Holiday rentals in Highlands

Romantic Mountain Escape with Hot Tub & Great View

Explore the mountains while chasing waterfalls and counting stars ✨ gazing through the skylight at the dome. Catch breathtaking views of the Mountain Scape & Relax listening to the sounds of the creek below 💞. Enjoy the privacy & seclusion while being within minutes to downtown Sylva & Dillsboro, Harrah's Cherokee Casino & The Smoky Mountain Scenic Train Ride 🚂. The National Parks & Blueridge Parkway is within 25 mins while bigger cities like Gatlinburg & Pigeon Forge are about an hours drive.

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

Live-In Art Gallery | Walk to Main | Steps to BBQ

Welcome to Art Chalet "Art in the HeART of Highlands". Enjoy a live-in ART GALLERY where fine-art fills every room, and every piece is for sale, set against breathtaking mountain views and natural light. Nestled on a lush hillside with two outdoor fireplaces, this chic walk-to-town mountain retreat blends elevated design with an unbeatable location~ 1 minute drive to downtown & steps to Smokehouse BBQ & High Country Wine Shop. Perfect for romantic getaways, couples retreats, & girls weekends.

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.

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!

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!

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!

Tree Tops Cottage

Adorable 3 bedroom, 2 bathroom cottage just two miles from Main Street. Located conveniently in quaint neighborhood right off 64. Clean, open floor plan with large dining table, living room, small covered front porch, and large back deck. Gas fireplace, Solo Stove Fire Pit on Deck, Gas Grill, Wifi, Two Smart TVs. Full kitchen with dishwasher, washer/dryer. Highlands charm with all the modern comforts! Hike, fish, shop or relax!