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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.

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.

Loft Cottage on Ridge Short & Extended Stays

This 1930s cottage is the perfect spot for your stay in downtown Southern Pines. It is located on a quiet street, yet close enough to walk to all the shops/restaurants downtown or the Weymouth Center for the Humanities. This loft unit has a private entrance from the top of the stairs with 1 bedroom (Queen) & 1 bath, a full kitchen, and shared laundry room downstairs in the back of the home. Unit features vintage kitchen! Come stay with us for a short stay or extended stay!

Entire Condo · Greenview Retreat · Walk to PCC

Beautiful 1BR/1BA retreat in Pinehurst with stunning Course #5 views. Enjoy full access to the entire condo with complete privacy—your bucket-list destination and home to the US Open. Perfect for couples, golfers, or medical professionals. Walk to Pinehurst Country Club, and stay close to shops and hospitals (first health of the Carolinas). Fully equipped with fast Wi-Fi, New TV, dedicated workspace, and in-unit laundry. Long-term stays welcome, with discounts available.

The Knotty But Nice Treehouse of Pinehurst

Welcome to The Knotty But Nice Treehouse of Pinehurst. If you're looking for a rental experience in Pinehurst that is unique -- look no further! Our one of a kind treehouse is nestled between Lake Pinehurst and The No. 3 Course. Located just minutes from the village of Pinehurst and the Pinehurst Resort. Past guests describe The Knotty But Nice Treehouse as CLEAN, COZY, ROMANTIC, BEAUTIFUL, UNIQUE, PEACEFUL... Go ahead and book-- you won't be disappointed.

A Golf Front SFH 3 BR 2 BA in Pinehurst#6

A golf front great view 3 BR 2 Bathrooms with furnishings bungalow situated on Pinehurst #6. This house comes with WIFI and 4 smart TVS (Spectrum cable with golf channel). All 4 beds (1 K, 1 Q, 2 double) are with memory foam mattresses. sofa set, dining table for 8, 55'' smart TV on the wall and washer/dryer combination. Enjoy relaxing on the deck after a great round of golf. Amenities include a full kitchen, coffee maker, cookware, microwave, refrigerator.

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.

The Lucky Lie - Entire Condo in Pinehurst

Come relax at the luxurious Lucky Lie! This beautifully renovated studio condo is located just off the beaten path on Pinehurst No. 3, but still perfectly situated for an easy approach into downtown Pinehurst and the surrounding Sandhills. Unwind after your rounds on the porch over looking No. 3, 16th fairway, relax in front of the electric fireplace, or knock out some work in the dedicated workspace, the Lucky Lie has what you're looking for!

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

Enjoy your stay at a fully renovated 2BR/2BA condo right across from Pinehurst's historic Fair Barn and Harness Track. Situated on No. 5, a short approach shot from the Pinehurst Clubhouse, the Duffer's Drop has everything you need for your golf getaway. Relax on the porch overlooking No. 5, work on your culinary skills in the beautiful kitchen, or just catch some rest between rounds. The Duffer's Drop is the exactly what you're looking for!

Fairway to Heaven - 2BD 2BA Golf Front Condo

Welcome to Fairway to Heaven, located within walking distance of the Pinehurst clubhouse and Village of Pinehurst! With a second story view on the Pinehurst #3 course, guests can enjoy hours of relaxation on the balcony overlooking the fairway, or stroll down to the historic Village for a cocktail, dinner or shopping. A 5 minute drive to the Fair Barn and Harness Track and a 10 minute drive to charming downtown Southern Pines.

Isle of the Pines! 1 mi. from Village of Pinehurst

Isle of the Pines is a family owned home with lots of thought put into the experience we want to offer our guests. We pride ourselves on the inviting space we provide through offering luxury amenities such as a fully equipped kitchen, abundantly stocked coffee bar, toiletries upon arrival, several family oriented games, and so much more!. We want you to feel like you have walked into your home away from home!

Modern Home | Poker |Golf Simulator | Pet-friendly

WELCOME TO OUR MODERN GOLF RETREAT! Settle into comfort at our stylish 4-bedroom, 2-bath home—perfect for families, friends, and fellow golf lovers. Whether you're here to explore Pinehurst, unwind in a cozy space, or enjoy a golf getaway with your crew, we’ve got you covered. And yes, your pup is welcome too—this home is dog-friendly!