Family-friendly holiday rentals in Highlands

River Love ❤@ The Barn *Highlands Trout Fishing

This romantic retreat on the CULLASAJA RIVER will have you swooning for your love and wanting to stay longer. Nestled in a picturesque valley at higher elevations with views of the lower gorge and the Cullasaja river rapids as your playground, the open floor plan and abundant windows feel like treehouse. Romantic is just the beginning as you sleep with views of the moon and stars over your bed in 1 of 2 Master Bedrooms. Or choose the 2nd enormous suite downstairs for more views of the river.

Honey Bee Hideaway | Views + Deck + Close to Town

Welcome to Honey Bee Hideaway! Our sweet home got its name because of our passion for harvesting honey from our bee farm located in Georgia. Located just minutes from downtown Highlands. We are also just 1 mile from Glen Falls (a MUST see) & close to many trails & waterfalls. HBH has everything that you'll need for your getaway: *kitchen appliances & gadgets *5 smart TVs *fast Wifi *back & front porches w/ rockers for relaxing *grand stone fireplace for those cold nights! *Weber gas grill

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!

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!

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!

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!

Cozy Designer Loft w/ Fireplace + Patio | Lunori 2

LUNORI: THE NEW MODERN NOSTALGIA Come relax, unwind, and take in the natural beauty of the mountains. At Lunori we've crafted the ultimate relaxation experience to aid you in unplugging and reconnecting with yourself and those around you. The unit offers a king sized bed, kitchenette, wood burning fireplace, covered porch, heated floors, and modern amenities. --- Be sure to follow us on insta gram @ and join our mailing list for updates and specials!

Tree Tops Cottage

Adorable 3 bedroom, 2 bathroom cottage just two miles from Main Street. Located conveniently in quaint neighborhood right off 64. Clean, open floor plan with large dining table, living room, small covered front porch, and large back deck. Gas fireplace, Solo Stove Fire Pit on Deck, Gas Grill, Wifi, Two Smart TVs. Full kitchen with dishwasher, washer/dryer. Highlands charm with all the modern comforts! Hike, fish, shop or relax!

Redden's Retreat - 3 miles to Downtown Highlands

This charming log cabin is nestled in a wooded setting. Relax on the wraparound porch taking in the fresh air and tranquil scenery, listening to the sound of a stream as you warm up by the outdoor stone fireplace. The vaulted ceilings in the main house with a stone fireplace provide the perfect mountain ambiance. Pet and children friendly. Just minutes to the shopping and dining of both Highlands and Cashiers.