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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Southern Pines vacation homes

TV

1. Cottage on Ridge- Short & Extended Stays

Cottage on Ridge- Short & Extended Stays
Southern Pines
9.8 out of 10, Exceptional, (49 reviews)
"Convenient, clean...a really cute place to stay."
United States
Jeffrey S.
The price is AED 312
AED 650 total
includes taxes & fees
17 Sep - 18 Sep
Cottage on Ridge- Short & Extended Stays
Exterior

2. 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)
"Perfect little place to stay with our dog! Would stay again."
United States
Katrina M.
The price is AED 356
AED 672 total
includes taxes & fees
4 Oct - 5 Oct
Walkable Cottage, Pet Friendly with Fenced Patio
Exterior

3. 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, (46 reviews)
"Great stay, just one night but had everything we needed. Queen beds are very comfortable!"
United States
Gaynell B.
The price is AED 389
AED 829 total
includes taxes & fees
20 Sep - 21 Sep
Upstairs at the Estate - Across from SP Golf Club
Exterior

4. Beautiful 1920's Craftsman-Downtown Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines
Southern Pines
10.0 out of 10, Exceptional, (96 reviews)
"Great location and was a perfect place to stay for a golf trip"
United States
Sean M.
The price is AED 463
AED 1,092 total
includes taxes & fees
21 Sep - 22 Sep
Beautiful 1920's Craftsman-Downtown Southern Pines
2 bedrooms, iron/ironing board, travel crib, WiFi

5. Charming Downtown Cottage

Charming Downtown Cottage
Southern Pines
9.8 out of 10, Exceptional, (58 reviews)
"Comfortable, convenient and all around enjoyable stay! Thank you to the hosts!"
United States
Jennifer G.
The price is AED 493
AED 1,096 total
includes taxes & fees
17 Sep - 18 Sep
Charming Downtown Cottage
Private kitchen

6. 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, (21 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is AED 258
AED 918 total
includes taxes & fees
21 Sep - 22 Sep
The McCaskill Cottage in the Village of Pinehurst!
Smart TV, books

7. 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, (29 reviews)
"It was perfect, beds extremely comfortable and safe location "
United States
Shane H.
The price is AED 500
AED 1,412 total
includes taxes & fees
29 Sep - 30 Sep
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!
Coffee/tea maker, fridge, microwave, oven

8. 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, (34 reviews)
"Amazing place!"
United States
Jeremy
The price is AED 341
AED 1,153 total
includes taxes & fees
6 Oct - 7 Oct
Isle of the Pines, 1 mile from The Village of Pinehurst!
Private kitchen

9. The Cowboy

The Cowboy
Southern Pines
10.0 out of 10, Exceptional, (21 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 AED 625
AED 1,677 total
includes taxes & fees
21 Sep - 22 Sep
The Cowboy
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

10. Polo & Pine Retreat

Polo & Pine Retreat
Pinehurst
10.0 out of 10, Exceptional, (1 review)
"The property was clean and looked exactly like the pictures. It was a great value and we enjoyed our stay."
United States
kevin t.
The price is AED 266
AED 1,404 total
includes taxes & fees
22 Sep - 23 Sep
Polo & Pine Retreat
Coffee/tea maker, fridge, microwave, oven

11. 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 562
AED 1,486 total
includes taxes & fees
21 Sep - 22 Sep
Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines
Terrace/patio

12. The Birdie Bungalow - 3 Bedroom Golf Getaway Near Pinehurst

The Birdie Bungalow - 3 Bedroom Golf Getaway Near Pinehurst
Southern Pines
10.0 out of 10, Exceptional, (2 reviews)
"We absolutely loved our stay here! The house is beautifully designed and just a short walk to downtown Southern Pines, where there are so many great restaurants and shops. Everything felt fresh, modern, and thoughtfully decorated with a fun mid-century vibe.Our favorite spot was definitely the Carolina room. It had the perfect cozy, dark-and-moody feel, with a huge window looking outside. Every morning we found ourselves sitting there with a cup of coffee, and it quickly became our favorite...
United States
Andrea S.
The price is AED 595
AED 1,071 total
includes taxes & fees
17 Sep - 18 Sep
The Birdie Bungalow - 3 Bedroom Golf Getaway Near Pinehurst
Smart TV

