Holiday rentals in Whispering Pines

ThePalmer*Golf*SaltwaterPool*HotTub*Events*Family

Welcome to The Palmer, a peaceful Southern Pines retreat with serene golf course views, a sparkling saltwater pool(for a Polar Plunge)outdoor spaces perfect for relaxing or spending time with family. We warmly welcome military families and offer a comfortable setting for small gatherings, such as work or family events, while maintaining a no-large-party policy. Just minutes from Pinehurst, shops, and restaurants, The Palmer combines comfort, convenience, and a welcoming atmosphere for all guests

The Pines - Cozy, Large Fenced Yard (Upper Unit)

Enjoy a quiet stay tucked back in beautiful pine trees, less than a mile from downtown So Pines! 10min to Pinehurst resort, 17min to Carolina Horse Park, large deck and fenced yard shared with the lower unit (pet friendly). This single-level upper unit has a full kitchen, King bedroom with en suite bathroom, two Queen bedrooms, a second bath, an electric fireplace, and a private washer/dryer making this a perfect fit for a longer stay, too. This home has all the essentials for a great getaway!

Charming 1 bedroom guesthouse on 4 acres, hot tub

Our guesthouse sits on 4 quiet fenced acres about 100 feet from our home. We are about 15 minutes from Pinehurst. Our large, friendly dogs greet you upon arrival and share the same fenced area as the guesthouse. Our barn conversion has a full kitchen, a queen bed and small sofa bed. Coffee maker, wine fridge, fire pit with Adirondack chairs for evening glass of wine or to watch the fireflies. Saltwater pool from mid-May to Mid- Sep. Private two-person hot tub. Pet fee for dogs. sorry, no cats.

New 5 Bedroom Cottage on Pine Needles Golf Course

New construction home on the golf course of Pine Needles Course between Pinehurst and downtown Southern Pines. Ideal location, close to everything the area has to offer. This 5 bedroom and 3 bathroom cottage is ideal for golf outings and family friendly vacations. Everything you need to make your stay ideal and comfortable. Main level: 1 bedroom, 1 bath, living room, kitchen, dining, office space, walk in pantry, laundry room. Second floor: 4 bedrooms, 2 bathrooms, abundant closet space.

Convenient Cottage in the Pines

This SMOKE-FREE property is an excellent 3BR 2BA base camp for anyone working, golfing, or traveling in the Southern Pines or Pinehurst area. The master suite is immaculate as are the two full baths, with modern fixtures and a clean ambiance. Enjoy dining illuminated by evening sunlight. Walk across the original pine floors and find a well-appointed kitchen. Take a pause in the sunny breakfast room surrounded by walls of windows: the perfect place to work, gather, or reset. No pets, please.

5BR Pinehurst Retreat | Sauna + Fire Pit

Pinehurst retreat in the peaceful No. 6 neighborhood, just minutes from Pinehurst Resort, the historic Village of Pinehurst, and more than 40 world-class golf courses. Designed for memorable getaways, enjoy organic cotton linens, eco-conscious touches, an infrared sauna, gym/yoga space, Golden Tee arcade, spacious gathering areas, a fully equipped kitchen, and fire pit evenings under the Carolina pines. The ideal home base for golf trips and relaxed, elevated Pinehurst escapes year-round.

The 19th Hole- a Pinehurst retreat for golf lovers

Just 5 minutes from Pinehurst Village and world class golfing, this spacious home offers the perfect place to relax. Pinehurst Resort, Mid Pines Golf Club, Pinehurst #2, Southern Pines and three breweries are all less than 10 minutes away. Enjoy outdoor dining, fire pit and yard games. If you are traveling with children, the home can accommodate 2 additional people in twin trundle beds and a toddler on fold out bed in master bedroom. 25% discount for weekly stays.

Water Oaks Cottage - Near Pinehurst Country Club

Three blocks by foot, bicycle or golf cart from the Carolina Hotel, deemed in 1901 the “Queen of South”, with its fine dining, entertainment, highly acclaimed “Spa at Pinehurst”, restaurants and shops of Pinehurst Village. Straight down from this grand resort by lovely promenade is the world-famous Pinehurst Country Club and renown “Number 2” championship golf course. A few blocks further, the 111 acre equestrian facility and historic Pinehurst Harness Track.

Serene By the Greens

Relax in this peaceful, newly renovated space with a modern touch. Located in a quiet neighborhood next to Hyland Golf Club, this home offers the perfect retreat for golf lovers. Just one exit north of Pine Needles golf course (3.9 miles), it’s ideally situated for those attending the US Kids Golf World Championship at Longleaf Golf Club (5.9 miles away) or the US Men’s Open at Pinehurst #2 (8.9 miles away). Secure your golf getaway now—book today!

Delightful Bungalow in Historic Downtown

LITERALLY steps from the quaint downtown of Southern Pines. In the heart of the historic district of Southern Pines sits this charming, quaint & cozy 1930's bungalow. Just steps from our idyllic downtown of Southern Pines. (Literally 1 block!) You will be treated to a private, clean, cozy and updated space filled with everything you will need for a wonderful stay. 1 bedroom / 1 bath / 1 sleeper sofa. Street parking. Strict 'No Pet' policy.

Pet Friendly with Firepit Cottage Near Pinehurst

Brand new 3 bedroom 2.5 bathroom house, a perfect fit for 6 people. Close to Southern Pines and Pinehurst makes it easy to navigate around Moore County. This house is stocked with everything you need, whether you're here to have a good time golfing with friends, or on a trip to visit family. One king bed, one queen bed, and two twin beds, a configuration for any group. A pack and play is also in the house and ready for your little one.

Cozy Cottage with Sauna. 10 min from Pinehurst

Old Blue’s Retreat — a peaceful escape just minutes from Pinehurst & Southern Pines, NC. Quiet setting with wide-open views, wildlife, and memorable sunsets Lake temporarily drained due to storm damage, but property remains serene and full of wildlife. 3 bedrooms & 2 full baths Fully equipped kitchen, spacious living area, and sunroom. Sauna, fire pit, and private dock. Close to over 40 world-class golf courses, dining, and shopping.