Southern Pines, NC Vacation Homes from ￥11,124

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

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Our top choices for Southern Pines vacation homes

1. Loft Cottage on Ridge<br>? Short & Extended Stays?

Southern Pines

Ted D.

￥22,862 total

includes taxes & fees

Sep 3 - Sep 4

2. Upstairs at the Estate - Across from SP Golf Club

Southern Pines

Gaynell B.

￥33,452 total

includes taxes & fees

Sep 3 - Sep 4

3. Walkable Cottage, Pet Friendly with Fenced Patio

West Southern Pines

Katrina M.

￥26,301 total

includes taxes & fees

Sep 3 - Sep 4

4. Charming Downtown Cottage

Southern Pines

Jennifer G.

￥48,412 total

includes taxes & fees

Sep 3 - Sep 4

5. Beautiful 1920's Craftsman-Downtown Southern Pines

Southern Pines

Sean M.

￥49,966 total

includes taxes & fees

Sep 9 - Sep 10

6. Downtown Townhome; Walk to Dine & Shop on Broad St

Southern Pines

Mary Z.

￥62,296 total

includes taxes & fees

Sep 6 - Sep 7

7. The McCaskill Cottage in the Village of Pinehurst!

Old Town Pinehurst

Timothy

￥41,068 total

includes taxes & fees

Sep 3 - Sep 4

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

Downtown Southern Pines

Evan M.

￥67,178 total

includes taxes & fees

Sep 29 - Sep 30

9. Isle of the Pines, 1 mile from The Village of Pinehurst!

Pinehurst

Jeremy

￥47,611 total

includes taxes & fees

Sep 14 - Sep 15

10. Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf

Pinehurst

Mike S.

￥54,608 total

includes taxes & fees

Sep 9 - Sep 10

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

Southern Pines

Michelle B.

￥67,711 total

includes taxes & fees

Sep 3 - Sep 4

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

Southern Pines

"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...

Andrea S.

￥46,946 total

includes taxes & fees

Sep 15 - Sep 16

13. The Cowboy

Southern Pines

Michael M.

￥79,390 total

includes taxes & fees

Sep 14 - Sep 15

14. The Mulligan!

Pinehurst

James N.

￥71,424 total

includes taxes & fees

Sep 7 - Sep 8

15. NEW! Pinehurst Eight Sleeps 10!

Pine Hurst

Wendy A.

￥73,292 total

includes taxes & fees

Sep 9 - Sep 10

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

Pinehurst

John M.

￥59,018 total

includes taxes & fees

Sep 7 - Sep 8

17. Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!

Pine Hurst

Randy F.

￥74,853 total

includes taxes & fees

Sep 14 - Sep 15

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

West End

Billy P.

￥73,851 total

includes taxes & fees

Sep 3 - Sep 4

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

Pinehurst

Eli J.

￥37,840 total

includes taxes & fees

Sep 3 - Sep 4

20. Polo & Pine Retreat

Pinehurst

kevin t.

￥63,754 total

includes taxes & fees

Sep 21 - Sep 22

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Top Southern Pines Hotel Reviews

Econo Lodge & Suites Southern Pines - Pinehurst

10/10 Excellent

"Conveniently located in Southern Pines, this accommodation, while being somewhat spartan and a little time-weathered, was very clean, quiet and reasonably priced. The owner-couple were both very friendly. And the breakfast was more varied than one would expect at this price point. Would return."

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

10/10 Excellent

"Great bedrooms and bathrooms for my three college age sons who were in town visiting. Plenty of room to sit and visit within the home. Within walking distance of everything in town so they didn't have to worry about driving after having a beer or two. I would book again without hesitation."

SoPi Cottage - Walk to Town - King Bed

10/10 Excellent

"House location was only a few blocks from townVery pet friendly nice fenced in back yardvery cleanIf you are going in fall or spring great fire pit with wood on siteWe will be coming in for music events off and on and will for sure stay here againCheck in was easy and owners had great communication"

Peaceful Southern Pines Home w/ Pool + Yard!

10/10 Excellent

"The beds were comfortable and clean. The house was charming. I felt at home when my family and I arrived. The pool was a big bonus, especially during the hot summer time. The water in the pool was clean. I rented this house for my son’s golf tournament on a weekend. The location was perfect."

Loft Cottage on Ridge<br>? Short & Extended Stays?

8/10 Good

"It was a comfortable stay for 2 people. It is super quiet! Only issue is the parking. Only one spot for 2 units. One night we had to park on the street and walk in the dark to get to the back of the house (lights were on the steps) other than the parking (I use a cane) it was a nice retreat instead of the bustle of a hotel."

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

10/10 Excellent

"We had a great stay here for a long golf weekend with 10 guys. The house had plenty of room for our group, was comfortable to settle into, and made an excellent home base for playing courses in the area. It's conveniently located near several golf courses, grocery stores, and restaurants. We'd happily stay here again."

Find out more about Southern Pines

Southern Pines Vacation Homes information

Number of reviews	4,259
Accommodation	279 Vacation Homes
Lowest Price	￥11,124
Highest Price	￥60,715

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southern Pines vacation homes

1. Loft Cottage on Ridge<br>? Short & Extended Stays?

2. Upstairs at the Estate - Across from SP Golf Club

3. Walkable Cottage, Pet Friendly with Fenced Patio

4. Charming Downtown Cottage

5. Beautiful 1920's Craftsman-Downtown Southern Pines

6. Downtown Townhome; Walk to Dine & Shop on Broad St

7. The McCaskill Cottage in the Village of Pinehurst!

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

9. Isle of the Pines, 1 mile from The Village of Pinehurst!

10. Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf

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

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

13. The Cowboy

14. The Mulligan!

15. NEW! Pinehurst Eight Sleeps 10!

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

17. Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!

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

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

20. Polo & Pine Retreat

Find vacation rentals that suit your style

Top Southern Pines Hotel Reviews

Econo Lodge & Suites Southern Pines - Pinehurst

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

SoPi Cottage - Walk to Town - King Bed

Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!

ThePalmerGetaway-SaltWaterPool•HotTub•FirePit•CentralDr.MinsToDT.SP/Pinehurst

Pine Needles Lodge & Golf Club

Peaceful Southern Pines Home w/ Pool + Yard!

Loft Cottage on Ridge<br>? Short & Extended Stays?

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

Find out more about Southern Pines

Southern Pines Vacation Homes information

Search Vacation Homes in Southern Pines

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southern Pines vacation homes

1. Loft Cottage on Ridge<br>? Short & Extended Stays?

2. Upstairs at the Estate - Across from SP Golf Club

3. Walkable Cottage, Pet Friendly with Fenced Patio

4. Charming Downtown Cottage

5. Beautiful 1920's Craftsman-Downtown Southern Pines

6. Downtown Townhome; Walk to Dine & Shop on Broad St

7. The McCaskill Cottage in the Village of Pinehurst!

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

9. Isle of the Pines, 1 mile from The Village of Pinehurst!

10. Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf

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

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

13. The Cowboy

14. The Mulligan!

15. NEW! Pinehurst Eight Sleeps 10!

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

17. Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!

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

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

20. Polo & Pine Retreat

Find vacation rentals that suit your style

Top Southern Pines Hotel Reviews

Econo Lodge & Suites Southern Pines - Pinehurst

Find out more about Southern Pines

Southern Pines Vacation Homes information