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House holiday rentals in Southern Pines

Find and book unique houses on Airbnb

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Popular amenities for Southern Pines house rentals

House rentals with a pool

Top Guest favourite
Home in Southern Pines
5 out of 5 average rating, 80 reviews

This is it! | Pool | Golf | Convenient to Town

AndrewRating, 5 stars1 week ago
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!
Superhost
Home in Foxfire
4.71 out of 5 average rating, 14 reviews

Luxurious Pine Manor: Golf Front Estate with Pool!

StephenRating, 5 stars1 month ago
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.
Superhost
Home in Pinehurst
4.88 out of 5 average rating, 16 reviews

25 McQueen - 4 Bedroom House with Pool

LucretiaRating, 5 stars1 week ago
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
Guest favourite
Home in Aberdeen
4.92 out of 5 average rating, 118 reviews

Country living 10 mins to Horse Park, Golf & Town.

DebbieRating, 5 stars1 week ago
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.
Top Guest favourite
Home in Pinehurst
4.93 out of 5 average rating, 30 reviews

Gorgeous Home | Private Pool | Close to Pinehurst

AlexanderRating, 5 stars2 weeks ago
Excellent place! Service was outstanding. House is better than pictures or descriptions. Would definitely stay here again.
Top Guest favourite
Home in Pinehurst
5 out of 5 average rating, 41 reviews

The Pinehurst Paradise Pool Home

DaphneRating, 5 stars2 weeks ago
The house is beautiful and was immaculate. Very comfortable . The back yard and pool were a great hit. We would definitely reserve again.
Top Guest favourite
Home in Pinehurst
5 out of 5 average rating, 19 reviews

Spacious property w/Pool & walkable to downtown

JohnRating, 5 stars2 weeks ago
We stayed here for a golf trip with a group of 8 and the place worked out great. The house was clean, spacious, and had plenty of room for everyone to spread out and relax after long days on the course. The outdoor space with the pool was a nice bonus, and the kitchen had everything we needed for meals and drinks at home. Location was quiet and convenient for getting to the local courses. Communication with the host was easy, and check-in was smooth. Would definitely consider booking again for a future trip.
Guest favourite
Home in Aberdeen
5 out of 5 average rating, 18 reviews

Convenient Golf Getaway

Ayre'OnnaRating, 5 stars2 weeks ago
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

Guest favourite
Home in Southern Pines
4.95 out of 5 average rating, 56 reviews

New Pines Retreat -Brand new home!

AndrewRating, 5 stars1 month ago
Amazing host, amazing house, amazing location. The trifecta!
Superhost
Home in Southern Pines
5 out of 5 average rating, 16 reviews

Walk to Golf from Our 3Bed Home!

RuthRating, 5 stars3 months ago
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!!
Guest favourite
Home in Southern Pines
4.93 out of 5 average rating, 14 reviews

Home Away from Home

MarkRating, 5 stars3 months ago
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.
Top Guest favourite
Home in Southern Pines
4.95 out of 5 average rating, 61 reviews

Place beyond the Pines - Walk downtown

CherylRating, 5 stars1 month ago
Beautifully renovated, family friendly home with easy walk to shops and restaurants. Lovely backyard and very quiet street. Quick drive to golf and Pinehurst.
Top Guest favourite
Home in Pinehurst
5 out of 5 average rating, 25 reviews

Sweet Tee Cottage Pinehurst #6

TimothyRating, 5 stars1 week ago
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!
Top Guest favourite
Home in Pinehurst
5 out of 5 average rating, 17 reviews

Banjos Golf Retreat- In the heart of Pinehurst!

BillRating, 5 stars1 week ago
House was beautiful and lots of private space. The accommodations were just superior to most places. Highly recommend this place.
Top Guest favourite
Home in Southern Pines
5 out of 5 average rating, 23 reviews

Slice of Southern Heaven! Serenity Pines Cottage

MichelleRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Southern Pines
5 out of 5 average rating, 49 reviews

Newly remodeled Downtown Cottage-walking distance

DiannaRating, 5 stars1 month ago
Each stay is a 5-star experience. The home is beautiful and well appointed. The location is perfect for walking to downtown Southern Pines amenities and the host is lovely to work with. Highly recommend this stay and we look forward to returning.

Private house rentals

Top Guest favourite
Home in Pinehurst
5 out of 5 average rating, 55 reviews

Turtleback Cottage 4b/4 en-suite

JenniferRating, 5 stars2 days ago
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!
Guest favourite
Home in Pinehurst
4.9 out of 5 average rating, 63 reviews

Chesapeake Tree House - golf front retreat

AmyRating, 5 stars1 week ago
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.
Top Guest favourite
Home in Pinehurst
4.97 out of 5 average rating, 34 reviews

Pinehurst Oasis

TobyRating, 5 stars1 month ago
The Pinehurst oasis was perfect for a group of four golfers. Each bedroom was large. The two bathrooms were easy to share. It was helpful to be able to use the garage. The gas grill was easy to use. We didn’t have a fire at the fire pit, but that also looked easy to use.
Top Guest favourite
Home in Pinehurst
5 out of 5 average rating, 45 reviews

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

ChrisRating, 5 stars2 months ago
We absolutely LOVED our stay! Home was stunning, beautifully decorated, very clean, and smelled wonderful. The community was stunning and my wife felt very safe walking our dog around the community each evening. We loved that each bedroom had its own en suite bathroom. That was a big bonus in our opinion. It was like each individual family had their own hotel room, but in a beautiful home. Erin was great at communicating and we will definitely stay here again if given the chance.
Top Guest favourite
Home in Pinehurst
4.99 out of 5 average rating, 98 reviews

A Golf Front SFH 3 BR 2 BA in Pinehurst#6

JohnRating, 5 stars1 week ago
Great place to relax in Pinehurst. My family of 6 came for a wedding and this was a great place to stay. This house is well equipped and close to all activities in Pinehurst.
Top Guest favourite
Home in Pinehurst
4.97 out of 5 average rating, 59 reviews

Ivy Kirk Cottage in the Village of Pinehurst

BretRating, 5 stars2 weeks ago
We had a fantastic stay at Christian’s place for a long weekend while attending our niece’s wedding. The home was spotless and exceptionally clean, making us feel comfortable right away. The location is perfect, easy walking distance to many great spots. Christian was a wonderful host, always quick to respond to any questions we had. One of our favorite features was the spacious and beautiful outdoor deck, complete with plenty of seating and a nice gas grill—perfect for relaxing or enjoying a meal outdoors. Highly recommend this Airbnb!
Top Guest favourite
Home in Pinehurst
5 out of 5 average rating, 91 reviews

Comfy Pinehurst Home near Golf w/ Ping-pong

DavidRating, 5 stars1 week ago
Kristi's home was in a great location and provided a clean and relaxing spot to return to in the evenings. I would absolutely stay here again and recommend it to anyone visiting the Pinehurst area.
Top Guest favourite
Home in Pinehurst
4.98 out of 5 average rating, 97 reviews

The 19th Hole- a Pinehurst retreat for golf lovers

ReginaRating, 5 stars1 month ago
Excellent accommodations. Exceeded my expectations. The location was great. The outdoor space was spacious and fantastic for accommodating large groups. Well stocked with towels and kitchen necessities . Quick response from the host. I'll definitely return!

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

Destinations to explore