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Search Vacation Homes in Southern Pines

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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Vacation Homes in Southern Pines

Private kitchen
The McCaskill Cottage in the Village of Pinehurst!
The McCaskill Cottage in the Village of Pinehurst!
10.0 out of 10, Exceptional, (5)
"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!"
United States
Gloria M.
The price is AED 361
AED 1,031 total
includes taxes & fees
3 Nov - 4 Nov
The McCaskill Cottage in the Village of Pinehurst!
TV
Upstairs at the Estate - Across from SP Golf Club
Upstairs at the Estate - Across from SP Golf Club
10.0 out of 10, Exceptional, (34)
"Check in was smooth, clean, spacious, beds were comfortable"
United States
Christine M.
The price is AED 305
AED 725 total
includes taxes & fees
18 Nov - 19 Nov
Upstairs at the Estate - Across from SP Golf Club
Property grounds
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
9.8 out of 10, Exceptional, (39)
"We really enjoyed staying at this property. It was clean, had everything that we needed and was very convenient to Pinehurst and Southern Pines. We are definitely planning on returning."
United States
Arlesia D.
The price is AED 397
AED 1,632 total
includes taxes & fees
27 Oct - 28 Oct
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
Terrace/patio
Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥
Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥
2.0 star property
10.0 out of 10, Exceptional, (7)
"Great hospitality and very nice place for an overnight or more stay. "
United States
Robbie B.
The price is AED 589
AED 1,896 total
includes taxes & fees
27 Oct - 28 Oct
Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥
Interior
Beautiful 1 Bed Condo on Pinehurst Course No.5!
Beautiful 1 Bed Condo on Pinehurst Course No.5!
9.0 out of 10, Wonderful, (14)
"This property was perfect for our last minute trip to the Pinehurst area. Easy parking and great communication for easy access at check in time. We will definitely stay here again if it is available on our next trip."
United States
Michael
The price is AED 312
AED 808 total
includes taxes & fees
26 Oct - 27 Oct
Beautiful 1 Bed Condo on Pinehurst Course No.5!
TV
Cottage on Ridge- Short & Extended Stays
Cottage on Ridge- Short & Extended Stays
9.8 out of 10, Exceptional, (34)
"This was a great cottage to stay that was quiet and amazing "
United States
David L.
The price is AED 272
AED 605 total
includes taxes & fees
26 Oct - 27 Oct
Cottage on Ridge- Short & Extended Stays
Outdoor dining
The Tin Cup on Pinehurst #5
The Tin Cup on Pinehurst #5
9.6 out of 10, Exceptional, (37)
"Host was accommodating as needed and fantastic location"
United States
Jan R.
The price is AED 361
AED 1,589 total
includes taxes & fees
27 Oct - 28 Oct
The Tin Cup on Pinehurst #5
Interior
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!
10.0 out of 10, Exceptional, (41)
"Cozy home in quaint neighborhoodGreat locationVery pleasant property owner"
United States
Danny O.
The price is AED 393
AED 1,063 total
includes taxes & fees
30 Oct - 31 Oct
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!
Smart TV
Putt in the Pines
Putt in the Pines
9.8 out of 10, Exceptional, (16)
"We needed a stop on our way to the beach and picked Putt in the Pines because of the location and accommodating us having our dog. Everything was very nice and a lot more relaxing than a hotel. "
United States
Bob M.
The price is AED 459
AED 1,265 total
includes taxes & fees
26 Oct - 27 Oct
Putt in the Pines
3 bedrooms, iron/ironing board, travel crib, free WiFi
Isle of the Pines, 1 mile from The Village of Pinehurst!
Isle of the Pines, 1 mile from The Village of Pinehurst!
9.8 out of 10, Exceptional, (19)
"We really enjoyed our stay! Everything was just like the listing! Great location!"
United States
Amy B.
The price is AED 311
AED 1,077 total
includes taxes & fees
28 Oct - 29 Oct
Isle of the Pines, 1 mile from The Village of Pinehurst!
Fridge, microwave, oven, stovetop
Updated, Fenced, Pet Friendly Downtown Cottage
Updated, Fenced, Pet Friendly Downtown Cottage
2.0 star property
9.8 out of 10, Exceptional, (7)
