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The Perfect Swing (Sleeps 8 + Pool Table)

Comfortable and spacious 2600 sq ft; 4 bedroom / 3 full bath home. Conveniently located to both the Village of Pinehurst and Downtown Southern Pines, as well as some of the best courses in the country, The Perfect Swing is ideal for both families and golf retreats. This spacious and fully appointed home is your resort home away from home. When you are not on the course, enjoy the pool table, fire pit or relax on the custom built porch swing! *4.9 rating and 100+ reviews prior to current owner*

The Ross Retreat - In Pinehurst

Your entire group will enjoy this central location to 40+ golf courses in Moore county with easy access to restaurants and close to grocery stores. This gorgeous home with custom woodwork and backyard oasis is the perfect retreat for families and golfers alike. Enjoy comfortable beds with down pillows and high end mattresses with mattress pads and a fully stocked kitchen in this newly furnished home. If you appreciate the little things like HEPA air filters and quite dishwashers, we got you.

Newly renovated farmhouse style open concept.

Completely renovated, stylish 3-bedroom condo is perfect for group trips & Junior golf families. Newly renoved with wide open floor plan in main living area. Gourmet kitchen, 3 incredibly comfortable bedrooms and 2 brand new stunning bathrooms. Includes private laundry room in condo, coffee bar, big screen TV’s in every room, built in bench area in kitchen, very spacious living and dining area off open concept kitchen, and screened in porch out back. Condo is walking distance to The Cradle.

Sanford Retreat - Veteran Owned

Remodeled 100yr old home! Half mile from local shops & restaurants of old downtown Sanford. Our pet-friendly townhome offers fast Wifi, designated work space, large kitchen, deck with outdoor dining area, & a cozy living room stocked with games making it perfect for families or remote workers. Each bedroom has a queen bed, four quality pillows, & blackout curtains providing a perfect night's sleep. Sanford is a short drive from Raleigh, Southern Pines, & Fayetteville - Stay in or Explore!

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.

Doodlebug Cottage

Welcome to our tranquil oasis just moments away from the interstate! This inviting home features a refreshing pool and a relaxing hot tub, perfect for unwinding after a long day of travel or exploring the nearby town. With modern amenities, comfortable furnishings, and a spacious layout, you'll feel right at home. Soak up the sun on the poolside loungers or indulge in a soothing soak under the stars with fully fenced backyard. Book now for a rejuvenating stay at our poolside retreat!

Highland Hideaway/Pool & Fire Pit/$0 Cleaning Fee

Nestled in a peaceful neighborhood just a few miles from downtown Southern Pines and multiple world-renowned golf courses ⛳️ . A 3-bedroom / 2.5-bathroom home with a bonus room. Spacious open porches overlook an inground pool, perfect for those hot summer days, and a fire pit, perfect for relaxing during the evenings. This home is also a short drive to Fort Liberty and surrounding hospitals.

Timeless Tudor - In the heart of Southern Pines!

Consider this your home-away-from-home! Enjoy your visit to the "land of the pines" by staying in the Timeless Tudor. Capable of comfortably hosting groups of up to 10, this beautifully updated 100 year old home is located just two blocks from downtown Southern Pines and boasts—among its many favorable features—4 comfortable bedrooms, 2 and a half bathrooms, and a private backyard oasis.

Easy Walk to Downtown House-Par for the Course #2

Discover our three-bedroom cozy home in Golf Town, perfect for a guy's golf weekend or a family vacation. Located steps from downtown's restaurants, cafes, and shops, our house features three bedrooms, two and a half baths, and a spacious backyard. Enjoy walking to local attractions, relaxing or dining outdoors around town. Ideal for those who love golf, small-town charm, and convenience.