Family-friendly vacation rentals in Highlands

Modern A-frame, Large Deck, 5 Min walk to Main st.

Our “Be Joyful” chalet is the perfect place to experience the natural beauty of Highlands. Expansive private decks and Fire Table create an inviting outdoor ambiance. The chalet has lots of natural light, a comfortable open dining/living room space, luxury bedding, and a fully stocked kitchen with top of the line appliances! Warm and stylish decor with all the modern conveniences of home. 5-10 Min Walk to Historic Highlands Downtown 7 Min Drive to Dry Falls 8 Min Drive to Whiteside Mountain

Comfy Creek Side Cottage In Town; Perfect For Two

This tastefully decorated small cottage is conveniently located just three blocks to downtown Highlands. Just a 10-12 minute walk to the shops and restaurants on Main Street. Also within walking distance is The Botanical Gardens, Sunset Rock, and Kelsey-Hutchinson Park. There are several trails directly accessible from the doorsteps of this creek side sweet spot. All new furnishings including queen sized Sealy Posturepedic Cushion Firm mattress, all cotton linen, and outdoor furniture on deck.

Melrose Cottage

Our Joe Webb cabin is just minutes drive and a 15 min. walk to the Historic mountain town of Highlands, NC, with great restaurants, dining, bars, spa, art and culture. At 4,100 feet we have hiking, zip lining and waterfalls,romantic winters and summers with temps in the 70's - low 80's. You’ll love this place because of the coziness, warmth and charm of a classic mountain log cabin with all the modern comforts. It is great for couples(and a child), solo adventurers, and business travelers.

MeadowHill Guesthouse - Mountain view-3 mi to town

This charming guesthouse is nestled in a wooded setting with mountain views. Relax on the wraparound porch taking in the fresh air and scenery 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. Please note: Kitchenette only - No stovetop. The guesthouse shares the property with the main house which was built in 1930. Just minutes to the shopping and dining of both Highlands and Cashiers.

"BearHaven" Vintage Highlands Cottage at its Best

BearHaven is nestled in a groove of majestic towering white pines amidst a variety of hardwoods, native mountain laurel and rhododendrons. This charming two-bedroom, two bathroom cottage is tastefully crafted from vintage pine has a cozy living room, a well-equipped kitchen and multiple indoor and outdoor seating areas. The 500 square foot screened in Veranda is the cottages "crown jewel". Just minutes to downtown and only a mile to Glenn Falls. The Fire Pit is a must see and enjoy!

Hydrangea House - Close to Main St!

Experience a lovely blend of nature and convenience at this beautifully updated mountain retreat. You’ll feel the tranquility of the mountains while being just a short (3/4 mile) distance from the charming main street of Highlands, NC. Enjoy easy access to delightful restaurants, unique shops, and all the local attractions (check out our guidebook for recommendations!). This home is easy to find off highway 64 and provides a mountain getaway with the excitement of a quaint town.

Modern Mountain Getaway. Quiet & close to town.

Discover a stunning mid-century modern cabin nestled on 4+ private acres near Cashiers & Highlands, NC. Thoughtfully designed with clean lines, warm wood tones, and vintage-inspired furnishings, 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, it’s the perfect blend of mid-mod design, comfort, and mountain seclusion. Book your unforgettable escape today!

Hide Inn Seek Hillside Treehouse 1.5mi to Main St

Escape to luxury at the Hide Inn Seek Hillside Treehouse in Highlands, NC. Located just 1 1/2 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. It’s a cozy retreat designed just for couples—complete with a full spa experience!

Highlands, NC Authentic Log Cabin w/ Canoe + Dock

Less than 5 minute drive to downtown Highlands + a short canoe ride to On the Verandah restaurant with water access to Lake Sequoyah...Quiet mountain location with beautiful wooded views down to Big Creek. Enjoy the back deck, dock + canoe, and fully stocked kitchen. Completely redecorated with new bedding, towels and art. High chair, bumbo seat and porta crib. Photos and trip ideas at @whittlebearscabin on IG.