Holiday rentals with outdoor seating in Highlands

Walk to Town Chalet w/ Live-In Art Gallery

Welcome to Art Chalet, a lux & cozy chalet in the heart of downtown Highlands! Walk to downtown & less than a 1 minute drive to Main St, you'll find a luxurious and chic chalet nestled on a hillside. Directly across from Smokehouse BBQ & High Country Wine & Provisions, this gem offers everything you need for a relaxing and convenient stay. Enjoy your morning cup of coffee surrounded by beautiful artwork cast upon a backdrop of captivating mountainside views. Book now to elevate your experience.

River Love ❤@ The Barn *Highlands Trout Fishing

This romantic retreat on the 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 bring the outdoors in. Romantic is just the beginning as you sleep with views of the moon and stars over your bed in 1 of the master bedrooms. Or choose the enormous suite downstairs for views of the river and fireflies.

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

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.

Mountain Air Cabin

Adorable & freshly renovated cabin located in a private wooded community between Highlands and Franklin in the Nantahala National Forest. Our light & airy cabin is nestled on almost 4 acres of woodsy, mountainous terrain and is private and picturesque, yet still convenient to town. We love relaxing on the front porch, surrounded by nature and enjoying the sounds of the streams & views of the mountains. It is a peaceful cabin to relax & enjoy the cool breezes and scenery of the Smoky Mountains.

Highlands cabin on scenic pond & 6 mins to town

Highlands House in the Laurel Escape to this 3-bedroom, 2-bathroom cabin overlooking scenic “Sparkling Lakes,” a private pond home to various wildlife like fish and heron. The cabin is perfect for a family, one or two couples, or friends seeking a Highlands getaway. Situated about 6 minutes from downtown Highlands and 15 minutes to Cashiers. Roast marshmallows in the fire pit, explore nearby waterfalls and hiking trails or checkout local restaurants and shops. The cabin is pet-friendly.

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.

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.

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!