"Adorable place, clean and as advertised. Lovely and will we be back. "
United Kingdom
Molly H.
The price is AED 333
AED 645 total
includes taxes & fees
26 Oct - 27 Oct
Updated, Fenced, Pet Friendly Downtown Cottage
Fridge, microwave, oven, stovetop
Cypress Creek golf retreat. Pool and minutes from downtown!
Cypress Creek golf retreat. Pool and minutes from downtown!
9.4 out of 10, Exceptional, (22)
"Played golf. We enjoyed our stay at this property."
United States
Dave P.
The price is AED 367
AED 1,155 total
includes taxes & fees
29 Oct - 30 Oct
Cypress Creek golf retreat. Pool and minutes from downtown!
Interior
NEW! Pinehurst Eight Sleeps 10!
NEW! Pinehurst Eight Sleeps 10!
9.4 out of 10, Exceptional, (91)
"Property was amazing. Super clean and conveniently located to town. Definitely recommend and would book again. "
United States
Brandon G.
The price is AED 460
AED 1,710 total
includes taxes & fees
27 Oct - 28 Oct
NEW! Pinehurst Eight Sleeps 10!
Exterior
The Mulligan!
The Mulligan!
9.8 out of 10, Exceptional, (24)
"Clean and great location "
United States
Frank H.
The price is AED 476
AED 1,744 total
includes taxes & fees
26 Oct - 27 Oct
The Mulligan!
Dining
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
2.0 star property
9.0 out of 10, Wonderful, (13)
"Great location, awesome food places & love that the golf course was right there!! Place was clean & cute "
United States
Nicole B.
The price is AED 396
AED 913 total
includes taxes & fees
4 Nov - 5 Nov
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
Terrace/patio
Sweet Retreat w/ Fire Pit, Near Downtown & Golf
Sweet Retreat w/ Fire Pit, Near Downtown & Golf
2.0 star property
10.0 out of 10, Exceptional, (4)
"4 buddies and I needed a place to stay for a golf tournament in the area. This house was perfect! The house was very clean, comfortable and a perfect fit for 4 men. The location is great, less than 5-10 minutes from all of the major golf venues in the area. Lastly, Deanna was amazing to deal with! Great communication before, during and after our stay. I highly recommend this house!"
United States
Ray L.
The price is AED 679
AED 1,583 total
includes taxes & fees
26 Oct - 27 Oct
Sweet Retreat w/ Fire Pit, Near Downtown & Golf
Fridge, microwave, oven, stovetop
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
10.0 out of 10, Exceptional, (60)
"Easy, clean, and very comfortable."
United States
Brandon T.
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
Private kitchen
Pinehurst Grand Slam
Pinehurst Grand Slam
10.0 out of 10, Exceptional, (1)
"We rented this during the US Kids world championship so rented it for a week! It was such a fantastic house with everything we could have possibly needed...and more (my kids loved the bag of microwave popcorn the host left..what a nice touch!) during our stay. The coffee bar was phenomenal and we adults enjoyed that very much!! We cant wait to be back there next year!!"
United States
Min W.
The price is AED 496
AED 1,758 total
includes taxes & fees
28 Oct - 29 Oct
Pinehurst Grand Slam
Dining
Double Bronze. Fairway home with Golf Cart!
Double Bronze. Fairway home with Golf Cart!
9.6 out of 10, Exceptional, (46)
"Quick trip but a great stay. Would love to do it again!"
United States
Chris L.
The price is AED 567
AED 1,626 total
includes taxes & fees
5 Nov - 6 Nov
Double Bronze. Fairway home with Golf Cart!
Exterior
Beautiful 1920's Craftsman-Downtown Southern Pines
Beautiful 1920's Craftsman-Downtown Southern Pines
10.0 out of 10, Exceptional, (71)
"Stayed 5 nights, nice place exactly as listed "
United States
Brian B.
The price is AED 628
AED 1,321 total
includes taxes & fees
23 Nov - 24 Nov
Beautiful 1920's Craftsman-Downtown Southern Pines
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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Top Southern Pines Hotel Reviews

Residence Inn by Marriott Southern Pines/Pinehurst NC

Residence Inn by Marriott Southern Pines/Pinehurst NC

10/10 Excellent
"Our stay was great because they had everything we needed! Room was clean and newly renovated! The breakfast had a lot healthier food as well as country favorites!"
Cheryl 1-night trip
Posted 5 days ago
Residence Inn by Marriott Southern Pines/Pinehurst NC