
House holiday rentals in Southern Pines
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Top-rated house rentals in Southern Pines
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Popular amenities for Southern Pines house rentals
House rentals with a pool

This is it! | Pool | Golf | Convenient to Town
This was our second stay at Nate and Stacy’s. Our family felt so comfortable and the pool was an even bigger hit this year!

Luxurious Pine Manor: Golf Front Estate with Pool!
Wonderful large home with a private feel. Easily can accommodate a large group with plenty of bathrooms and bedrooms. The backyard was great with plenty of seating, large deck and nice pool. Felt very private with the golf course directly behind the property. House was very clean throughout and had all the essentials one needed to cook large meals. Grocery stores all within a 20min drive which was very nice. Overall gladly would stay again, host was very responsive with any questions.

25 McQueen - 4 Bedroom House with Pool
This place was everything that it stated pictures did not lie the was location was nice and secluded , the pool was the best part for me and family the house was just enough space inside and out and kitchen was amazing I personally loved it

Country living 10 mins to Horse Park, Golf & Town.
Would definitely recommend for families wanting space, comfort and togetherness. We were all in town for a wedding and was pleased to have our family and friends together in a country, causal, well equipped home. It’s nothing fancy, but well maintained and gave us lots of space to prepare deserts for the wedding, decorations and meals for our family. Great open kitchen and the kids loved the pool.

Gorgeous Home | Private Pool | Close to Pinehurst
Excellent place! Service was outstanding. House is better than pictures or descriptions. Would definitely stay here again.

Southern Pines Getaway - Pool, Hot Tub & Fire Pit
6 guys visiting their childhood buddy who moved to the area a few years ago. The house was a perfect home base for us. Just perfect. Open layout, pool after a long day of playing golf, plenty of rooms for privacy, perfect location to all the golf clubs and breweries, bars, restaurants. Daniel and Ruth were super responsive to our needs. Highly recommended to large groups or for families. 🙏🤝

The Pinehurst Paradise Pool Home
The house is beautiful and was immaculate. Very comfortable . The back yard and pool were a great hit. We would definitely reserve again.

Convenient Golf Getaway
Definitely a great place to book! Pool was great area was very quite which I loved. She also had a binder in the kitchen with great information and different things to do. Any questions or concerns I had she was so helpful. Best experience i’ve had yet. Thank you Natalie! Recommend to a few friends as well. 10/10!!
Weekly house rentals

19th Hole - Downtown, Park, Pickleball, Sim Access
had a nice relaxing stay. kids enjoyed the park next door and backyard games. home is perfect for exploring everything near-by. enjoyed the grill and large patio. home is tucked away in cosy neighborhood but near everything you need. house is very clean and has a nice layout with new beds. Will use again

New Pines Retreat -Brand new home!
Amazing host, amazing house, amazing location. The trifecta!

Walk to Golf from Our 3Bed Home!
We loved this beautiful house and the lovely neighborhood!! I highly recommend this comfortable home and location. We were in town visiting family and I wish we had had more time to enjoy this home. The Carolina room off the kitchen is just so peaceful. We enjoyed eating at the lovely large dining room table. The bedrooms were large and comfortable…as a family of 4, we were really happy with our space. We brought our little dog with us and took her on walks around the neighborhood. It’s a very safe and nice neighborhood. Andrew was always responsive and made us feel very welcome. I would return in a heartbeat!!

Slice of Southern Heaven! Serenity Pines Cottage
We absolutely loved Shelia Michelle's place! Check in and out was a breeze! It was convenient to Southern Pines' historic downtown, and the golf courses that we golfed. It was very comfortable for our family to socialize and play cards after golfing during the day. The outdoor space was lovely to enjoy the grill. We will definitely book at Shelia Michelle's place if we return to the area, which we probably will as we loved the area and the golfing that we found. I highly recommend her beautiful home.

