Family-friendly vacation rentals in Highlands

Historic Luxury Cabin | Private Outdoor Tub

Heady Mountain Cabin, a restored 1890 retreat with outdoor claw foot tub, nestled between the Nantahala National Forest and our horse pasture. Curated for a luxurious stay with rustic charm, spa-level comfort, and space for romance and reflection. Breathe fresh air, soak in the private outdoor tub, play a record, gather by the firepit. Slow down and reconnect with yourself, each other, and nature. Fresh coffee and a welcome drink await. Ideal for a romantic escape, solo retreat, or small family.

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.

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

Luxury Log Cabin • Hot Tub • 7 min to Highlands

Retreat to the silent woods in meticulously restored original “Joe Webb” log cabins: Gilmer Lodge marries the nostalgia of original rustic period architecture with modern finishes, including completely new kitchen and bathrooms. Nestled beneath old-growth tree canopy, this design-forward property includes two separate log cabins – circa 1790 and early 1900s – that together function as a single home. The two cabins are adjacent to each other, connected exteriorly by a wrap-around covered porch.

In Town Highlands Sweet Spot for Two; one queen

Kick back and relax in this calm, stylish, and private space located just 3 blocks from Main Street, in downtown Highlands. Small, but perfect cottage for couples with lots of special touches such as, tile bath with heated floor and bidet, new Sealy cushion firm mattress with all cotton bedding, TV in BR, new leather furniture, 50” TV, DirectTV streaming, work table, fully equipped kitchen stainless appliances, rocking chair front porch, separate patio, charcoal grill, small fire cauldron.

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!

Highlands cabin 6 mins to Main St on scenic pond

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-friend!

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!

Cabin I Private hiking trails | Hot Tub I Sauna

Welcome to your private mountain escape in Lake Toxaway, NC! This 1-bedroom, 2-bathroom cabin is a one-of-a-kind retreat, offering breathtaking sunset views, a peaceful wooded setting, and unique architectural details. Unwind in the hot tub under the stars, relax in the sauna, challenge your partner to air hockey, or cozy up by the fire pit—all while enjoying the beauty of nature. Plus, enjoy exclusive access to 3 miles of private hiking trails, perfect for exploring the great outdoors!

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.

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.