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Search Vacation Homes in Southern Pines

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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Vacation Homes in Southern Pines

Luxurious, peaceful and cozy townhome in the heart of Pinehurst
Smart TV, fireplace

Luxurious, peaceful and cozy townhome in the heart of Pinehurst

10.0 out of 10, Exceptional, (56)
"The townhouse was perfect for our family stay. It was extremely well decorated and immaculate! Everyone enjoyed staying there. Will definitely stay there again given the opportunity."
Luxurious, peaceful and cozy townhome in the heart of Pinehurst
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (11)
"We had 5 adults visiting our family in Pinehurst. The house was well stocked and beds comfortable. Would stay here again."
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
Outdoor dining

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

9.8 out of 10, Exceptional, (37)
"House was perfect! We would definitely come back!"
The price is SAR 760
SAR 1,735 total
includes taxes & fees
8 Jun - 9 Jun
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
Beautiful 1920's Craftsman-Downtown Southern Pines
Exterior

Beautiful 1920's Craftsman-Downtown Southern Pines

10.0 out of 10, Exceptional, (65)
"Location of this traditional home in So Pines was great. Beds were very comfy and our host was attentive to our every need. Would definitely stay again. "
The price is SAR 473
SAR 1,126 total
includes taxes & fees
10 Jun - 11 Jun
Beautiful 1920's Craftsman-Downtown Southern Pines
Cottage on Ridge- Short & Extended Stays
1 bedroom, desk, travel crib, WiFi

Cottage on Ridge- Short & Extended Stays

9.8 out of 10, Exceptional, (32)
"Perfect little place for our long weekend."
The price is SAR 304
SAR 645 total
includes taxes & fees
8 Jun - 9 Jun
Cottage on Ridge- Short & Extended Stays
Tranquil Retreat w/ Hot Tub, Large Patio, 2 living rooms
Terrace/patio

Tranquil Retreat w/ Hot Tub, Large Patio, 2 living rooms

10.0 out of 10, Exceptional, (19)
"Ryans property was amazing. Great yard to hang out in."
Tranquil Retreat w/ Hot Tub, Large Patio, 2 living rooms
The Perfect Swing: Sleeps 8 with pool table and fire pit
Fridge, microwave, oven, stovetop

The Perfect Swing: Sleeps 8 with pool table and fire pit

10.0 out of 10, Exceptional, (7)
"We had an amazing stay, we were in town for a funeral and the property was so homey and just what we needed! Host was very helpful and responsive and their property is well stocked and so worth the price. Would stay again! "
The price is SAR 644
SAR 1,666 total
includes taxes & fees
6 Jul - 7 Jul
The Perfect Swing: Sleeps 8 with pool table and fire pit
Blue Beauty
Property grounds

Blue Beauty

The price is SAR 806
SAR 1,898 total
includes taxes & fees
11 Jun - 12 Jun
Blue Beauty
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!
Interior

Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

10.0 out of 10, Exceptional, (36)
"Would stay again!"
The price is SAR 489
SAR 1,166 total
includes taxes & fees
15 Jun - 16 Jun
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
Terrace/patio

Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

2.0 star property
10.0 out of 10, Exceptional, (3)
"This is the perfect golf weekend house, everyone. Super close to all the courses, super responsive owners, and is fairly priced.One note: Bring your own soap and shampoo."
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
Pinehurst Village Vacation House w/ private pool & (8) beds
Outdoor pool

Pinehurst Village Vacation House w/ private pool & (8) beds

10.0 out of 10, Exceptional, (64)
"Great location, great house!"
Pinehurst Village Vacation House w/ private pool & (8) beds
Gorgeous Pinehurst No 6 Home w/ Two Patios!
Fridge, microwave, stovetop, dishwasher

Gorgeous Pinehurst No 6 Home w/ Two Patios!

10.0 out of 10, Exceptional, (32)
"The home was “as advertised “ and we all had a great time!!"
Gorgeous Pinehurst No 6 Home w/ Two Patios!
Southern Pines Getaway w/Hot Tub, Fire Pit & Pool
Fridge, microwave, oven, stovetop

Southern Pines Getaway w/Hot Tub, Fire Pit & Pool

10.0 out of 10, Exceptional, (19)
"Great place."
Southern Pines Getaway w/Hot Tub, Fire Pit & Pool
The Scotsman Cottage - Half a mile to Downtown Shops & Restaurants
Fridge, microwave, oven, stovetop

The Scotsman Cottage - Half a mile to Downtown Shops & Restaurants

10.0 out of 10, Exceptional, (40)
"Great location and cozy cottage. "
The Scotsman Cottage - Half a mile to Downtown Shops & Restaurants
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
Smart TV, fireplace

High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

10.0 out of 10, Exceptional, (33)
"This VRBO checked all the boxes for our family reunion: clean, convenient location, spacious and affordable. "
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed
Terrace/patio

Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed

9.8 out of 10, Exceptional, (40)
"We enjoyed a week long vacation with our pups. Our local contact was very responsive and helpful during arrival and check-out. Convenient location and comfortable furnishings with everything we needed for a great stay! "
Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed
SPECTACULAR PINEHURST #5 GOLF VIEW VILLA
Exterior

SPECTACULAR PINEHURST #5 GOLF VIEW VILLA

9.8 out of 10, Exceptional, (31)
"Great house for a buddies golf trip. Plenty of beds, huge tv to watch sports. Ideal location on Pinehurst #5. Would stay here again. "
SPECTACULAR PINEHURST #5 GOLF VIEW VILLA
25 McQueen - 4 Bedroom House with Pool
Fridge, microwave, oven, dishwasher

25 McQueen - 4 Bedroom House with Pool

9.8 out of 10, Exceptional, (41)
"Couldn’t have asked for a better spot for a weekend stay in Pinehurst - thank you!"
25 McQueen - 4 Bedroom House with Pool
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
Outdoor dining

Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

2.0 star property
8.8 out of 10, Excellent, (11)
"Nice place to stay"
The price is SAR 390
SAR 907 total
includes taxes & fees
8 Jun - 9 Jun
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
Charming Downtown Cottage
Terrace/patio

Charming Downtown Cottage

9.8 out of 10, Exceptional, (43)
"Extremely clean, convenient without losing original charm. Quiet neighborhood, beautiful street, easy walking to restaurants shops"
The price is SAR 503
SAR 1,098 total
includes taxes & fees
8 Jun - 9 Jun
Charming Downtown Cottage
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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