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.

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.

Cozy Cabin w/ fireplace - The Hilltop Hideaway

*Two bedrooms- king bed in master, 2 twins in the other *Wood-burning fireplace *Outdoor fire pit *Back deck with view *Private, quiet, peaceful setting *Fully equipped kitchen *Close to winter sports, waterfalls, hiking, Lake Glenville, zip line tours, alpine coasters, golf, spas, fishing, shopping, fabulous restaurants, and more! *Convenient to both Highlands and Cashiers *Baby/kids gear: pack-n-play, booster seat, step stool, kids dinnerware, outlet covers, cabinet locks, books, toys, games

Huckleberry Cabin

Introducing Huckleberry Cabin: Enjoy this charming 3-bedroom, 2-bathroom retreat just 5 minutes from Cashiers Crossroads. Nestled in a peaceful setting, this property features a fenced yard, an inviting living area, a well-stocked kitchen, and a covered porch to enjoy the scenery. Gather around the fire pit for complimentary s'mores and stargazing. The upper level boasts a luxurious king bed and private bathroom, while the main level includes two queen beds, accommodating up to six guests.

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!)

The Perch- Big Mountain & Lake Views | Hot Tub

Our charming and private cottage is perfect for your Blue Ridge retreat! This 1950s cabin has been fully updated but retains its quaint midcentury mountain charm. Minutes from the amenities of Cashiers, Highlands, and Lake Glenville, you'll be treated to lake and mountain views, a spacious front porch, a backyard fire pit, a vintage wood-burning stove, and a cozy bedroom. The kitchen is equipped with all the utensils you'll need to prepare meals as well as coffee appliances.

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!

The Dogwoods Upper at Vineyard Gap

Welcome to the Upper Dogwoods of Vineyard Gap, our Upper Unit offers panoramic views of mountains and forest, perfect for a serene escape. This handcrafted retreat features expansive windows that bring nature’s beauty inside, creating a secluded haven for couples or solo adventurers. If you’re traveling with friends or family, reach out about booking our two other unique units for a full experience. Enjoy the best view in The Dogwoods from this breathtaking vantage point!

2BR Mtn Top View • Hot Tub • Cashiers & Highlands

Mountain top retreat nestled at 4000ft elevation. Between the Blue Ridge Mountains and a Christmas tree farm. Enjoy expansive views in this secluded home away from home. Located in Glenville, NC just 17 minutes to Cashiers and 33 minutes to Highlands. This 2/2 is a perfect couples getaway or come enjoy it with some friends and family. This westward facing house will have you enjoying unmatched sunsets every night after a day full of exploring the area. @stayatstardust

Amazing Lakefront home with private NEW dock

Relax with your whole crew in a peaceful, secluded house right on the lake. Spend the days paddling around in the supplied canoes, jumping off the dock into the crystal clear water and floating to your hearts content. The only sounds you will hear is the waterfall across the way and the streams that run on each side of the house. In the evenings enjoy dinner on the deck, drinks by the fire pit, and relaxing in the hot tub.

The Oasis | Hot Tub + Whiteside Mountain Views

Welcome to The Oasis at Whiteside Mountain, an intimate mountain retreat with breathtaking views of iconic Whiteside Mountain. Perfectly positioned between Highlands and Cashiers, this romantic escape pairs a private hot tub, elevated comforts, and unforgettable scenery with the personalized service of your own property concierge. Come for the view, stay for the experience, and discover your oasis in the mountains.