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Our top choices for Southern Pines vacation homes

NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!
Pine Hurst
9.6 out of 10, Exceptional, (96 reviews)
"This is a great house to stay at when in Pinehurst. Our family enjoyed our stay."
United States
Robert D.
The price is ¥20,691
¥77,683 total
includes taxes & fees
Jun 3 - Jun 4
NEW! Pinehurst Eight Sleeps 10!

Upstairs at the Estate - Across from SP Golf Club

Upstairs at the Estate - Across from SP Golf Club
Southern Pines
10.0 out of 10, Exceptional, (43 reviews)
"Love this place!!!"
United States
Chris B.
The price is ¥14,494
¥32,536 total
includes taxes & fees
Jun 3 - Jun 4
Upstairs at the Estate - Across from SP Golf Club

The McCaskill Cottage in the Village of Pinehurst!

The McCaskill Cottage in the Village of Pinehurst!
Old Town Pinehurst
10.0 out of 10, Exceptional, (15 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is ¥16,380
¥45,931 total
includes taxes & fees
Jun 8 - Jun 9
The McCaskill Cottage in the Village of Pinehurst!

Beautiful 1 Bed Condo on Pinehurst Course No.5!

Beautiful 1 Bed Condo on Pinehurst Course No.5!
Pinehurst
9.0 out of 10, Wonderful, (18 reviews)
"Enjoyed our time here!"
United States
Scot W.
The price is ¥15,051
¥37,344 total
includes taxes & fees
Jun 3 - Jun 4
Beautiful 1 Bed Condo on Pinehurst Course No.5!

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

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
10.0 out of 10, Exceptional, (37 reviews)
"Host was very welcoming and a great communicator. Place was very clean and perfect for my needs."
United States
Dennis C.
The price is ¥10,537
¥23,453 total
includes taxes & fees
Jun 3 - Jun 4
Loft Cottage on Ridge<br>? Short & Extended Stays?

Isle of the Pines, 1 mile from The Village of Pinehurst!

Isle of the Pines, 1 mile from The Village of Pinehurst!
Pinehurst
10.0 out of 10, Exceptional, (27 reviews)
"Amazing place!"
United States
Jeremy
The price is ¥15,208
¥50,020 total
includes taxes & fees
Jun 3 - Jun 4
Isle of the Pines, 1 mile from The Village of Pinehurst!

The Mulligan!

The Mulligan!
Pinehurst
9.8 out of 10, Exceptional, (36 reviews)
"We had an excellent stay here! My kids (15,11,6) loved the downstairs rec space. The beds were comfortable, and the rooms spacious. We would totally stay here again while visiting family in the area! "
United States
Laura J.
The price is ¥20,691
¥77,683 total
includes taxes & fees
Jun 3 - Jun 4
The Mulligan!

Walkable Cottage, Pet Friendly with Fenced Patio

Walkable Cottage, Pet Friendly with Fenced Patio
West Southern Pines
10.0 out of 10, Exceptional, (13 reviews)
"We loved our stay. The place was clean and had everything we needed to rest and enjoy a night away. "
United States
M T.
The price is ¥15,104
¥28,782 total
includes taxes & fees
Jun 17 - Jun 18
Walkable Cottage, Pet Friendly with Fenced Patio

The Tin Cup on Pinehurst #5

The Tin Cup on Pinehurst #5
Pinehurst
9.6 out of 10, Exceptional, (40 reviews)
"The house was a great size to hold all my family members. Loved that the basement accommodated my daughter’s family. The view of the golf course during the morning was so beautiful. "
United States
Marie C.
The price is ¥20,985
¥77,886 total
includes taxes & fees
Jun 3 - Jun 4
The Tin Cup on Pinehurst #5

Charming Downtown Cottage

Charming Downtown Cottage
Southern Pines
9.8 out of 10, Exceptional, (54 reviews)
"Great location and comfortable "
United States
Lara F.
The price is ¥21,358
¥47,172 total
includes taxes & fees
Jun 3 - Jun 4
Charming Downtown Cottage

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
Pinehurst
9.0 out of 10, Wonderful, (17 reviews)
"Nice place to stay"
United States
Matt N.
The price is ¥15,488
¥36,787 total
includes taxes & fees
Jun 8 - Jun 9
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

Beautiful 1920's Craftsman-Downtown Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines
Southern Pines
10.0 out of 10, Exceptional, (88 reviews)
"Beautiful home, we are returning guests. Definitely love staying here and the area."
United States
Angela D.
The price is ¥20,211
¥48,754 total
includes taxes & fees
Jun 4 - Jun 5
Beautiful 1920's Craftsman-Downtown Southern Pines

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

A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
Pinehurst
10.0 out of 10, Exceptional, (62 reviews)
"Perfect for our golf trip. Loved it and will be back."
United States
John M.
The price is ¥24,570
¥62,222 total
includes taxes & fees
Jun 5 - Jun 6
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6

A Home in One ⛳️ Sleeps 10 & 🎱 Table!

A Home in One ⛳️ Sleeps 10 & 🎱 Table!
West End
9.8 out of 10, Exceptional, (44 reviews)
"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 ¥21,380
¥78,284 total
includes taxes & fees
Jun 8 - Jun 9
A Home in One ⛳️ Sleeps 10 & 🎱 Table!

Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!

Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!
Pine Hurst
10.0 out of 10, Exceptional, (52 reviews)
"Everythibg was perfect!!!"
United States
Dominic R.
The price is ¥24,484
¥82,330 total
includes taxes & fees
Jun 8 - Jun 9
Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!

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!
Pinehurst
10.0 out of 10, Exceptional, (48 reviews)
"Beautiful home in pinehurst, great location, my husband and I enjoyed our stay!"
United States
Angela D.
The price is ¥27,012
¥60,040 total
includes taxes & fees
Jun 10 - Jun 11
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

Relaxing home w/ putting green 5 min to Pinehurst

Relaxing home w/ putting green 5 min to Pinehurst
Pinehurst
9.8 out of 10, Exceptional, (7 reviews)
"A great place to stay in Pinehurst!!!"
United States
tyler c.
The price is ¥27,156
¥84,989 total
includes taxes & fees
Jun 3 - Jun 4
Relaxing home w/ putting green 5 min to Pinehurst

Downtown Townhome; Walk to Dine & Shop on Broad St

Downtown Townhome; Walk to Dine & Shop on Broad St
Southern Pines
9.8 out of 10, Exceptional, (69 reviews)
"Great place!!! Great location as well. "
United States
Daniel B.
The price is ¥19,590
¥61,034 total
includes taxes & fees
Jun 7 - Jun 8
Downtown Townhome; Walk to Dine & Shop on Broad St

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

Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!
Downtown Southern Pines
9.8 out of 10, Exceptional, (22 reviews)
"Host was extremely helpful and responsive. Great place, great location. Have already booked again!"
United States
Katherine S.
The price is ¥21,353
¥63,184 total
includes taxes & fees
Jun 3 - Jun 4
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!

Spacious Retreat w/ Game Room and Modern Amenities

Spacious Retreat w/ Game Room and Modern Amenities
Pinehurst
10.0 out of 10, Exceptional, (1 review)
"Great place to stay."
United States
Larry H.
The price is ¥31,930
¥103,011 total
includes taxes & fees
Jun 3 - Jun 4
Spacious Retreat w/ Game Room and Modern Amenities
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

Find out more about Southern Pines

Southern Pines Vacation Homes information

Number of reviews
705
Accommodation
281 Vacation Homes
Lowest Price
¥23,453
Highest Price
¥103,011