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Private&Comfortable Studio for 2 in Southern Pines

Enjoy a peaceful stay in this fully furnished studio for two, located in a quiet Southern Pines neighborhood. Atch. to the main house but fully soundproofed w/ a double wall, it offers a private key code entrance, queen bed, and a kitchenette w/ a hot plate and griddle. Step outside to your own private area with a fire pit. Just minutes from shopping, restaurants, breweries, golf courses, and movies. Only 15mins to the hospital, 20mins to Rockingham Racetrack, and 9mins to the Walthour Moss Fdtn

Efficiency Unit at Country Club

Experience comfort and style in our renovated 1 bedroom, 1 bathroom efficiency unit. This mid-century modern space features a spacious living room with an L-shaped couch, a fully equipped kitchen, work space, and a bay window overlooking nature. Enjoy privacy with your own entrance and no shared spaces. The cozy bedroom has black-out shades, a white noise machine, and a comfortable mattress. Efficient HVAC ensures quick heating and cooling. Owners are nearby for any needs. Book your stay today!

Quiet and cozy! *Perfect studio you’ll love*

Keep it simple at this peaceful and centrally-located studio condo perfect for long or short stays with everything you need. King /2 twin XL comfortable beds with all new, fresh linens. Sectional folds down for additional bed. A few miles from anything in Pinehurst, tons of GOLF and close to historic Southern Pines and GREAT restaurants! Top, second floor with serene golf views, open space and beautiful pines! Welcome to your home away from home. You’ll love it here. Ask about long-term stays!

Golf Condo on Ninth Hole of Long Leaf Golf Club !

Great location in the Sandhills area - Convenient to both Pinehurst and Southern Pines golf courses. Condo backs up to the Ninth Fairway of Longleaf Golf Club and is a short walk to the clubhouse and practice area. Unit has two patios to enjoy in the morning and evenings with two outdoor eating tables and a TV for watching golf. In addition to the four beds, there is a full size futon in the living area to accommodate additional guests. Jetted whirlpool in primary bath.

Horse Farm Retreat near Pinehurst & Southern Pines

Wake up in the heart of North Carolina horse country, surrounded by grazing horses and peaceful pasture views on a working equestrian farm just minutes from Pinehurst and Southern Pines. Private apartment only: 10 min to downtown Southern Pines 12 min to Pinehurst golf courses 12 min to Woodlake Country Club Ideal for Pinehurst golf trips, equestrian events, or Fort Liberty visits. Enjoy true Sandhills living with fast Wi-Fi, self check-in, and full comfort.

Golf-Front Retreat in Pinehurst No. 9 | 1st-Floor

Welcome to your perfect Pinehurst escape, ideally located on the beautiful No. 9 golf course. This spacious 2-bedroom + bunk room condo offers stunning golf-front views, a bright open layout, and easy first-floor access with no stairs—perfect for convenience, luggage, and all guests. The fully equipped kitchen features modern finishes, ample counter space, and bar seating, making it easy to prepare meals or enjoy morning coffee before heading out.

The Carriage House

Welcome to The Carriage House Apartment—a charming, rustic retreat located just 2 miles from historic downtown Southern Pines. This cozy getaway features a well-appointed bedroom with a Queen-size bed, a private bath, and a versatile den area perfect for relaxation or remote work. You'll also find a modestly sized kitchenette, ideal for light meal preparation. Guests enjoy private parking, and with prior approval, we welcome your pets.

Belleview on Bennett, Heart of Downtown So Pines!

This cozy second-story apartment is just a short, easy walk to all the shopping, fine dining, cafes, restaurants, nightlife, and entertainment along Broad Street in Downtown Southern Pines. Enjoy the convenience of being right in the center of it all! Optional concierge services are available, including daily housekeeping, grocery delivery, pantry stocking, floral arrangements, and more. Pinehurst #2 is approximately 6.6 miles away.

Boutique-Style Pet-Friendly Horse Farm | Fox Den

Experience the Fox Den Suite at Tanglewood Farm—a boutique-style, pet-friendly apartment on a peaceful 10-acre horse farm. This thoughtfully designed one-bedroom retreat features a king bed, cozy living space, and a fully equipped kitchen for a relaxing countryside stay. Just minutes from Southern Pines, Pinehurst, and Whispering Pines, you’re close to breweries, restaurants, boutique shops, and world-class golf.

Slate at The Shire 255 - Unit C - Downtown!

Unbeatable Location! In the heart of downtown, The Shire 225 is the perfect retreat for families or traveling professionals looking to be in a lively and walkable area. Our multi-family property consists of four private units situated under the pines. Originally built in the 1900's, the home has been lovingly renovated by its current owners. We welcome you to experience what life in Southern Pines is all about.

Tee Time Retreat

Escape to this charming golf retreat, where stunning views and relaxation await. Whether you’re here to enjoy a round of golf or simply unwind, this cozy space offers the perfect spot to recharge. Located just steps away from the green. Ideal for golf lovers and those looking for a peaceful getaway, this home combines comfort and convenience. Tee off, relax, and enjoy your perfect vacation!

The Southern Pines Collective - Unit A

Stay in the heart of downtown Southern Pines—where walkability actually means something. Just a 2-minute walk to dining, shops, breweries, and coffee, this spacious, brand-new condo puts everything right outside your door. Whether you're here for a golf trip, weekend getaway, or work travel, you’ll have the perfect home base—just 10 minutes from Pinehurst.