Vacation rentals with a fireplace in Whispering Pines

The Century Suite - Upscale Comfort

Situated in the heart of Downtown Southern Pines, my private entrance suite is a cozy, upscale haven for those seeking convenience and comfort. Located on a quiet street, it’s only a block away from great restaurants and shops and easily walkable to all local hotspots. It’s perfect for those prioritizing location and comfort. The suite provides a comfortable bed, kitchenette and a big tub with provided bath bombs to soak in after a day of golfing, working, exploring town, or serving our country.

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!

Elegant Suite | King Bed, Queen Sofa, Fast WiFi

Perfect for family visits or small groups, this private Fayetteville suite comfortably accommodates up to three guests. Enjoy a 65-inch TV in the living room and a 55-inch TV in the bedroom, both with Netflix, Disney+, Premier, and Jellyfin. The bedroom features a king-size bed for two adults and an infant, while the living room has a queen sleeper sofa for one adult or two children. With a fully equipped kitchen, workspace, bathroom, laundry room, and enclosed yard, it’s perfect for any stay.

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.

A Cozy Retreat on No. 5

Across from the Harness Track and an easy walk to the main clubhouse at Pinehurst sits our villa on the 2nd hole of the Ellis Maples designed Pinehurst No. 5. Our newly renovated 2nd floor unit has 3 bedrooms, 2 bathrooms and and open floor plan. With seating for 8 and 5 beds, you can bring the whole family comfortably. Cook dinner in the kitchen equipped with new stainless and enjoy a glass of wine out of the cooler. This unit has two porches, and both are great for your morning coffee.

Cozy Pinehurst Retreat w/ Putting Green

Enjoy your Pinehurst stay in the family-friendly neighborhood of Village acres. The area is surrounded by The Greenway pedestrian and bicycling trail. The house is situated within 2 miles of downtown Pinehurst, Camelot Park, and Rassie Wicker Park, and is a short drive away from any of the many wonderful golf courses that Pinehurst has to offer. It was recently remodeled, is well furnished, and we are constantly striving to upgrade and improve the space to make for a comfortable stay!

5 BR ModernNew Build - 5 mins to Golf w/ Game Room

Located in Village Acres, just 1 mile from Pinehurst Resort, this brand-new home is a one-of-a-kind experience. This family-friendly home is equipped with everything you could need to enjoy all that Pinehurst has to offer. -5 Bedrooms, 3.5 baths, 8 total beds (2 king beds) -Dogs are welcome! -5 TVs in the house -High-speed WiFi -Keyless entry -Fully equipped state of the art kitchen -Complimentary coffee -Ping Pong Table -Poker Table -Travel Crib -Weber BBQ Grill - Work space

Close to Pinehurst Golf & Horse Park

The Happy Hangout has it all: Quiet setting with a fully fenced-in back yard, close to Pinehurst golf courses & the historic downtowns of Southern Pines, Pinehurst and Aberdeen. The Happy Hangout is close to Pinehurst (10 min), Southern Pines (10 min), Camp McKall (15 min), the Carolina Horse Park (20 min) and Fort Liberty (Bragg) (45 min). Our house is pet-friendly. The pet fee is $25 per stay and is included if you indicate during booking that you will be bringing a pet.

Cozy Cottage - pet friendly, great location!

Enjoy a cozy and premium experience at this centrally-located place. Two minute drive to the Southern Pines downtown area, 15 minutes to Pinehurst, and just minutes from horse country. We have everything you need to have your dream stay in the Pines. Tons of amenities including: Fenced in backyard Outdoor patio with fire pit and grill Wood fireplace Smart TV Washer and dryer Desk workspace Fast WiFi Smart Thermostats 2 car driveway Full kitchen …and more!

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!

Historic 5 bedroom cottage walk to village & golf!

This beautifully renovated historic home is located in the Village of Pinehurst and is close to shops, restaurants, golf and parks. Built in 1924 as one of the original Leonard Tufts cottages, the home offers an updated kitchen, bathrooms, spacious living areas, four bedrooms, a game room, a large private fenced-in backyard, and more. Dundee Cottage offers plenty of space for families, friends, and golfers to relax and enjoy beautiful Pinehurst.

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.