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Our top choices for Southern Pines vacation homes

Cottage on Ridge- Short & Extended Stays

Cottage on Ridge- Short & Extended Stays
Southern Pines
9.8 out of 10, Exceptional, (43 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 301
AED 638 total
includes taxes & fees
21 Apr - 22 Apr
Cottage on Ridge- Short & Extended Stays

Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed

Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed
Pinehurst
10.0 out of 10, Exceptional, (51 reviews)
"Great comfortable home for a girls weekend getaway! Loved the cozy family room where could drink coffee in the morning and chat and have a drink at night to unwind! Perfect getaway and close to all the pinehurst things we wanted to do!! "
United States
Amy M.
Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed

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, (40 reviews)
"Love this place!!!"
United States
Chris B.
The price is AED 338
AED 750 total
includes taxes & fees
12 Apr - 13 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 339
AED 1,135 total
includes taxes & fees
12 Apr - 13 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 512
AED 1,359 total
includes taxes & fees
15 Apr - 16 Apr
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6

Updated, Fenced, Pet Friendly Downtown Cottage

Updated, Fenced, Pet Friendly Downtown Cottage
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
13 Apr - 14 Apr
Updated, Fenced, Pet Friendly Downtown Cottage

A Home in One ⛳️ Sleeps 10 & 🎱 Table!

A Home in One ⛳️ Sleeps 10 & 🎱 Table!
West End
9.8 out of 10, Exceptional, (40 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 512
AED 1,828 total
includes taxes & fees
9 Apr - 10 Apr
A Home in One ⛳️ Sleeps 10 & 🎱 Table!

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 611
AED 1,952 total
includes taxes & fees
12 Apr - 13 Apr
NEW! Pinehurst Eight Sleeps 10!

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 524
AED 1,854 total
includes taxes & fees
21 Apr - 22 Apr
Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!

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.
The price is AED 518
AED 1,482 total
includes taxes & fees
13 Apr - 14 Apr
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit 🔥 • Near #6 & Longleaf ⛳

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 1,096 total
includes taxes & fees
12 Apr - 13 Apr
Charming Downtown Cottage

Putt in the Pines

Putt in the Pines
Aberdeen
9.6 out of 10, Exceptional, (21 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 742
AED 1,652 total
includes taxes & fees
9 May - 10 May
Putt in the 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, (51 reviews)
"Home in good condition, plenty of space, clean & comfortable. "
United States
Jessica S.
The price is AED 744
AED 1,783 total
includes taxes & fees
14 Apr - 15 Apr
The 19th Hole: Sleeps 10. Pool Table, Fire Pit

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 606
AED 1,357 total
includes taxes & fees
28 Apr - 29 Apr
Cozy 3-bedroom vacation home just 8 minutes from Pinehurst Resort

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 466
AED 1,133 total
includes taxes & fees
13 Apr - 14 Apr
Beautiful 1920's Craftsman-Downtown Southern Pines

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 Mulligan!

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 591
AED 1,938 total
includes taxes & fees
21 Apr - 22 Apr
The Tin Cup on Pinehurst #5

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 674
AED 1,800 total
includes taxes & fees
5 May - 6 May
Double Bronze. Fairway home with Golf Cart!

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

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, (14 reviews)
"Nice place to stay"
United States
Matt N.
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
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