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Exclusive Southern Pines Oasis

Come enjoy the desirable Southern Pines area in the elite "Blackwell 67" home! Located within walking distance to downtown Southern Pines, this home has been exquisitely decorated and outfitted for all of your needs. Grill on the back deck by the propane firepit, enjoy coffee on the upper deck off of the Owner's Suite, take in the peace and quite on the front porch, or use the bikes provided to cruise around town! Close to golfing, equestrian, restaurants, and shops. Book your stay now!

Quirky Cottage - Downtown Southern Pines

Southern Pines historical charm at its finest! This lovely property was purpose-built over 110 years ago as a seasonal rental for travelers coming to enjoy the charm and attractions of the region. Tastefully updated while maintaining many original features, guests can expect a truly comfortable stay in a home rich with modern amenities and century-old character. Located just 2 blocks from the lively shops and restaurants of historic Broad Street, everything is just a short walk away!

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! 10 minutes to Pinehurst resort, great patio and large fenced yard shared with the lower unit (pet friendly). This upper unit has a full kitchen, King bedroom with en suite bathroom, two Queen bedrooms, a second bath, an electric fireplace in the living room, 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!

Frannie’s Fairway | Cozy 3bed 2ba Home | Pinehurst

Welcome to your perfect getaway! - Spacious home just 2 miles from Pinehurst Country Club and Course #2. - Cozy atmosphere with a wood-burning fireplace and comfortable furnishings. - Fully stocked kitchen with modern appliances, including air fryer and Keurig. - Large screened porch for gatherings and a gas grill for barbecues. - Family-friendly activities nearby, including Camelot Splash Pad and equestrian events. - Only 5 minutes to The Spa of Pinehurst for relaxation.

The Partridge's Nest

Escape to the tranquility of the countryside with this charming vacation rental tucked away in a safe and quiet neighborhood perfect for a peaceful retreat. The property offers a safe and comfortable environment with a spacious backyard, play-set, and modern conveniences. This space is strategically situated to give you easy access to dining, shopping, and entertainment. An accommodation designed for families, and also business travelers and leisure seekers.

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!

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.

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.