Southern Pines, NC Vacation Homes from ￥26,163

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

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Our top choices for Southern Pines vacation homes

A modern living room with a wooden floor, a leopard print rug, a white console table with a lamp, and a large plant.

1. Cottage on Ridge- Short & Extended Stays

Southern Pines

Jeffrey S.

￥30,309 total

includes taxes & fees

Aug 27 - Aug 28

A single-story house with a gray exterior, white trim, and a front porch.

2. Walkable Cottage, Pet Friendly with Fenced Patio

West Southern Pines

M T.

￥26,163 total

includes taxes & fees

Sep 2 - Sep 3

A two-story house with a white exterior, a brick chimney, and a covered porch.

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

Southern Pines

Matea S.

￥32,857 total

includes taxes & fees

Aug 24 - Aug 25

A two-story house with a porch, a white picket fence, and a small garden with pink flowers.

4. Beautiful 1920's Craftsman-Downtown Southern Pines

Southern Pines

Sean M.

￥49,734 total

includes taxes & fees

Sep 2 - Sep 3

A living room with a wooden dining table, blue chairs, a sofa, and a television on the wall.

5. Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.

West Southern Pines

Brandon S.

￥53,349 total

includes taxes & fees

Aug 23 - Aug 24

A modern living room with a white sofa, a wooden coffee table, and a blue rug.

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

Downtown Southern Pines

Evan M.

A bedroom with a large bed, two bedside tables with lamps, a nightstand, a dresser, and a window with curtains.

7. Charming Downtown Cottage

Southern Pines

Jennifer G.

￥48,161 total

includes taxes & fees

Aug 23 - Aug 24

A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

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

Pinehurst

Jeremy

￥44,385 total

includes taxes & fees

Aug 24 - Aug 25

A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

9. The McCaskill Cottage in the Village of Pinehurst!

Old Town Pinehurst

Timothy

￥42,395 total

includes taxes & fees

Aug 31 - Sep 1

10. Beautiful 1 Bed Condo on Pinehurst Course No.5!

Pinehurst

Scot W.

￥40,506 total

includes taxes & fees

Aug 23 - Aug 24

A modern interior with a dark wall, a wooden ceiling, a tan leather sofa with colorful cushions, and a window with a view.

11. 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.

￥45,444 total

includes taxes & fees

Aug 23 - Aug 24

A house with a covered porch, a number '150' on the door, and a small garden area with shrubs and a gravel path.

12. Bourbon & Bubbles with Speakeasy & Hot Tub in Downtown Southern Pines!

Southern Pines

Joseph T.

A modern kitchen with wooden cabinets, a granite countertop, a stainless steel refrigerator, and a central island with a blue towel.

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

Southern Pines

Michelle B.

￥66,713 total

includes taxes & fees

Aug 24 - Aug 25

A covered outdoor patio with a fire pit, seating area, and a grill.

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

Pinehurst

Mike S.

￥53,445 total

includes taxes & fees

Aug 23 - Aug 24

A modern kitchen with a central island, stainless steel appliances, and large windows.

15. The Cowboy

Southern Pines

Michael M.

A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a large island with bar stools.

16. NEW! Pinehurst Eight Sleeps 10!

Pine Hurst

Wendy A.

￥70,586 total

includes taxes & fees

Aug 25 - Aug 26

A spacious living room with a blue sofa, a dining area with a wooden table, and a kitchen with modern appliances.

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

West End

Billy P.

￥70,390 total

includes taxes & fees

Aug 25 - Aug 26

A modern kitchen with white cabinets, a granite countertop, and three grey bar stools.

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

Pine Hurst

Randy F.

￥70,199 total

includes taxes & fees

Aug 25 - Aug 26

A spacious living room with a fireplace, a dining area, and a view of the outdoors.

19. The Mulligan!

Pinehurst

James N.

￥81,915 total

includes taxes & fees

Sep 3 - Sep 4

A dining area with a round table, chairs, a woven basket, and a view of trees through large windows.

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

Pinehurst

Eli J.

￥35,744 total

includes taxes & fees

Aug 23 - Aug 24

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Top Southern Pines Hotel Reviews

Residence Inn by Marriott Southern Pines/Pinehurst NC

10/10 Excellent

"No complaints at all about this property. Clean room, Great breakfast. All of the staff were very helpful and Heather at the front desk made us feel welcome and appreciated. Walking distance to shopping and food."

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"

Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

10/10 Excellent

"We decided to book a golf trip to Southern Pines. Our large group required a big house. The Inn at Twin fields was available. This house met all of our expectations and more. Close to town and golf courses. Great place to relax. We will definitely be back."

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

8/10 Good

"The house was a good size. The neighborhood was a little run down. I wouldn’t say you could walk to the restaurants- there aren’t sidewalks. The vent over the oven did not work- tried to cook bacon and it was a nightmare. The front door handle was not very secure. The showers were great and the AC was awesome!"

Beautiful 1920's Craftsman-Downtown Southern Pines

10/10 Excellent

"Really enjoyed our stay here. Property was very clean and well maintained. The fenced in back yard was a huge plus traveling with our pup. Location was quiet and peaceful and still convenient to everything in the area. This property will be at the top of our list for our next trip to the Pinehurst area!"

Find out more about Southern Pines

Southern Pines Vacation Homes information

Number of reviews	584
Accommodation	279 Vacation Homes
Lowest Price	￥26,163
Highest Price	￥81,915

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southern Pines vacation homes

1. Cottage on Ridge- Short & Extended Stays

2. Walkable Cottage, Pet Friendly with Fenced Patio

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

4. Beautiful 1920's Craftsman-Downtown Southern Pines

5. Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.