Family-friendly vacation rentals in Highlands

Live-In Art Gallery | Walk to Main | Steps to BBQ

Welcome to Art Chalet "Art in the HeART of Highlands". Enjoy a live-in ART GALLERY where fine-art fills every room, and every piece is for sale, set against breathtaking mountain views and natural light. Nestled on a lush hillside with two outdoor fireplaces, this chic walk-to-town mountain retreat blends elevated design with an unbeatable location~ 1 minute drive to downtown & steps to Smokehouse BBQ & High Country Wine Shop. Perfect for romantic getaways, couples retreats, & girls weekends.

RiverBunk, Highlands Vintage Treasure

RiverBunk fronts Culasaga River in the historic Mirror Lake area on Hicks Road. 1 mi from downtown, shopping, restaurants, art, spa, wine garden and outdoor activities. Truly a one of a kind cottage that will bring you back and wow you with coziness and romantic memories. Perfect for the couple who wants to escape but tip out to one of the many eateries or waterfalls in the area. Hiking, zip-line, seasonal snow tubing and local galleries will keep you entertained. Amazing New Dock and Dingy

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.

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!

Highlands cabin 6 mins to Main St on scenic pond

Highlands House in the Laurel Escape to this 3-bedroom, 2-bathroom cabin overlooking scenic “Sparkling Lakes,” a private pond home to various wildlife like fish and heron. The cabin is perfect for a family, one or two couples, or friends seeking a Highlands getaway. Situated about 6 minutes from downtown Highlands and 15 minutes to Cashiers. Roast marshmallows in the fire pit, explore nearby waterfalls and hiking trails or checkout local restaurants and shops. The cabin is pet-friend!

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!

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!

Cozy Cabin Nestled in the Woods

This cozy cabin is nestled in the woods in the scenic Horse Cove valley of Highlands, NC. The quintessential tiny house with rustic feel, this cabin is perfect for a weekend getaway or week-long stay. Front porch sitting, cooled by nature, unplugged from reality, and all the necessary amenities are things you'll enjoy during your stay. Just a short distance from beautiful mountain hikes and picturesque waterfalls, and minutes away from the town of Highlands.

FLY LAKE - A Modern Mirror Lake Cottage

Enjoy everything Highlands has to offer from this cozy cottage in the historic Mirror Lake neighborhood. Walk to the restaurants and shops downtown, gather around the outdoor fire pit, or just kick back and relax on the front porch. Newly renovated with a fully-appointed kitchen, luxurious bathroom, and comfortable furniture, you'll feel right at home after returning from a nearby hike. We provide everything you'll need for a memorable visit to Highlands!

WineTime

I can't think of a better place to be than Highlands, NC. The only thing better is a location with the ability to walk everywhere in town and be above a Wine Shoppe! You will access to our Main St. facing front yard with fire pit, tables and chairs. The end to a perfect evening is having a glass of wine while sitting by the fire pit. Our apartment was remodeled in 2017.