A dense forest of tall pine trees with a clear sky.

Holiday Homes in Southern Pines

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Southern Pines holiday homes

TV

Cottage on Ridge- Short & Extended Stays

Cottage on Ridge- Short & Extended Stays
Southern Pines
9.8 out of 10, Exceptional, (47 reviews)
"Convenient, clean...a really cute place to stay."
United States
Jeffrey S.
The price is NZ$297
includes taxes & fees
5 Aug - 6 Aug
Cottage on Ridge- Short & Extended Stays
Exterior

Walkable Cottage, Pet Friendly with Fenced Patio

Walkable Cottage, Pet Friendly with Fenced Patio
West Southern Pines
10.0 out of 10, Exceptional, (15 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 NZ$282
includes taxes & fees
4 Aug - 5 Aug
Walkable Cottage, Pet Friendly with Fenced Patio
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, (45 reviews)
"We had a great stay. The beds were super comfortable, the condo was in a great location and check in and check out were seamless. We will be back! "
United States
Matea S.
The price is NZ$408
includes taxes & fees
4 Aug - 5 Aug
Upstairs at the Estate - Across from SP Golf Club
Coffee/tea maker, fridge, microwave, oven

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, (30 reviews)
"Amazing place!"
United States
Jeremy
The price is NZ$576
includes taxes & fees
3 Aug - 4 Aug
Isle of the Pines, 1 mile from The Village of Pinehurst!
Exterior

Beautiful 1920's Craftsman-Downtown Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines
Southern Pines
10.0 out of 10, Exceptional, (91 reviews)
"Wonderful stay. Perfect location to downtown and family friendly "
United States
Molly R.
The price is NZ$530
includes taxes & fees
23 July - 24 July
Beautiful 1920's Craftsman-Downtown Southern Pines
2 bedrooms, iron/ironing board, travel cot, WiFi

Charming Downtown Cottage

Charming Downtown Cottage
Southern Pines
9.8 out of 10, Exceptional, (56 reviews)
"Comfortable, convenient and all around enjoyable stay! Thank you to the hosts!"
United States
Jennifer G.
The price is NZ$542
includes taxes & fees
3 Aug - 4 Aug
Charming Downtown Cottage
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, (17 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is NZ$535
includes taxes & fees
23 July - 24 July
The McCaskill Cottage in the Village of Pinehurst!
Interior

Blue Beauty

Blue Beauty
Southern Pines
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful house and good location!!"
United States
Bethany H.
The price is NZ$1,041
includes taxes & fees
10 Aug - 11 Aug
Blue Beauty
Private kitchen

The Cowboy

The Cowboy
Southern Pines
10.0 out of 10, Exceptional, (17 reviews)
"Great stay. Very pleased with the amenities of the house, the cleanliness and condition. Will plan to book here again next time we are coming to Southern Pines!"
United States
Michael M.
The price is NZ$900
includes taxes & fees
11 Aug - 12 Aug
The Cowboy
Smart TV, ping pong, 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 NZ$893
includes taxes & fees
3 Aug - 4 Aug
The Mulligan!
Smart TV, books

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

Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!
Downtown Southern Pines
9.8 out of 10, Exceptional, (26 reviews)
"Perfect place for a group. Everything was clean and well maintained. Great location "
United States
Evan M.
The price is NZ$725
includes taxes & fees
10 Aug - 11 Aug
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!
Smart TV, fireplace

Putt in the Pines 3BD 2 BA Charming Quiet Home

Putt in the Pines 3BD 2 BA Charming Quiet Home
Aberdeen
9.6 out of 10, Exceptional, (23 reviews)
"Great location, clean house"
United States
Kirsten L.
The price is NZ$992
includes taxes & fees
25 July - 26 July
Putt in the Pines 3BD 2 BA Charming Quiet Home
Terrace/patio

The Birdie Bungalow - 3 Bedroom Golf Getaway Near Pinehurst

The Birdie Bungalow - 3 Bedroom Golf Getaway Near Pinehurst
Southern Pines
The price is NZ$484
includes taxes & fees
3 Aug - 4 Aug
The Birdie Bungalow - 3 Bedroom Golf Getaway Near Pinehurst
2 bedrooms, iron/ironing board, WiFi, bed sheets

Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst

Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst
Taylortown
The price is NZ$246
includes taxes & fees
3 Aug - 4 Aug
Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst
Coffee/tea maker, fridge, microwave, oven

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 NZ$749
includes taxes & fees
17 Aug - 18 Aug
Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines
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 NZ$467
includes taxes & fees
21 July - 22 July
Beautiful 1 Bed Condo on Pinehurst Course No.5!
Coffee/tea maker, fridge, microwave, oven

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 NZ$890
includes taxes & fees
3 Aug - 4 Aug
Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!
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, (63 reviews)
"Perfect for our golf trip. Loved it and will be back."
United States
John M.
The price is NZ$574
includes taxes & fees
21 July - 22 July
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
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)
"Clean, space looked just like the description. Great location "
United States
Eli J.
The price is NZ$384
includes taxes & fees
4 Aug - 5 Aug
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
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, (17 reviews)
"Great place for a family or golf getaway! "
United States
Mike S.
The price is NZ$621
includes taxes & fees
4 Aug - 5 Aug
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf
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

Clarion Inn Southern Pines - Pinehurst

Clarion Inn Southern Pines - Pinehurst

8/10 Good
"It was a long walk to the room, including hauling luggage up a lot of stairs. The staff was professional. Breakfast was marginal. The room as a good value for the money. Someone apparently attempted to steal gas overnight in the parking lot and broke the door on my Ford Transit. That will set me back about $450 for the part, plus labor and negating any savings achieved on the room rate. The location was convenient for restaurants and shopping."
Wade 3-night trip
Posted 3 hours ago
Clarion Inn Southern Pines - Pinehurst

Find out more about Southern Pines

Southern Pines Holiday Homes information

Number of reviews
573
Accommodation
296 Holiday Homes
Lowest Price
NZ$246
Highest Price
NZ$1,041