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.

Modern Mountain Getaway. Quiet and peaceful.

Discover a stunning mid-century inspired 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 (20 minutes drive), it’s the perfect blend of mid-mod design, comfort, and mountain seclusion. Book your unforgettable escape today!

❤️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!

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.

Magical Historic Cabin | Outdoor Tub

Heady Mountain Cabin, a historic 1890 retreat beside the Nantahala National Forest and our horse pasture. Curated for a dreamy full-service stay with rustic charm, exquisite comfort, and space for romance and reflection. Breathe fresh air, take a bath in the outdoor tub, play a record, gather by the firepit. Slow down and reconnect—with yourself, each other, and nature. Always fresh coffee and a welcome drink. Ideal for a solo retreat, romantic getaway, or a small family.

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!

Ruby Cottage - a Highlands' gem (street level)

Ruby Cottage is located on scenic Highway 64 just outside Highlands on the road to Cashiers. This cozy retreat is only minutes from the quaint shops and romantic restaurants in downtown Highlands. Activities abound - from fly fishing and hiking to world-class spas and cultural diversions. But the treetop views from this cottage's floor-to-ceiling windows may entice you to curl up with a good book and a glass of wine and stay indoors.

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.