Slash Pine tree plantations, in the southern Florida, provides a wealth of opportunity for the timber industry

Search Vacation Homes in Southern Pines

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Southern Pines vacation homes

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, (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 AED 272
AED 570 total
includes taxes & fees
21 Jun - 22 Jun
Loft Cottage on Ridge<br>? Short & Extended Stays?
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 441
AED 984 total
includes taxes & fees
20 Jun - 21 Jun
Beautiful 1 Bed Condo on Pinehurst Course No.5!
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, (15 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is AED 365
AED 1,047 total
includes taxes & fees
24 Jun - 25 Jun
The McCaskill Cottage in the Village of Pinehurst!
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, (44 reviews)
"Love this place!!!"
United States
Chris B.
The price is AED 408
AED 852 total
includes taxes & fees
24 Jun - 25 Jun
Upstairs at the Estate - Across from SP Golf Club
Exterior

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 AED 333
AED 647 total
includes taxes & fees
21 Jun - 22 Jun
Walkable Cottage, Pet Friendly with Fenced Patio
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, (17 reviews)
"Nice place to stay"
United States
Matt N.
The price is AED 352
AED 846 total
includes taxes & fees
21 Jun - 22 Jun
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
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, (62 reviews)
"Perfect for our golf trip. Loved it and will be back."
United States
John M.
The price is AED 592
AED 1,470 total
includes taxes & fees
25 Jun - 26 Jun
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
Interior

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 AED 572
AED 1,302 total
includes taxes & fees
12 Jul - 13 Jul
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!
Fridge, microwave, oven, stovetop

NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!
Pine Hurst
9.6 out of 10, Exceptional, (97 reviews)
"Almost new home. Very clean and well supplied. Great access to the Pinehurst/Southern Pines area. Nice quiet neighborhood. "
United States
Timothy L.
The price is AED 484
AED 1,792 total
includes taxes & fees
29 Jun - 30 Jun
NEW! Pinehurst Eight Sleeps 10!
Exterior

Beautiful 1920's Craftsman-Downtown Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines
Southern Pines
10.0 out of 10, Exceptional, (88 reviews)
"Wonderful stay. Perfect location to downtown and family friendly "
United States
Molly R.
The price is AED 466
AED 1,145 total
includes taxes & fees
22 Jun - 23 Jun
Beautiful 1920's Craftsman-Downtown Southern Pines
2 bedrooms, iron/ironing board, travel crib, WiFi

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 AED 493
AED 1,092 total
includes taxes & fees
23 Jun - 24 Jun
Charming Downtown Cottage
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, (27 reviews)
"Amazing place!"
United States
Jeremy
The price is AED 407
AED 1,220 total
includes taxes & fees
24 Jun - 25 Jun
Isle of the Pines, 1 mile from The Village of Pinehurst!
Smart TV

Putt in the Pines

Putt in the Pines
Aberdeen
9.6 out of 10, Exceptional, (22 reviews)
The price is AED 639
AED 1,418 total
includes taxes & fees
6 Jul - 7 Jul
Putt in the Pines
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 508
AED 1,836 total
includes taxes & fees
22 Jun - 23 Jun
The Tin Cup on Pinehurst #5
Fridge, microwave, oven, stovetop

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 AED 579
AED 1,912 total
includes taxes & fees
21 Jun - 22 Jun
Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!
Fridge, microwave, oven, stovetop

Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines

Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines
Southern Pines
9.6 out of 10, Exceptional, (10 reviews)
"The host was very accommodating and we had a wonderful stay!The home is lovely and the host thought of everything, we wanted for nothing while we were there.The neighborhood is a great place to walk as is the downtown area!We can’t wait to visit again!"
United States
Michelle B.
The price is AED 516
AED 1,492 total
includes taxes & fees
22 Jun - 23 Jun
Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines
Smart TV

A Home in One ⛳️ Sleeps 10 & 🎱 Table!

A Home in One ⛳️ Sleeps 10 & 🎱 Table!
West End
9.8 out of 10, Exceptional, (44 reviews)
"It was a great, clean and host was very responsive and helpful. "
United States
Case B.
The price is AED 627
AED 1,987 total
includes taxes & fees
25 Jun - 26 Jun
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
Fridge, microwave, oven, stovetop

The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit

The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit
Pinehurst
10.0 out of 10, Exceptional, (25 reviews)
"Perfect location for golf and relaxing."
United States
Carl S.
The price is AED 559
AED 1,640 total
includes taxes & fees
22 Jun - 23 Jun
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit
Smart TV, table tennis, books

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 AED 536
AED 1,859 total
includes taxes & fees
21 Jun - 22 Jun
The Mulligan!
Interior

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 AED 625
AED 1,947 total
includes taxes & fees
21 Jun - 22 Jun
Relaxing home w/ putting green 5 min to Pinehurst
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southern Pines Hotel Reviews

Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8

Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8

10/10 Excellent
"Is very home so clean I really like"
Lidia 4-night trip
Posted 7 hours ago
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8