Holiday rentals with a pool in Jackson County

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!

Value · Location · Condition

Bailey’s Haven CC Mountain Home

This spacious vacation home is located inside a gated golf course community that feels deep in the forest. Amenities: golf, tennis, pickleball, a hot tub, gym. Close to fishing, kayaking, whitewater rafting, GSMNP, 2 national forests, a casino, restaurants, SMRailroad etc. The house has a large kitchen and den with a pool table and fireplace. Multiple decks with gorgeous views of the golf course and Clingmans Dome. Full access to Smoky Mountain Country Club amenities (greens fees additional)

Location · Family · Comfort

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!

Family · Location · Backyard

Private 65' Waterfall & Pool | Luxe Mountain Cabin

Welcome to Scenic Falls Cabin: your luxe private sanctuary in the heart of the mountains to enjoy tranquility, romance, & adventure. Wake to the sounds of your own roaring 65 ft waterfall and swim in its pool or soak in the hot tub. This pristine property is your immersive base for exploring parks, trails, & charming mountain towns. Surrounded by 1000+ acres of protected forest, yet only 10 mins to town, 25 mins to Great Smoky Mountain National Park, with all the amenities you need to relax.

Family · Location · Check-in

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.

Location · Family · Accuracy

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!

Family · Location · Biking

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.

Value · Family · Cleanliness

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

Value · Location · Indoor spaces

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.

Value · Family · Parks

Lone Star Retreat # 1 - Lovely lake view!

Lone Star Retreat # 1 is a cozy studio apartment with a 60' deck overlooking Lake Junaluska. PET FRIENDLY, private firepit w/ deck seating, free access to pool, tennis, FAST WiFi. Located on the south side of the lake where its peaceful & quiet. Apt is complete with amenities for a long weekend or an extended stay. 10 min to restaurants, shops & grocery stores. Four golf courses 5-15 min. See our other properties if we're booked for your dates!

Value · Location · Access

Honey Bear Hollow

Nestled deep in the secluded mountains surrounding Bear Lake Reserve in western North Carolina, Honey Bear Hollow offers guests access to a secluded, world class mountain resort with endless amenities and plenty of things to do for both adults and kids. This cozy home has been recently refurbished and updated throughout. If you are looking for a vacation retreat in a stunning and secluded mountain paradise, Honey Bear Hollow is for you!

Location · Family · View

Mt Laurel-Walk to Main Street!

Mountain Laurel Retreat offers the perfect location, walkable to downtown! ! Leave the car behind and stroll into the heart of the town to enjoy the vibrant spring and summer energy. With 1800 square feet of living space, you will enjoy a large open-concept kitchen, and dining room, that is perfect for gatherings. We offer 3 spacious bedrooms, two of which feature a King/Queen bed with a private bathroom.

Family · Location · Getting around