Holiday rentals with a pool in Highlands

Highlands Spacious Cabin w/Hot Tub,games,gym+wifi

Bring the whole family to this stunning, newly updated Highlands retreat! This spacious 5BR + loft home features 3 full & 2 half baths, 3 king bedrooms, and 2 family rooms with large-screen TVs. Enjoy a chef’s kitchen with top-of-the-line appliances, cozy fireplace, fire pit, hot tub, and games including air hockey, ping pong, and Pac-Man arcade.Professionally decorated for comfort and style, with upgraded Starlink Wi-Fi. Just 4 miles from downtown Highlands—your perfect mountain getaway awaits!

One-of-Kind Retreat/ Walk to Town /Hot Tub & Pool

Escape to Meadowstream Lodge—a one-of-a kind mountain estate-like retreat on 2.5+ beautiful acres. Rare open pasture (ideal for kids & pets), creek, forest, and a view of Black Rock Mountain create a dreamy get away feel—yet you can walk to downtown dining, shops, and bars. Relax and unwind in the heated pool + hot tub, gather around the fire pit, or unwind on the café-lit deck with fire bowl. Fully stocked for families, pets, and play. We've thought of everything to make an unforgettable stay!

Heavenly Hideaway-Heated Pool! Paved, Pets Welcome

Welcome to Heavenly Hideaway! This beautifully designed home will take your breath away the moment you step through the door! Set on a bold creek in the heart of Maggie Valley, with flat, easy paved access, and paved driveway, this stylish cottage is the perfect home base for your mountain escape. Close to the festival grounds, shopping, skiing, and all the area attractions, it also comes with access to a heated pool, hot tub, clubhouse, and playground. Motorcycles welcome and pet friendly!

Huckleberry Cabin

Introducing Huckleberry Cabin: Enjoy this charming 3-bedroom, 2-bathroom retreat just 5 minutes from Cashiers Crossroads. Nestled in a peaceful setting, this property features a fenced yard, an inviting living area, a well-stocked kitchen, and a covered porch to enjoy the scenery. Gather around the fire pit for complimentary s'mores and stargazing. The upper level boasts a luxurious king bed and private bathroom, while the main level includes two queen beds, accommodating up to six guests.

Treetop Cabin w/ firepit + Mountain Stream

No matter the time of year, adventure always awaits in Sky Valley! With room for the whole family and your four-legged friend, this 3-bedroom, 2-bath cottage has all the amenities to make your time here effortless and unforgettable. Hike, zipline, golf, and sightsee in the beautiful mountains of North Georgia! Enjoy the sound of running water from a mountain runoff stream that flows right through the property! Enjoy resort amenities including pool (seasonal), hot tub, sauna, gym, and tennis.

Stunning Views and Hot Tub, at Beary Cozy Cabin

Welcome to our stunning mountain retreat, at Beary Cozy Cabin! Our home is located on Cowee Mountain in the Great Smoky Mountains, near the charming town of Franklin, NC. Featuring 4 bedrooms, 4 full baths, and 2 half baths, our cabin is the perfect getaway for up to 12 guests. Enjoy our expansive deck with a hot tub and breathtaking mountain views, perfect for seeing the natural fog that gives the Smokies their name. Come experience the area’s beauty and create unforgettable memories!

Beautiful Cozy Mountain Retreat

This beautiful space is a large, 1600 sq foot downstairs basement apartment, with a private entrance through the shared garage. It is a quiet peaceful area and is conveniently located nearby unique shopping in Cashiers, as well as beautiful gorgeous hikes, waterfalls. and lakes. An outdoor deck circles the entire length of the apartment and many windows provide a beautiful view of the mountain. At the Wyndham Resort, just down the road is recreational fun for everyone with a pass.

DeerSong Cottage - Private Hot Tub Under the Stars

Welcome to DeerSong Cottage — a brand-new 3-bedroom mountain modern retreat in Highlands, NC, blending clean design with rustic charm. Relax by the fireplace, sip coffee on the deck, or soak in the private hot tub under the stars while enjoying the fresh mountain air. Just 4.5 miles (about 8 minutes) from downtown Highlands, you’ll find local shops, dining, and easy access to waterfalls and trails like Dry Falls, Glen Falls, Sunset Rock, and Whiteside Mountain. @DeerSong_Cottage

Cozy Cabin • Creek, Trails, Pool, Hot Tub & Gym

Pool is open for the 2026 season! Adventure meets comfort. Explore Sylva’s breweries, Dillsboro’s artsy village, Cashiers’ upscale charm, Franklin’s gem mining, and Cherokee’s culture. Hike trails, fish in the creek, zip-line, raft, tube, boat, or go on a trail ride. Easy drive, no steep roads. Enjoy pool, hot tub, gym, playground, trails, and Casper mattresses. Minutes to Western Carolina University (WCU) & Castle Ladyhawke. Near NOC, Blue Ridge Parkway & Great Smoky Mountains NP.

Peaceful Mountain at Sapphire Valley

Peaceful Mountain at Sapphire offers over 1,875 sq ft, is a beautifully appointed three-bedroom, two bath home! Our large wooded deck is great for entertaining with gas grill and ample outdoor furniture. Open home floor plan has a large living area featuring a spectacular stone wood burning fireplace. The great room connects to a large gourmet kitchen with granite counter-tops, complete with stainless steel appliances. This comes with all of the amenities of Sapphire Valley Resort.

Acorn Cottage in Highlands, NC “Fireplace"

Unforgettable adventures and quality time with the loved ones await you, when you book this cozy mountain hollow getaway! Acorn cottage is the perfect mountain retreat located minutes from Main street in Highlands, NC. A fabulous shopping and dining experience awaits! The home is equipped with fiber optic cable to provide a seamless Smart TV or Work streaming experience. Plenty of parking is available. Wood Burning Fireplace on porch! Gas Fireplace in the Living Room.

Little Red Door, a poolside guest suite

The Little Red Door is a newly renovated stylish place centrally-located to everything Rabun County has to offer. Just minutes from downtown Clayton and close to stores, hiking, horseback riding, zip lining, whitewater rafting, Tallulah Gorge & Black Rock Mountain State Parks, Lake Burton, Lake Rabun, and more… Sit poolside while it’s warm or under your personal covered patio sipping coffee in the morning & wine in the evening under the stars.