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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.

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Hot Tub * King Bed * Putting Green * Amazing Golf

Welcome to The Stay and Play Retreat! We are centrally located just minutes away from some of the areas greatest attractions such as Pinehurst No. 2 (8 Miles), Rockingham Dragway (14 miles), Carolina Horse Park (10 miles), and Fort Bragg (16 miles) . We're also surrounded by over 20 beautiful golf courses including Legacy Golf Links and a wide variety of dining options within 11 miles of this completely renovated home that has been created specifically for your comfort, relaxation & enjoyment.

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The Chatham House

The Chatham House is a privately-owned 3 bedroom/2 bath vacation home located in the famed Pinehurst #6 - just minutes away from the Village of Pinehurst shops and restaurants. This home-away-from-home features everything you need for a relaxing/fun vacation. Whether you have come to play some of the best golf courses in the world or have come for a fun family vacation, the Chatham House is your place to stay! Also great for Doctors and Nurses as First Health hospital is just minutes away.

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Lakeside 10 miles to Tobacco Rd.

Lakeside house on 30 acres, surrounded by trees and privacy. Wraparound porch. 5-person hot tub. Fire pit. Cornhole on the porch. Wooded walking trails. Central to everything without being near anyone. Golf all day; relax or play all night. Convenient to Pinehurst, S. Pines, Sanford & more! Key distances (miles): Quail Ridge: 9.4 Hyland Golf Club: 9.7 Tobacco Rd: 10.1 Downtown S. Pines: 13.2 Moore County Airport: 13.4 Pinehurst No. 2: 17.6 Ft. Liberty: 25.6 RDU Airport: 59.5

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Carthage Country Guesthouse

This is a peaceful area with time to just slow down a little. Looking for a little peace & quiet I have the place for you. Very cute Guesthouse nestled deep in the country area of Carthage. It's like taking a few steps back in time when life was simple. Remember life without cell phones and the internet? We are located within minutes to Pinehurst, Seven Lakes, Cameron, Pottery Highway and minutes to downtown Carthage. A very quiet area with nothing but the sounds of Mother Nature.

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Cozy Getaway in the Pines

Relax with the whole family at this peaceful mother-in-law suite basement with separate entrance. Tranquil neighborhood with lake across the street that is full of geese, fish and turtles. Just eight minutes from the charming downtown of Southern Pines, full of quaint shops, cafés and authentic restaurants. World renowned Pinehurst is only 17 mins away, along with countless other amazing courses within a 30 min radius for you to enjoy! ⛳️ Carolina Horse Park is 15 minutes away 🐎

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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!

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Heart of Downtown-Golf Escape-Walk to Dinner&Fun

You can’t get closer to downtown, and so many golf courses to choose from are nearby! After a day on the green, you can walk one block and enjoy downtown Southern Pines at night! This 3 bed/2 bath, beautiful home is near to all of the best of the Pines, and a quick drive to Pinehurst! Nearby is a park and walking trails for you to explore! This home is dog friendly also, much like most of downtown. Whatever the vibe is of your retreat, you will be sure to find it here!

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Golfers’ Mid-Century Escape Minutes From Pinehurst

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!

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Captain’s Choice

With full renovations completed in 2023, our condo is centrally located and only steps away from the golf course(s) and just across the street from the Pinehurst Harness Track and Fair Barn. Take a leisurely stroll to the Pinehurst Resort, the Village and the Village Green for unique shopping, dining and entertainment. And finally, the charming communities of Southern Pines and Aberdeen are only a few miles away and are worth exploring!

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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.

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Golf Getaway/King bed/Live TV/Sleeps 4

✨Welcome to the Cozy Villa✨ Perfect staycation for golfers, families, friends, couples or business travel. Great location in a quiet neighboorhood next door to Elliots on Linden restaurant and Pine Scones. Just a short 2 miles from Pinehurst Resort, Pinehurst No. 2, dining, and shopping. ✨60" Smart t.v. + Spectrum cable ✨King beds + 2 TwinXL beds (king bed extension available) ✨Stylish interior ✨Private patio ✨Wifi ✨Air Purifier

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Turtleback Cottage 4b/4 en suite

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Lakehouse near Pinehurst NC!

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Million $ Golf-front view + 3 Master BR + Peloton

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Ivy Kirk Cottage in the Village of Pinehurst

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High-End Home On Course • The Sanctuary on No.6

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Historic 5 bedroom cottage walk to village & golf!

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The Dogwood

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Pinehurst Village Acres Home 4Bed/2.5Bath

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The Mulligan Manor - 1BR/1BA Condo in Pinehurst

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The Pinehurst Perch

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Private&Comfortable Studio for 2 in Southern Pines

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Newly Renovated, lakeview with Pool!

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Luxurious Historic Estate - 7 bedrooms on 2 acres

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Ramsey Cottage on Pinehurst No 9 - Spectacular️ Go

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Knollwood Manor - The Historic Mid Pines Mansion

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A Cozy Retreat on No. 5

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★ LUXURY 5 BR VILLA Heart of Village Steps From #2

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