13. A Home in One ⛳️ Sleeps 10 & 🎱 Table!

A Home in One ⛳️ Sleeps 10 & 🎱 Table!
West End
9.8 out of 10, Exceptional, (44 reviews)
"Great house and location. "
United States
Billy P.
The price is AED 369
AED 1,645 total
includes taxes & fees
20 Sep - 21 Sep
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
Coffee/tea maker, fridge, microwave, oven

14. NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!
Pine Hurst
9.4 out of 10, Exceptional, (99 reviews)
"VRBO was clean and a good size for our family. Everything mentioned in the listing is as seen. Home appears to be newly remodeled. We had a nice weekend family gathering of 5."
United States
Wendy A.
The price is AED 405
AED 1,677 total
includes taxes & fees
21 Sep - 22 Sep
NEW! Pinehurst Eight Sleeps 10!
Smart TV, table tennis, books

15. The Mulligan!

The Mulligan!
Pinehurst
9.8 out of 10, Exceptional, (40 reviews)
"Great location to get to all of the golf courses we played. Plenty of room for the 6 of us. Host very attentive."
United States
James N.
The Mulligan!
Coffee/tea maker, fridge, microwave, oven

16. 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, (53 reviews)
"Great host, great house. Plenty of amenities. This was our third time staying at this location, we will be back"
United States
Randy F.
The price is AED 377
AED 1,638 total
includes taxes & fees
21 Sep - 22 Sep
Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!
Dining

17. 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
8.8 out of 10, Excellent, (18 reviews)
"Clean, space looked just like the description. Great location "
United States
Eli J.
The price is AED 357
AED 855 total
includes taxes & fees
17 Sep - 18 Sep
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
Outdoor pool

18. ThePalmerRetreat•SaltWaterPool•HotTub•FirePit•CentralDr.MinsToDT.SP/Pinehurst

ThePalmerRetreat•SaltWaterPool•HotTub•FirePit•CentralDr.MinsToDT.SP/Pinehurst
Southern Pines
8.8 out of 10, Excellent, (5 reviews)
"Amazing location super clean and a great place for a family to stay! "
United States
Larry K.
The price is AED 691
AED 1,639 total
includes taxes & fees
29 Sep - 30 Sep
ThePalmerRetreat•SaltWaterPool•HotTub•FirePit•CentralDr.MinsToDT.SP/Pinehurst
Outdoor dining

19. Golf Front Retreat on Pinehurst No. 6 with 3 Bedrooms /2 Bath /4 beds / Sleeps 8

Golf Front Retreat on Pinehurst No. 6 with 3 Bedrooms /2 Bath /4 beds / Sleeps 8
Pinehurst
10.0 out of 10, Exceptional, (64 reviews)
"Perfect for our golf trip. Loved it and will be back."
United States
John M.
Golf Front Retreat on Pinehurst No. 6 with 3 Bedrooms /2 Bath /4 beds / Sleeps 8
Interior

20. 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, (8 reviews)
"A great place to stay in Pinehurst!!!"
United States
tyler c.
The price is AED 595
AED 2,030 total
includes taxes & fees
20 Sep - 21 Sep
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.
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Top Southern Pines Hotel Reviews

Econo Lodge & Suites Southern Pines - Pinehurst

Econo Lodge & Suites Southern Pines - Pinehurst

10/10 Excellent
"I typically stay here a couple of times each year because my family lives in Moore county. I always enjoy seeing the Patels and they make me feel so welcome. The property is clean, safe, affordable and they provide a nice breakfast. I would absolutely stay here again."
Melissa S 2-night trip
Posted 20 hours ago
Econo Lodge & Suites Southern Pines - Pinehurst