Family-friendly holiday rentals in Cashiers

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.

Cozy Cabin w/ fireplace - The Hilltop Hideaway

*Two bedrooms- king bed in master, 2 twins in the other *Wood-burning fireplace *Outdoor fire pit *Back deck with view *Private, quiet, peaceful setting *Fully equipped kitchen *Close to winter sports, waterfalls, hiking, Lake Glenville, zip line tours, alpine coasters, golf, spas, fishing, shopping, fabulous restaurants, and more! *Convenient to both Highlands and Cashiers *Baby/kids gear: pack-n-play, booster seat, step stool, kids dinnerware, outlet covers, cabinet locks, books, toys, games

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!

Brookside Cottage

Brookside cottage is newly renovated and surrounded by forest in the mountains of western North Carolina. A mountain stream descends in front of the cottage providing an restful water feature. Located in Transylvania county between Brevard and Cashiers, the area is named the “Land of Waterfalls”. Supplies (food, drink, etc.) are available 2 miles from cottage. Caution to low riding cars/sports cars: the last half mile to this cottage is a gravel road and must ford a small stream.

The Perch- Big Mountain & Lake Views | Hot Tub

Our charming and private cottage is perfect for your Blue Ridge retreat! This 1950s cabin has been fully updated but retains its quaint midcentury mountain charm. Minutes from the amenities of Cashiers, Highlands, and Lake Glenville, you'll be treated to lake and mountain views, a spacious front porch, a backyard fire pit, a vintage wood-burning stove, and a cozy bedroom. The kitchen is equipped with all the utensils you'll need to prepare meals as well as coffee appliances.

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!

Snug Cabin by Lake Glenville

245 square foot tiny house located in Glenville, NC! 2.5 miles from public access to Lake Glenville, 5 miles from Cashiers, and 1.5 miles from Sawyer Family Farmstead. We are less than 30 minutes to Highlands and Western Carolina University. Vaulted ceilings give an airy feel to the small footprint of the cabin. The bedroom is cozy with a queen bed and original artwork by my husband. The kitchen has a tiny stove, microwave, refrigerator, and coffee maker.

Almost Heaven Overlooking Lake

Almost Heaven is located above Lake Glenville with wonderful water and mountain views. One half of this updated duplex is all you'll need for your home base to explore everything outdoors in Jackson County. Downtown Cashiers and its grocery store, boutique shopping, and restaurants are only five miles away. Turn right onto Route 64 and travel 20 minutes to the town of Highlands, NC to explore Main Street and its' shopping and restaurant experiences.

Lazy Moss Cabin at Lake Glenville and pet friendly

Welcome to Lazy Moss Cabin in Western North Carolina, you can see more if you go to You Tube and search for the name Lazy Moss cabin. Situated among the lush mountain laurel, native rhododendron and moss covered yard at a cool elevation of 3500 feet. We area a pet friendly rental with a limit of 2 pets per visit but NO pet fee because we have found that pet owners are very considerate of our cute cabin so thank you and enjoy your stay.

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!