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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.

The Ace Cottage - Tiny-home Feel, Close to golf

Unwind in the privacy of this adorable tiny-home! Just over a mile from downtown Southern Pines and less than 15 min to the famous Pinehurst Resort. Features a King size Nectar bed, Fire TV, WiFi, shower with tankless water heater a bistro set, and a Kitchenette (sink, dishes, Keurig, microwave, mini fridge w/ freezer, toaster oven, and electric skillet), beautiful stone patio, professional landscaping, pet yard access, brand new floors, and a large driveway. The perfect spot for a quiet night!

Charming 1 bedroom guesthouse on 4 acres, hot tub

Our guesthouse sits on 4 quiet fenced acres about 100 feet from our home. We are about 15 minutes from Pinehurst. Our large, friendly dogs greet you upon arrival and share the same fenced area as the guesthouse. Our barn conversion has a full kitchen, a queen bed and small sofa bed. Coffee maker, wine fridge, fire pit with Adirondack chairs for evening glass of wine or to watch the fireflies. Saltwater pool from mid-May to Mid- Sep. Private two-person hot tub. Pet fee for dogs. sorry, no cats.

The Kensington Cottage

Relax and unwind in our newly-renovated cottage, just a short walk from downtown Southern Pines! Spend the day admiring the beauty of the local trails and Sandhill Horticultural Gardens, or explore the quaint "SoPi" shops and Sunrise Theater. Only a ten minute drive to Pinehurst, the area boasts some of the nation's best golfing and a fabulous restaurant scene. The cottage features a new Nectar queen mattress, fast WiFi, an oversized shower, a modern kitchen, and a private yard with fire pit.

Old Blue's Retreat: Lakeview Cozy Cottage

Old Blue’s Retreat is located minutes away from Pinehurst and Southern Pines, NC. Enjoy lake views from every room in the house. The house is comfortably furnished with charm to spare. Enjoy the private dock for fishing, swimming, or sunning. Relax in the wood burning sauna after a day of golf or swimming. Gather around the fire pit for s’mores. Excellent golf, restaurants, & small business shopping all around. Old Blue is outfitted with everything you need to stay comfortably.

Historic cottage in the heart of Pinehurst Village

Historic, newly-restored cottage in the heart of the Village of Pinehurst. The Pink House was built by the Tufts family in 1930, and has lovingly been restored to its original beauty with the addition of many modern amenities. Walking distance to some of the country's most desirable and world famous golf courses, The Pink House is a golfer's dream location. After a long day of golf relax outside by the fire pit, or walk to some of the Village's best restaurants, bars and shops.

The 19th Hole- a Pinehurst retreat for golf lovers

Just 5 minutes from Pinehurst Village and world class golfing, this spacious home offers the perfect place to relax. Pinehurst Resort, Mid Pines Golf Club, Pinehurst #2, Southern Pines and three breweries are all less than 10 minutes away. Enjoy outdoor dining, fire pit and yard games. If you are traveling with children, the home can accommodate 2 additional people in twin trundle beds and a toddler on fold out bed in master bedroom. 25% discount for weekly stays.

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!

Historic 5 bedroom cottage walk to village & golf!

This beautifully renovated historic home is located in the Village of Pinehurst and is close to shops, restaurants, golf and parks. Built in 1924 as one of the original Leonard Tufts cottages, the home offers an updated kitchen, bathrooms, spacious living areas, four bedrooms, a game room, a large private fenced-in backyard, and more. Dundee Cottage offers plenty of space for families, friends, and golfers to relax and enjoy beautiful Pinehurst.