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Our top choices for Southern Pines vacation homes

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, (42 reviews)
"Love this place!!!"
United States
Chris B.
The price is AED 360
AED 786 total
includes taxes & fees
4 May - 5 May
Upstairs at the Estate - Across from SP Golf Club

Putt in the Pines

Putt in the Pines
Aberdeen
9.6 out of 10, Exceptional, (22 reviews)
"I booked this for my husband and two friends to play golf for two days. They said everything was excellent"
United States
Bernadette B.
The price is AED 466
AED 1,307 total
includes taxes & fees
4 May - 5 May
Putt in the Pines

Cottage on Ridge- Short & Extended Stays

Cottage on Ridge- Short & Extended Stays
Southern Pines
9.8 out of 10, Exceptional, (44 reviews)
"The accommodations were clean, the check in was easy and the location was lovely and convenient. We were only there one night but would definitely come back again when in the area."
United States
J P.
The price is AED 327
AED 669 total
includes taxes & fees
6 May - 7 May
Cottage on Ridge- Short & Extended Stays

Walkable Cottage, Pet Friendly with Fenced Patio

Walkable Cottage, Pet Friendly with Fenced Patio
West Southern Pines
10.0 out of 10, Exceptional, (11 reviews)
"Adorable place, clean and as advertised. Lovely and will we be back. "
United Kingdom
Molly H.
The price is AED 333
AED 647 total
includes taxes & fees
6 May - 7 May
Walkable Cottage, Pet Friendly with Fenced Patio

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, (24 reviews)
"The family came to Pinehurst for a golf trip. Isle of the Pines was great. It was super clean and convenient to everything we came for during our trip. The house was equipped with plenty of activities in case of cold, rainy weather. We would definitely stay there again!"
United States
Stacy C.
The price is AED 296
AED 1,082 total
includes taxes & fees
6 May - 7 May
Isle of the Pines, 1 mile from The Village of Pinehurst!

NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!
Pine Hurst
9.6 out of 10, Exceptional, (95 reviews)
"Great house, great location, wonderful value!"
United States
Joachim S.
The price is AED 413
AED 1,703 total
includes taxes & fees
6 May - 7 May
NEW! Pinehurst Eight Sleeps 10!

Charming Downtown Cottage

Charming Downtown Cottage
Southern Pines
9.8 out of 10, Exceptional, (53 reviews)
"Great location and comfortable "
United States
Lara F.
The price is AED 493
AED 1,105 total
includes taxes & fees
10 May - 11 May
Charming Downtown Cottage

Cozy 3-bedroom vacation home just 8 minutes from Pinehurst Resort

Cozy 3-bedroom vacation home just 8 minutes from Pinehurst Resort
Pinehurst
10.0 out of 10, Exceptional, (66 reviews)
"Great location, very clean and the host was a great communicator! Would most certainly stay again!"
United States
Jennifer D.
The price is AED 471
AED 1,213 total
includes taxes & fees
5 May - 6 May
Cozy 3-bedroom vacation home just 8 minutes from Pinehurst Resort

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 AED 456
AED 1,777 total
includes taxes & fees
11 May - 12 May
The Tin Cup on Pinehurst #5

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 AED 496
AED 1,058 total
includes taxes & fees
1 Jun - 2 Jun
Beautiful 1 Bed Condo on Pinehurst Course No.5!

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, (46 reviews)
"Beautiful home in pinehurst, great location, my husband and I enjoyed our stay!"
United States
Angela D.
The price is AED 536
AED 1,287 total
includes taxes & fees
11 May - 12 May
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

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, (14 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is AED 682
AED 1,477 total
includes taxes & fees
15 May - 16 May
The McCaskill Cottage in the Village of Pinehurst!

Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit 🔥 • Near #6 & Longleaf ⛳

Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit 🔥 • Near #6 & Longleaf ⛳
Pinehurst
9.4 out of 10, Exceptional, (16 reviews)
"Perfect for our group of 5"
United States
Kim S.
The price is AED 456
AED 1,412 total
includes taxes & fees
18 May - 19 May
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit 🔥 • Near #6 & Longleaf ⛳

A Home in One ⛳️ Sleeps 10 & 🎱 Table!

A Home in One ⛳️ Sleeps 10 & 🎱 Table!
West End
9.8 out of 10, Exceptional, (43 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 AED 532
AED 1,854 total
includes taxes & fees
10 May - 11 May
A Home in One ⛳️ Sleeps 10 & 🎱 Table!

Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed

Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed
Pinehurst
10.0 out of 10, Exceptional, (52 reviews)
"Hosts were very responsive and the home was exactly as described. "
United States
Grace S.
The price is AED 658
AED 1,320 total
includes taxes & fees
26 May - 27 May
Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed

Beautiful 1920's Craftsman-Downtown Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines
Southern Pines
10.0 out of 10, Exceptional, (83 reviews)
"Beautiful home, we are returning guests. Definitely love staying here and the area."
United States
Angela D.
The price is AED 463
AED 1,137 total
includes taxes & fees
6 May - 7 May
Beautiful 1920's Craftsman-Downtown Southern Pines

Double Bronze. Fairway home with Golf Cart!

Double Bronze. Fairway home with Golf Cart!
Pinehurst
9.6 out of 10, Exceptional, (48 reviews)
"Quick trip but a great stay. Would love to do it again!"
United States
Chris L.
The price is AED 670
AED 1,816 total
includes taxes & fees
11 May - 12 May
Double Bronze. Fairway home with Golf Cart!

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, (16 reviews)
"Nice place to stay"
United States
Matt N.
The price is AED 340
AED 836 total
includes taxes & fees
4 May - 5 May
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

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, (50 reviews)
"Everythibg was perfect!!!"
United States
Dominic R.
The price is AED 563
AED 1,903 total
includes taxes & fees
31 May - 1 Jun
Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!

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

The 19th Hole: Sleeps 10. Pool Table, Fire Pit
Pinehurst
9.6 out of 10, Exceptional, (53 reviews)
"Best house to rent!"
United States
Jess S.
The price is AED 744
AED 1,791 total
includes taxes & fees
11 May - 12 May
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
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