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Southern Pines Holiday Rentals

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Holiday Rentals in Southern Pines

Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥

2.0 star property
10.0 out of 10, Exceptional, (6)
"Great hospitality and very nice place for an overnight or more stay. "
The price is AU$861
includes taxes & fees
4 Aug - 5 Aug
Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥

A Home in One ⛳️ Sleeps 10 & 🎱 Table!

9.6 out of 10, Exceptional, (35)
"Property is in the perfect spot for great dining and great golf. House is deceptively larger than it looks from the outside and was extremely clean. This is a great house for a golf trip, minutes from everything. "
The price is AU$690
includes taxes & fees
16 July - 17 July
A Home in One ⛳️ Sleeps 10 & 🎱 Table!

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

10.0 out of 10, Exceptional, (23)
"Great little place. Great location. "
The price is AU$259
includes taxes & fees
3 Aug - 4 Aug
Loft Cottage on Ridge<br>? Short & Extended Stays?

Upstairs at the Estate - Across from SP Golf Club

10.0 out of 10, Exceptional, (32)
"Love this place!!!"
The price is AU$352
includes taxes & fees
20 July - 21 July
Upstairs at the Estate - Across from SP Golf Club

The McCaskill Cottage in the Village of Pinehurst!

10.0 out of 10, Exceptional, (3)
"Went away for my birthday, and I have to say this house is amazing. Cleanliness was top notch. Everything you would need for your stay. Feels very homey, a place where you are comfortable. Nice neighborhood, quite. But plenty of shopping that can be done. Communication is key to me, and that they did. I would recommend this to a couple, and even up to 2 children. We will be back!"
The price is AU$483
includes taxes & fees
14 Aug - 15 Aug
The McCaskill Cottage in the Village of Pinehurst!

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (85)
"Excellent location and beautiful home. Very clean and had everything we needed. Would definitely stay again!"
The price is AU$758
includes taxes & fees
11 Aug - 12 Aug
NEW! Pinehurst Eight Sleeps 10!

The Mulligan!

9.8 out of 10, Exceptional, (21)
"This house was the perfect location for us visiting family. It’s convenient to all major points of interest and in a safe/quiet area. House is well appointed, clean and has plenty of space. We would definitely stay here again! "
The price is AU$717
includes taxes & fees
16 July - 17 July
The Mulligan!

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 AU$473
includes taxes & fees
16 July - 17 July
Beautiful 1920's Craftsman-Downtown Southern Pines

Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

10.0 out of 10, Exceptional, (38)
"Great stay! Excellent location and very cool property with plenty of activities. "
The price is AU$464
includes taxes & fees
3 Aug - 4 Aug
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

The 19th Hole: Sleeps 10. Pool Table, Fire Pit

9.8 out of 10, Exceptional, (38)
"We had a great time! The house had space for everyone, was nicely updated and close to courses and restaurants. We would stay here again. "
The price is AU$713
includes taxes & fees
27 July - 28 July
The 19th Hole: Sleeps 10. Pool Table, Fire Pit

Double Bronze. Fairway home with Golf Cart!

9.6 out of 10, Exceptional, (44)
"Wonderful home in Pinehurst. Would stay again!"
The price is AU$624
includes taxes & fees
12 Aug - 13 Aug
Double Bronze. Fairway home with Golf Cart!

The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit

10.0 out of 10, Exceptional, (7)
"No complaints! House was clean and stocked. Location was pretty central for a golfing weekend. Would stay again for sure!"
The price is AU$680
includes taxes & fees
4 Aug - 5 Aug
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit

Birdie House- Pond, Close to town!

9.6 out of 10, Exceptional, (7)
"We enjoyed our stay. The house was spacious, clean and comfortable. It was close to downtown Southern Pines and in a nice neighborhood. We would definitely stay here again!"
Birdie House- Pond, Close to town!

Putt in the Pines

9.8 out of 10, Exceptional, (14)
"Very nice property in a quiet neighborhood. "
The price is AU$514
includes taxes & fees
16 July - 17 July
Putt in the Pines

Calming Lake View with Pool Near Pinehurst Resort and Village

8.4 out of 10, Very good, (5)
"Comfortable stay."
The price is AU$531
includes taxes & fees
7 Aug - 8 Aug
Calming Lake View with Pool Near Pinehurst Resort and Village

Beautiful 1 Bed Condo on Pinehurst Course No.5!

9.8 out of 10, Exceptional, (9)
"Enjoyed our time here!"
The price is AU$435
includes taxes & fees
16 July - 17 July
Beautiful 1 Bed Condo on Pinehurst Course No.5!

A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6

10.0 out of 10, Exceptional, (57)
"Perfect for our golf trip. Loved it and will be back."
The price is AU$551
includes taxes & fees
3 Aug - 4 Aug
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6

Charming Downtown Cottage

9.8 out of 10, Exceptional, (45)
"Perfect location with everything we needed close by. "
The price is AU$450
includes taxes & fees
16 July - 17 July
Charming Downtown Cottage

The Tin Cup on Pinehurst #5

9.6 out of 10, Exceptional, (37)
"Host was accommodating as needed and fantastic location"
The Tin Cup on Pinehurst #5

Four bedroom house in United States of America, Aberdeen

2.0 star property
10.0 out of 10, Exceptional, (2)
"We really enjoyed all the space this house offered. Our family was very comfortable and we enjoyed being so close to town. The fenced in yard was just perfect for our dogs. "
Four bedroom house in United States of America, Aberdeen
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.