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

❤️Romantic Highlands Cottage❤️Trail Access to Town!

At 4000+ feet & only a 10 min walk to town on the Rhododendron Trail. Totally renovated 2017!! Light & sunny 3 bed/2 bath, 750 sq. ft. Originally built by my wife's g-grandmother in the 1940's. Floor to ceiling shiplap, 17 ft. ceilings, hardwoods, reclaimed barn wood, custom fixtures, heated marble/slate bath floors, tankless water heater, gas fireplace, porch, Wifi, TV, washer/dryer, kitchenette. Beautiful gardens! Classic Highlands charm with modern comforts! Hike, fish, shop, or relax!

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!

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

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!

Par’s Heavenly Highlands Generator! Winter Ready!

This home is full of light and love! It has two bedrooms with a queen in each and a queen sleeper sofa in the living room. Two bathrooms with walk in showers. Beautiful kitchen ready to cook and bake. The deck is the perfect spot for outdoor meals or a relaxing book, while secluded in Laurels and the sound of a mountain spring. It is an easy stroll to Main Street. Par’s Heavenly Highlands is my dream home! Come visit! Marsha (most folks call me Par:)

Romantic Loft Fireplace + Heated Floors | Lunori 1

A quiet, design forward mountain retreat in Highlands, made for slowing down. Wake up to heated floors, spend your days exploring town and nearby trails, and unwind by the fireplace at night. Loft 1 is a private, romantic escape for couples or solo travelers, with warm textures, curated details, and a calm, modern aesthetic throughout. Part of a boutique four unit property, tucked into nature just minutes from town.

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.