Peaceful Home Near Pinehurst | Quiet Neighborhood
It was a lovely home. Spacious and comfortable. It was just what we needed because our vacation had a fair amount of down time so we had a nice place to chill. Our host was proactive and we had no issues

Luxe Golf Simulator, Golden Tee, Hot Tub, Views!
The Retreat at No. 5 was the perfect place to stay for my husband’s surprise 40th birthday trip. He (we all) loved the house, it was immaculate and decked out with all the fun golf extras. The golf simulator was a hit and so much fun for everyone. Golden tee was fun and the hot tub was great also. Location was great being able to see No. 5 right off the back porch and the house was close to everything. Ryan was a great host and communicated great. Would definitely recommend staying here!

Pinehurst No.6 Townhouse
Uriel’s place was perfect. It was located near everything we needed and was in a nice spot in Pinehurst #6. Would recommend this place.

Good Times in the Pines
This is our 2nd time to stay at Tim's place and as usual, it didn't disappoint. Unit is in its best and pristine condition and has everything you will essentially need. We like that it is very spacious and it's quiet and convenient to find. We have bugged Tim for quite a few times for some questions yet he responds quickly, cheerfully, very pleasant to communicate with. We truly hope he can accommodate us next time we are in the area. For us, truly a 5-star!
Private house rentals

Turtleback Cottage 4b/4 en-suite
Richard is a wonderful host! Turtle Back Cottage is in a wonderful location - easy to get to all the fun things to do in Pinehurst and surrounding areas. Also the cottage is in a very nice and quiet neighborhood with a comfortable screened in back porch . We felt like we were right at home- everything we needed was in the cottage. We were very comfortable and when we come back to Pinehurst we hope Turtleback Cottage will be available. Thank you!

Home Away from Home
Jessica’s place was great for us and she was very responsive and accommodating. Location is close to Southern Pines and Pinehurst with plenty of things to do. The house is on a street in transition with several newer houses like hers but also some older ones that need work. Overall it worked out well and it was a great pet friendly location for our stay in the Pinehurst area.

Chesapeake Tree House - golf front retreat
This is one of the cute cozy Pinehurst treehouses right on the golf course, and it is exactly as pictured in the photos. With the two full (small!) bathrooms, the space is definitely a bit tighter than some, but it worked fine for our family of just three. The mattresses were comfortable, and our daughter loved the bunkbed in the second bedroom. Kitchen was well stocked. Could use a new larger and more comfortable couch, as there’s truly not really comfortable seating for hanging out at the treehouse. Otherwise a great spot & so convenient to everything the Pinehurst area has to offer.

The Oakmont Cottage
Great location, very clean. Quick responses from post definitely would stay there again.

Place beyond the Pines - Walk downtown
Beautifully renovated, family friendly home with easy walk to shops and restaurants. Lovely backyard and very quiet street. Quick drive to golf and Pinehurst.

Sweet Tee Cottage Pinehurst #6
Sweet Tea Cottage lives up to the name: the experience was like a perfectly sweetened tea! Everything about the stay was delightful and designed to make our time here as relaxing as possible for our family. My daughter and I thoroughly enjoyed eating breakfast at the cute two-seater table in the kitchen every morning. Everything was very clean and organized, which allowed my wife and me to feel at ease and just be able to enjoy the moment. The shower and tub in the master bath were both tranquil and needed lol. Besides all of the amazing qualities that the home itself possesses, Teri the host was a joy to communicate with, complimenting the very apparent fact that her heart is invested in the Sweet Tea Cottage! We will definitely be back without hesitation!! Thanks again!

Banjos Golf Retreat- In the heart of Pinehurst!
House was beautiful and lots of private space. The accommodations were just superior to most places. Highly recommend this place.

NEW Putting Green | 5 Mins to Pinehurst | Sleeps 8
Our stay couldn't have been better! The house was pristine and incredibly cozy. We had 8 adults in our group for a golf trip and this home exceeded our expectations with plenty of room to accommodate all of us. Michael was a fantastic host, super friendly, and incredibly helpful. We couldn't recommend this place highly enough! Whenever we are back in Pinehurst, we will definitely be looking to book this property again!
Quick stats about house rentals in Southern Pines
Total rentals
260 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
7.1K reviews
Family-friendly rentals
220 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
20 properties have a pool
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