood stove and a full kitchen. Surrounding the cabin is a large deck with a table and chairs, a luxurious soaking bathtub, and a patio equipped with a fire pit and propane grill.

Bright & cheery! Modern, quiet, peaceful.

Discover a bright mid-century inspired cabin nestled on 4+ private acres near Cashiers & Highlands, NC. Thoughtfully designed with clean lines, natural light, and positive vibes, this stylish retreat features a screened-in covered porch, fire pit, gas grill, and a spacious deck for lounging or stargazing. Surrounded by nature yet close to town (20 minutes drive), it’s the perfect blend of mid-mod design, comfort, and mountain seclusion. Book your unforgettable escape today!

Geodesic Dome in 22 Acre Forest Outdoor Shower+Tub

Escape everyday life in this Geodesic Dome in the tranquil mountains of North Georgia. Nestled on 22 forested acres near Helen, this peaceful retreat is your gateway to hiking adventures and stress-free relaxation in the heart of nature. Situated in the vibrant arts district of historic Sautee Nacoochee, this uniquely designed Airbnb offers the ideal launchpad for outdoor adventurers, vineyard enthusiasts, & those seeking relaxation.