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Southern Pines Holiday Rentals

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Check prices for these dates

Tonight
11 Jul - 12 Jul
Tomorrow
12 Jul - 13 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

Holiday Rentals in Southern Pines

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

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 HK$1,473
HK$4,271 total
includes taxes & fees
13 Jul - 14 Jul
Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
Property grounds

A Home in One ⛳️ Sleeps 10 & 🎱 Table!

9.6 out of 10, Exceptional, (34)
"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 HK$890
HK$3,544 total
includes taxes & fees
11 Aug - 12 Aug
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
Cottage on Ridge- Short & Extended Stays
TV

Cottage on Ridge- Short & Extended Stays

9.8 out of 10, Exceptional, (32)
"Perfect little place for our long weekend."
The price is HK$699
HK$1,425 total
includes taxes & fees
14 Jul - 15 Jul
Cottage on Ridge- Short & Extended Stays
The McCaskill Cottage in the Village of Pinehurst!
Private kitchen

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 HK$907
HK$2,362 total
includes taxes & fees
14 Jul - 15 Jul
The McCaskill Cottage in the Village of Pinehurst!
Birdie House- Pond, Close to town!
Fridge, microwave, oven, stovetop

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!"
The price is HK$805
HK$2,950 total
includes taxes & fees
11 Aug - 12 Aug
Birdie House- Pond, Close to town!
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!
Interior

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 HK$1,096
HK$2,527 total
includes taxes & fees
8 Aug - 9 Aug
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!
Upstairs at the Estate - Across from SP Golf Club
TV

Upstairs at the Estate - Across from SP Golf Club

10.0 out of 10, Exceptional, (32)
"Love this place!!!"
The price is HK$785
HK$1,725 total
includes taxes & fees
13 Jul - 14 Jul
Upstairs at the Estate - Across from SP Golf Club
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
Outdoor dining

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 HK$1,590
HK$3,709 total
includes taxes & fees
16 Jul - 17 Jul
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
Beautiful 1 Bed Condo on Pinehurst Course No.5!
Interior

Beautiful 1 Bed Condo on Pinehurst Course No.5!

9.8 out of 10, Exceptional, (9)
"Enjoyed our time here!"
The price is HK$1,060
HK$2,210 total
includes taxes & fees
18 Jul - 19 Jul
Beautiful 1 Bed Condo on Pinehurst Course No.5!
Beautiful 1920's Craftsman-Downtown Southern Pines
Exterior detail

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 HK$1,024
HK$2,414 total
includes taxes & fees
16 Jul - 17 Jul
Beautiful 1920's Craftsman-Downtown Southern Pines
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit
Fridge, microwave, oven, stovetop

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 HK$1,348
HK$3,495 total
includes taxes & fees
10 Aug - 11 Aug
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit
The Tin Cup on Pinehurst #5
Outdoor dining

The Tin Cup on Pinehurst #5

9.6 out of 10, Exceptional, (37)
"Host was accommodating as needed and fantastic location"
The price is HK$1,000
HK$3,682 total
includes taxes & fees
11 Aug - 12 Aug
The Tin Cup on Pinehurst #5
Mulligan Manor- 0.2 mile walk to Vitos Ristorante and Pizzeria and many others!
Fridge, microwave, oven, stovetop

Mulligan Manor- 0.2 mile walk to Vitos Ristorante and Pizzeria and many others!

2.0 star property
9.8 out of 10, Exceptional, (6)
"We had a great stay. Everything as listed. Will definitely stay again. Thank you "
The price is HK$1,030
HK$2,577 total
includes taxes & fees
14 Jul - 15 Jul
Mulligan Manor- 0.2 mile walk to Vitos Ristorante and Pizzeria and many others!
Charming Downtown Cottage
Terrace/patio

Charming Downtown Cottage

9.8 out of 10, Exceptional, (45)
"Extremely clean, convenient without losing original charm. Quiet neighborhood, beautiful street, easy walking to restaurants shops"
The price is HK$1,053
HK$2,272 total
includes taxes & fees
21 Jul - 22 Jul
Charming Downtown Cottage
Updated, Fenced, Pet Friendly Downtown Cottage
Fridge, microwave, oven, stovetop

Updated, Fenced, Pet Friendly Downtown Cottage

2.0 star property
10.0 out of 10, Exceptional, (5)
"We enjoyed staying at this quaint cottage while exploring the Southern Pines/Aberdeen area in North Carolina. The property was well organized, clean, and had everything we needed for a relaxing get away. Our pup enjoyed the fenced in yard. 10/10, would stay again!"
The price is HK$706
HK$1,371 total
includes taxes & fees
13 Jul - 14 Jul
Updated, Fenced, Pet Friendly Downtown Cottage
Calming Lake View with Pool Near Pinehurst Resort and Village
Dining

Calming Lake View with Pool Near Pinehurst Resort and Village

8.4 out of 10, Very good, (5)
"Comfortable stay."
The price is HK$1,060
HK$2,815 total
includes taxes & fees
10 Aug - 11 Aug
Calming Lake View with Pool Near Pinehurst Resort and Village
Cozy Pinehurst Retreat w/ Wood Burning Fireplace
Fridge, microwave, oven, stovetop

Cozy Pinehurst Retreat w/ Wood Burning Fireplace

10.0 out of 10, Exceptional, (1)
"VRBO is always easy. Shannon was a good host and the house was perfect for our stay."
The price is HK$1,307
HK$2,845 total
includes taxes & fees
23 Jul - 24 Jul
Cozy Pinehurst Retreat w/ Wood Burning Fireplace
Cozy 2 Bed 2-Bath ~ Sleeps 9 ~ Walk to Pinehurst Resort ~ Deck ~ Fast Wifi
Interior

Cozy 2 Bed 2-Bath ~ Sleeps 9 ~ Walk to Pinehurst Resort ~ Deck ~ Fast Wifi

The price is HK$563
HK$2,139 total
includes taxes & fees
14 Jul - 15 Jul
Cozy 2 Bed 2-Bath ~ Sleeps 9 ~ Walk to Pinehurst Resort ~ Deck ~ Fast Wifi
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
Fridge, microwave, oven, stovetop

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 HK$1,295
HK$3,074 total
includes taxes & fees
11 Aug - 12 Aug
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
The Mulligan!
Exterior

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 HK$839
HK$3,479 total
includes taxes & fees
11 Aug - 12 Aug
The Mulligan!
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.