Search Vacation Homes in Southern Pines

"Close to PB courts and nice place to stay. Clean and beds are comfortable"

"Great location. Close walking distance to the local eateries and shops. We had a great time here."

"The home was perfect for me. Everything I needed was available. The house was clean and well appointed. I would stay again this coming summmer, if my three Yorkie dogs were allowed. The living room was very comfortable."

"This was the perfect property for a family vacation. There was plenty of room for my 84 yr old parents right down to our 2 month old granddaughter. The 3 houses are unique with anything you could need. The pool was huge and the hot tub perfect for evening use. Everyday we walked to the village or brewery . We also took a trip to Pinehurst each day for the children to put and adults for cocktails. We are all looking forward to coming back next year. We loved it!"

"Everything was as described. Great Stay, Great property!"

"Great overall home for our group of 16 on an annual golf trip! The location was convenient to the surrounding courses, restaurants; etc. in Pinehurst/Southern Pines. Thanks!"

"Super quiet, very comfy and cozy 😊! The only problem we had, was having to go back to our stressful lives 😂. Definitely will come back?"

"My family and I enjoyed relaxing and connecting at this property. The hot tub was phenomenal and I’m sure in the summer the pool will be nice! A little attention to detail is needed in the extra bath and there’s a body smell in the primary. Why they didn’t put a King bed in the primary I have no idea! There’s plenty of room. The kitchen could use some stocking of things like dish soap. But overall, it was an excellent stay! We were comfortable and enjoyed our time. We will certainly return!"

"This property is as advertised and more. A great location with easy access to everything Pinehurst has to offer. This was our third year in this beautiful home and I think that speaks for itself! Host is very responsive and helpful. We will be back!"

"Enjoyed the condo. Clean and had everything we needed. Great location."

"We stayed here for Easter weekend along. Great set up for kids and adults - indoor/outdoor games, clean house, comfortable sleeping and bathroom arrangements. Would definitely recommend!"

"The location of McCaskill Cottage is perfect for easy walks to the Village of Pinehurst. Everything in the listing was exactly as described and the photos are all accurate. The area is beautifully quaint and we enjoyed our visit very much!"

"This was our second stay at Andrea’s condo and it is everything as advertised and more! My family was there for a golf tournament my 2 daughters were playing in and we were welcomed not only with a clean and beautiful condo, but also a lovely gift basket by the door with goodies for my daughters including golf balls, water bottles, and a game for us to play in the evenings - it was a wonderful way to start the trip! We like to cook as much as possible when we are on the road and the kitchen was...

"To say this property meets all of the printed expectations is a simple response. ABOVE AND BEYOND what we expected! Plenty of comfort upgrades, little notes to help at each area we may have had issues and quick response from property helped us to settle in quickly and enjoy the lovely weather and quiet neighborhood!"

"We’ve stayed 4 years in this wonderful home and we wouldn’t consider anywhere else"

"It is in a very nice neighborhood. It is spacious. Very nice."

"Nestled in a beautiful, wooded neighborhood this property is modern and sparkling new inside! It’s located close to everything you need. We stayed over Thanksgiving and it was perfect for our adult children and their significant others."

"Nice property in convenient location. 4 guys golf trip to Pinehurst and house met our needs just fine. Would definitely book again in the future."

"Close to downtown Southern Pines and convenient to area activities."

"Super nice place. Would definitely stay there again"

"Great location. Close walking distance to the local eateries and shops. We had a great time here."

"Super quiet, very comfy and cozy 😊! The only problem we had, was having to go back to our stressful lives 😂. Definitely will come back?"

"To say this property meets all of the printed expectations is a simple response. ABOVE AND BEYOND what we expected! Plenty of comfort upgrades, little notes to help at each area we may have had issues and quick response from property helped us to settle in quickly and enjoy the lovely weather and quiet neighborhood!"