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

❤️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

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!

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.

Pisgah Highlands Tree House

Secluded tree house getaway nestled in the mountains 25 minutes outside of Asheville NC and 4 miles to the Blue Ridge Parkway. Located on a 125 acre private forestry managed property that backs up to Pisgah National Forest. Off grid glamping at its finest. Snuggle up to a book and unwind, eat amazing food in Asheville, plan some epic hikes, and catch some great music at a brewery. *4WD/AWD vehicles mandatory*.