
Vacation rentals in Whispering Pines
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Top-rated vacation rentals in Whispering Pines
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Sandhills Getaway!
This very comfortable home on a long cul-de-sac sits on a half-acre in a rural setting, surrounded by towering pines and fishing ponds. It's 15 minutes from the famous golf village of Pinehurst; 30 minutes from Fort Bragg, USA's largest military base; and 20 minutes from the Pottery Highway. It features new interior paint and landscaping as of 2023 (with a backyard firepit). It sleeps 10 (8 adults) comfortably. Smoking/vaping is prohibited except at the firepit; charge for smoking, $300 or more.

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, 20min 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.

Luxurious Pinehurst Home close to everything.
Magnolia Pines is a spacious 5BR Pinehurst home ideal for large groups, golf trips, and family gatherings. With 3 full baths and 2 half baths on the main level, this home comfortably hosts up to 15 guests. Enjoy a cozy, stylish layout with plenty of room to spread out.The renovated back deck is perfect to lounging with a Traeger grill, out door bar seating great for reunions, multi-family stays, tournament weeks, or groups wanting quick access to Pinehurst golf, dining, and local attractions.

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.

Hot Tub * King Bed * Putting Green * Amazing Golf
Welcome to The Stay and Play Retreat! We’re centrally located minutes away from some of the areas greatest attractions such as Pinehurst No. 2 (8 Miles), Rockingham Dragway (14 miles), Carolina Horse Park (10 miles), and Fort Bragg (16 miles) . We're also surrounded by many (20+) beautiful golf courses including Legacy Golf Links and a wide variety of dining options within 11 miles of this completely renovated home that has been created specifically for your comfort, relaxation & enjoyment.

Long Drive On No. 5 - 1BR Condo, GREAT Golf Views
Renovated, centrally located condo in Pinehurst - only a 10 minute walk to the Pinehurst Golf Clubhouse! "Long Drive On No. 5" is a newly renovated, second-story one-bedroom condo perfectly located on hole #16 of Pinehurst No. 5 Golf Course. Relax on the private back deck with open views of the fairway and enjoy the sunshine and unparalleled peace and quiet. Cozy & luxurious finishes combined with an excellent location make this condo perfect for a weekend golf getaway or an extended stay!

The Mulligan House in Pinehurst!!!
The Mulligan House is located in the middle of Golf Country. It is only a 5 minute drive to Pinehurst resort and the village of Pinehurst and 8 mins from downtown Southern Pines. You are only a hop away from all restaurants and several pubs. There are 3 breweries that are minutes from the house. You can play golf during the day, have a bite to eat, have a drink at one of the pubs then relax in the big hot tub surrounded by lights. Property is private but convenient to everything.

Historic cottage in the heart of Pinehurst Village
Historic, newly-restored cottage in the heart of the Village of Pinehurst. The Pink House was built by the Tufts family in 1930, and has lovingly been restored to its original beauty with the addition of many modern amenities. Walking distance to some of the country's most desirable and world famous golf courses, The Pink House is a golfer's dream location. After a long day of golf relax outside by the fire pit, or walk to some of the Village's best restaurants, bars and shops.

Lakeside Cottage nestled near Pinehurst and CHP
Bellago Farm Cottage is nestled in the woods off the edge of the North Carolina Game Lands. It is 6 miles from the Carolina Hotel/Pinehurst Resort and the famous Pinehurst #2 Golf Course, and 8 miles from the Carolina Horse Park. The lakeside cottage welcomes you to fishing and swimming its spring-fed 9-acre, very clear waters. Enjoy relaxing between activities with easy access wi-fi or tv. If you are traveling to the area for equine competition, horse boarding is available.

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.

Pinehurst #6 Garden Getaway
A warm welcome to our cozy 1 BR/1 BA apartment in the Pinehurst #6 community. It has a queen bed and a queen sofa bed if needed. We are close to the Village of Pinehurst and dozens of amazing Golf courses. We are less than 2 miles from First Health Moore Regional Hospital. Nearby you can enjoy shopping, dining, 2 local breweries and wine shops. We also offer housekeeping for only $ 10 a day. PLEASE LET ME KNOW, when booking IF YOU NEED THE SECOND BED.
Popular amenities for Whispering Pines vacation rentals
Other great vacation rentals in Whispering Pines

Pine & Porch

Golf Farmhouse at No. 6 | Screened Deck, Fireplace

Pinehurst Golf, Weddings, Seminars with Hallmark A

The Fox Hunt - A Ground Floor Condo

Fairway Finder at Pinehurst -2BR Condo

A greenside condo on No.5, walk to clubhouse!

Paradise on Earth

Bourbon & Bubbles! Hot Tub, Sauna & Pizza Oven!
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- University of North Carolina at Chapel Hill
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- Raven Rock State Park
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- World Golf Village
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- Koka Booth Amphitheatre
- Uwharrie National Forest
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