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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

Our top choices for Southern Pines vacation homes

Private kitchen

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 413
AED 1,114 total
includes taxes & fees
30 Apr - 1 May
The McCaskill Cottage in the Village of Pinehurst!
Property grounds

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 257
AED 555 total
includes taxes & fees
28 Apr - 29 Apr
Loft Cottage on Ridge<br>? Short & Extended Stays?
Exterior

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 345
AED 758 total
includes taxes & fees
26 Apr - 27 Apr
Upstairs at the Estate - Across from SP Golf Club
Fridge, microwave, oven, stovetop

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 532
AED 1,854 total
includes taxes & fees
27 Apr - 28 Apr
NEW! Pinehurst Eight Sleeps 10!
Fridge, microwave, oven, stovetop

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, (23 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 368
AED 1,171 total
includes taxes & fees
26 Apr - 27 Apr
Isle of the Pines, 1 mile from The Village of Pinehurst!
Smart TV, books

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 1,205 total
includes taxes & fees
27 Apr - 28 Apr
Cozy 3-bedroom vacation home just 8 minutes from Pinehurst Resort
Exterior

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
26 Apr - 27 Apr
Walkable Cottage, Pet Friendly with Fenced Patio
Outdoor dining

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.
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
Smart TV, books

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 440
AED 1,734 total
includes taxes & fees
26 Apr - 27 Apr
The Tin Cup on Pinehurst #5
2 bedrooms, iron/ironing board, travel crib, WiFi

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 1,096 total
includes taxes & fees
26 Apr - 27 Apr
Charming Downtown Cottage
Smart TV

A Home in One ⛳️ Sleeps 10 & 🎱 Table!

A Home in One ⛳️ Sleeps 10 & 🎱 Table!
West End
9.8 out of 10, Exceptional, (42 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 508
AED 1,823 total
includes taxes & fees
27 Apr - 28 Apr
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
Exterior

Beautiful 1920's Craftsman-Downtown Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines
Southern Pines
10.0 out of 10, Exceptional, (82 reviews)
"Beautiful home, we are returning guests. Definitely love staying here and the area."
United States
Angela D.
The price is AED 466
AED 1,133 total
includes taxes & fees
23 Apr - 24 Apr
Beautiful 1920's Craftsman-Downtown Southern Pines
Smart TV

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 532
AED 1,378 total
includes taxes & fees
26 Apr - 27 Apr
Putt in the Pines
TV

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 1,054 total
includes taxes & fees
22 May - 23 May
Beautiful 1 Bed Condo on Pinehurst Course No.5!
Fridge, microwave, oven, stovetop

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 1,770 total
includes taxes & fees
26 Apr - 27 Apr
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
Terrace/patio

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)
"We had such a great stay! The house was beautifully decorated. Beds were comfy. Had all the kitchen essentials we needed including an electric kettle for the tea drinkers. The entire home was very clean. The host was super responsive and checked in with us after we arrived to ensure we had everything we need. If we’re in the area again, we’ll definitely stay again!"
United States
Jennifer W.
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit 🔥 • Near #6 & Longleaf ⛳
Smart TV

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.
Double Bronze. Fairway home with Golf Cart!
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
Pinehurst
9.0 out of 10, Wonderful, (16 reviews)
"Nice place to stay"
United States
Matt N.
The price is AED 344
AED 837 total
includes taxes & fees
10 May - 11 May
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
Smart TV, table tennis, books

The Mulligan!

The Mulligan!
Pinehurst
9.8 out of 10, Exceptional, (33 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 Mulligan!
Exterior

Spacious 4BR Near Pinehurst | Fire Pit + Games

Spacious 4BR Near Pinehurst | Fire Pit + Games
West Southern Pines
10.0 out of 10, Exceptional, (3 reviews)
"Great house in quiet neighborhood. Had everything we could need"
United States
Aaron Z.
Spacious 4BR Near Pinehurst | Fire Pit + Games
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

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

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

10/10 Excellent
"Lovely, spotless, and roomy Southern Pines home/cottage with wonderful, responsive hosts who seem to have thought of everything we might need. Great location - a charming neighborhood with friendly people and quick walk to the park, restaurants, and shops. We will recommend it to friends and family."
M S. 2-night trip
Posted 4 hours ago
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!