Holiday rentals with a washing machine and dryer near World Golf Village

Newly renovated farmhouse style open concept.

Completely renovated, stylish 3-bedroom condo is perfect for group trips & Junior golf families. Newly renoved with wide open floor plan in main living area. Gourmet kitchen, 3 incredibly comfortable bedrooms and 2 brand new stunning bathrooms. Includes private laundry room in condo, coffee bar, big screen TV’s in every room, built in bench area in kitchen, very spacious living and dining area off open concept kitchen, and screened in porch out back. Condo is walking distance to The Cradle.

Nice Walking Neighborhood & Clean Comfortable Stay

Close to Aberdeen, Southern Pines, and Pinehurst! Centrally Located in a lovely family driven community, this completely updated, private, and contemporary 2 bedroom unit has a full kitchen, private deck, and enough beds to host your family with kids, all your golfing buddies, or just to have a quiet place after visiting Ft Bragg. Only 5-10 minutes from the awesome bars and award winning restaurants of all 3 downtown areas at night! *There may be a $20 pet fee if extra cleaning required.

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!

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.

Sienna at The Shire 255 - Unit B - Downtown!

Unbeatable location!In the heart of Downtown and nestled at the back of the main residence, Sienna Cottage at The Shire 255 is the perfect home away from home for your next trip to Southern Pines. When we say walking distance from downtown, we mean it! Below are a few of our favorite local spots worth checking out. Nestled at the back of the main residence, Sienna Cottage is the perfect home away from home for your next trip to Downtown Southern Pines.

Fairway Condo

This updated condo is located on the 17th hole fairway of the Pinehurst No. 5 Golf Course. It is perfect for golfers as well as travelers visiting Pinehurst area. It is minutes away by car to the Pinehurst Clubhouse and local restaurants. It features a 55 inch smart television in the living room, and a television and two double beds in each bedroom. It also features a custom built golf bag rack to keep your equipment safe and secure during the night.

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!

Golfers Paradise at Westchester

Golfer’s here for a visit? Enjoy the convenience of being 1.5 miles from the Pinehurst Resort and minutes away from Pinehurst Village where you can enjoy restaurants and shops. Relish in the comfort of this 1600 sq. ft. charming home in a quiet neighborhood with on-site parking. Great neighborhood for short walks. We have a washer, dryer and high speed internet. There are 2 tv’s, one in the primary and one in the living room.

The Dogwood

This magnificent property is the perfect gathering spot for large groups of family or friends visiting the area, and the five bedrooms and three and a half bathrooms ensure that everyone is comfortable while you're here. Located just a short walk from downtown Southern Pines, this home is ideally situated in the heart of the sandhills, with everything the area has to offer at your fingertips.