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Southern Pines Holiday Rentals

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Holiday Rentals in Southern Pines

Cottage on Ridge- Short & Extended Stays

9.8 out of 10, Exceptional, (32)
"Perfect little place for our long weekend."
The price is NZ$297
includes taxes & fees
15 July - 16 July
Cottage on Ridge- Short & Extended Stays

Peaceful Southern Pines Home w/ Pool + Yard!

9.6 out of 10, Exceptional, (39)
"Great place for me, my wife and kids. "
Peaceful Southern Pines Home w/ Pool + Yard!

Upstairs at the Estate - Across from SP Golf Club

10.0 out of 10, Exceptional, (32)
"Love this place!!!"
The price is NZ$394
includes taxes & fees
20 July - 21 July
Upstairs at the Estate - Across from SP Golf Club

Loft Cottage on Ridge<br>? Short & Extended Stays?

10.0 out of 10, Exceptional, (23)
"Great little place. Great location. "
The price is NZ$278
includes taxes & fees
3 Aug - 4 Aug
Loft Cottage on Ridge<br>? Short & Extended Stays?

The Cottage at Knollwood Manor

2.0 star property
10.0 out of 10, Exceptional, (8)
"Beautiful cottage and well managed. Close to great food and golf. Would definitely stay again!"
The Cottage at Knollwood Manor

Cypress Creek golf retreat. Pool and minutes from downtown!

9.6 out of 10, Exceptional, (17)
"This listing was exactly as listed. We were very comfortable and only 3.1 miles away from Pine Needles Golf Course. "
The price is NZ$698
includes taxes & fees
4 Aug - 5 Aug
Cypress Creek golf retreat. Pool and minutes from downtown!

Blue Beauty

10.0 out of 10, Exceptional, (1)
"This property was spacious and very comfortable, and perfectly met the needs of our party of 8 (three families). Cozy linens on all the beds and scattered throughout the house for lazy mornings and cool evenings were the pinnacle of comfort. Bathroom linens were fluffy and plentiful. The kitchen was well appointed and had what was needed to dine in. The garage game room was super fun! The host was extraordinarily hospitable, and all the small details attended to were very welcoming. Location is...
Blue Beauty

New owners! Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly

10.0 out of 10, Exceptional, (4)
"Excellent stay and experience!"
The price is NZ$672
includes taxes & fees
21 July - 22 July
New owners! Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly

Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

9.6 out of 10, Exceptional, (12)
"This location and property served our needs very well thank you!"
The price is NZ$2,310
includes taxes & fees
15 July - 16 July
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

Golf Front Longleaf Condo2BR/2BA

10.0 out of 10, Exceptional, (1)
"This condo is absolutely in tip top shape. It is just a short walk to the club house, and a short drive to any of the restaurants in the area. The communication with the manager was very clear and he was available when most would not have been. We will definitely be back in the future."
Golf Front Longleaf Condo2BR/2BA

Charming, cozy home close to everything downtown! Perfect for large groups!

2.0 star property
10.0 out of 10, Exceptional, (9)
"The house was spacious and clean. Owner was kind, responsive, and flexible with extending our stay. We would stay here again. "
Charming, cozy home close to everything downtown! Perfect for large groups!

Southern Pines Getaway w/Hot Tub, Fire Pit & Pool

10.0 out of 10, Exceptional, (20)
"Thank you for offering a beautiful relaxing retreat! Close to many amazing golf courses and a nice place to come home to after a round. Close to many great restaurants and shops. "
Southern Pines Getaway w/Hot Tub, Fire Pit & Pool

The Dogwood - Downtown Southern Pines

10.0 out of 10, Exceptional, (6)
"The owners did a great job renovating this property. It’s a very charming place to stay!"
The Dogwood - Downtown Southern Pines

52 Longleaf: 2 BR, 2 BA Condominium in Southern Pines, Sleeps 4

9.4 out of 10, Exceptional, (51)
"Great stay . "
52 Longleaf: 2 BR, 2 BA Condominium in Southern Pines, Sleeps 4

Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

2.0 star property
9.6 out of 10, Exceptional, (4)
"This is the perfect golf weekend house, everyone. Super close to all the courses, super responsive owners, and is fairly priced.One note: Bring your own soap and shampoo."
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

New! Insane Golf Retreat & Simulator - Bogey Bunks

2.5 star property
10.0 out of 10, Exceptional, (9)
"The home was great and the location was even better for the rounds of golf we played. "
New! Insane Golf Retreat & Simulator - Bogey Bunks

Beautiful 1920's Craftsman-Downtown Southern Pines

10.0 out of 10, Exceptional, (68)
"This has been an annual stay for us. The house is very nice and in a great location!"
The price is NZ$512
includes taxes & fees
16 July - 17 July
Beautiful 1920's Craftsman-Downtown Southern Pines

The Flat Coat Cottage: Downtown Southern Pines

10.0 out of 10, Exceptional, (25)
"Highly recommend!"
The Flat Coat Cottage: Downtown Southern Pines

Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!

10.0 out of 10, Exceptional, (39)
"Staying in Southern Pines is a great choice if visiting the Pinehurst area. Our VRBO was as advertised and we had a perfect stay."
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!

Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.

9.0 out of 10, Wonderful, (12)
"The house was more than adequate for us. We got more than we expected. Clean, comfortable and located near to the golf courses."
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Are there holiday rentals in Southern Pines?

Yes, there are holiday rentals close to the most popular sights in Southern Pines, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Southern Pines. While you're here, grab a bite or have a drink at the bars.

What are some of the best holiday rentals that Southern Pines has to offer?

Peaceful Southern Pines Home w/ Pool + Yard!: This highly rated holiday home rental in Southern Pines offers a fireplace, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Other favourite homes for rent in Southern Pines are Cypress Creek golf retreat. Pool and minutes from downtown! and Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst.

How many holiday rentals are there in Southern Pines?

With 103 Expedia holiday rentals, you're guaranteed to find just the right place for your Southern Pines stay.

What can I see and do in Southern Pines?

Cultural attractions include Campbell House Galleries, whereas Reservoir Park is a spot to enjoy nature. Other places in town to visit include Southern Pines Golf Club and Mid Pines Golf Club.

What are holiday rentals like in Southern Pines?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Southern Pines. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a small group gathering.