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Our top choices for Southern Pines vacation homes

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

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
10.0 out of 10, Exceptional, (34 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 AED 250
AED 547 total
includes taxes & fees
20 Apr - 21 Apr
Loft Cottage on Ridge<br>? Short & Extended Stays?

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, (13 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is AED 421
AED 1,123 total
includes taxes & fees
26 Apr - 27 Apr
The McCaskill Cottage in the Village of Pinehurst!

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, (41 reviews)
"Love this place!!!"
United States
Chris B.
The price is AED 430
AED 851 total
includes taxes & fees
28 Apr - 29 Apr
Upstairs at the Estate - Across from SP Golf Club

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, (22 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 428
AED 1,260 total
includes taxes & fees
28 Apr - 29 Apr
Isle of the Pines, 1 mile from The Village of Pinehurst!

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, (61 reviews)
"Perfect for our golf trip. Loved it and will be back."
United States
John M.
The price is AED 624
AED 1,503 total
includes taxes & fees
25 Apr - 26 Apr
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6

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

NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!
Pine Hurst
9.6 out of 10, Exceptional, (94 reviews)
"Great house, great location, wonderful value!"
United States
Joachim S.
The price is AED 567
AED 1,903 total
includes taxes & fees
19 Apr - 20 Apr
NEW! Pinehurst Eight Sleeps 10!

Walkable Cottage, Pet Friendly with Fenced Patio

Walkable Cottage, Pet Friendly with Fenced Patio
West Southern Pines
9.8 out of 10, Exceptional, (10 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
16 Apr - 17 Apr
Walkable Cottage, Pet Friendly with Fenced Patio

A Home in One ⛳️ Sleeps 10 & 🎱 Table!

A Home in One ⛳️ Sleeps 10 & 🎱 Table!
West End
9.8 out of 10, Exceptional, (41 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 551
AED 1,889 total
includes taxes & fees
28 Apr - 29 Apr
A Home in One ⛳️ Sleeps 10 & 🎱 Table!

Charming Downtown Cottage

Charming Downtown Cottage
Southern Pines
9.8 out of 10, Exceptional, (52 reviews)
"Great location and comfortable "
United States
Lara F.
The price is AED 493
AED 1,075 total
includes taxes & fees
28 Apr - 29 Apr
Charming Downtown Cottage

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 735
AED 1,652 total
includes taxes & fees
14 May - 15 May
Putt in the Pines

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 735
AED 1,548 total
includes taxes & fees
29 Apr - 30 Apr
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 758
AED 2,143 total
includes taxes & fees
23 Apr - 24 Apr
The Tin Cup on Pinehurst #5

Beautiful 1920's Craftsman-Downtown Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines
Southern Pines
10.0 out of 10, Exceptional, (81 reviews)
"Beautiful home, we are returning guests. Definitely love staying here and the area."
United States
Angela D.
The price is AED 463
AED 1,104 total
includes taxes & fees
28 Apr - 29 Apr
Beautiful 1920's Craftsman-Downtown Southern Pines

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

The 19th Hole: Sleeps 10. Pool Table, Fire Pit
Pinehurst
9.8 out of 10, Exceptional, (52 reviews)
"Home in good condition, plenty of space, clean & comfortable. "
United States
Jessica S.
The price is AED 744
AED 1,779 total
includes taxes & fees
27 Apr - 28 Apr
The 19th Hole: Sleeps 10. Pool Table, Fire Pit

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 694
AED 1,835 total
includes taxes & fees
28 Apr - 29 Apr
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
8.8 out of 10, Excellent, (15 reviews)
"Nice place to stay"
United States
Matt N.
The price is AED 400
AED 889 total
includes taxes & fees
13 May - 14 May
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

The Mulligan!

The Mulligan!
Pinehurst
9.8 out of 10, Exceptional, (32 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 AED 476
AED 1,787 total
includes taxes & fees
26 Apr - 27 Apr
The Mulligan!

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

Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥
Pinehurst
10.0 out of 10, Exceptional, (8 reviews)
"Great hospitality and very nice place for an overnight or more stay. "
United States
Robbie B.
Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥

The Quail House - Marvelous 3-bedroom house - Modern luxury on Pinehurst #3

The Quail House - Marvelous 3-bedroom house - Modern luxury on Pinehurst #3
Pinehurst
10.0 out of 10, Exceptional, (4 reviews)
"Great place. Very comfortable. "
United States
james m.
The price is AED 488
AED 1,581 total
includes taxes & fees
12 May - 13 May
The Quail House - Marvelous 3-bedroom house - Modern luxury on Pinehurst #3
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