Southern Pines Holiday Rentals: Short-Term Accommodations for Rent

Q: What are some of the best holiday rentals that Southern Pines has to offer?

Simulator & Unbeatable Golf Experience On 2 Acres! : This highly rated holiday home rental in Southern Pines offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. Another good choice for your trip to Southern Pines is Beautiful 1920's Craftsman-Downtown Southern Pines .

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Our top choices for Southern Pines holiday rentals

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.

HK$1,168 total

includes taxes & fees

8 Nov - 9 Nov

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

Katrina M.

HK$1,329 total

includes taxes & fees

8 Nov - 9 Nov

A modern bedroom with a bed, a desk, and a balcony with a chair.

3. The Lucky Lie - Entire Condo in Pinehurst

Pinehurst

Whitney S.

HK$1,959 total

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with a white island, yellow bar stools, stainless steel appliances, and large windows with curtains.

4. The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

Pinehurst

James D.

HK$2,003 total

includes taxes & fees

8 Nov - 9 Nov

A house with a front porch, steps leading to a green door, and a welcome mat.

5. The Cottage at Knollwood Manor

West Southern Pines

Tracey W.

HK$1,605 total

includes taxes & fees

19 Nov - 20 Nov

A bedroom with a bed, a desk, a chair, a ceiling fan, and a view through a glass door.

6. Located in # 6 golf community, close to First Health Moore Regional Hospital.

Pinehurst

Thomas M.

HK$1,197 total

includes taxes & fees

7 Nov - 8 Nov

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

Aletta W.

HK$2,235 total

includes taxes & fees

8 Nov - 9 Nov

A modern living room with a fireplace, a dining area, and a sofa.

8. NEW Golf Stay on Pinehurst No. 3 Fairway. Walk to Cradle. Near Resort, Fair Barn

Pinehurst

Angela S.

HK$2,450 total

includes taxes & fees

15 Nov - 16 Nov

A dining area with a poker table, chairs, a hanging light fixture, and a view of the outside through large windows.

9. 5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

Pinehurst

Jay G.

HK$2,964 total

includes taxes & fees

6 Nov - 7 Nov

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

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

Downtown Southern Pines

Shane H.

A modern kitchen with white cabinets, a dining area with a wooden table and chairs, and a large window with a view of the outside.

11. The Perfect Lie in Pinehurst! A golfer's paradise!

Pinehurst

Launi M.

HK$2,081 total

includes taxes & fees

10 Nov - 11 Nov

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

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

Southern Pines

Gaynell B.

HK$1,524 total

includes taxes & fees

8 Nov - 9 Nov

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

13. Beautiful 1920's Craftsman-Downtown Southern Pines

Southern Pines

Sean M.

HK$2,373 total

includes taxes & fees

16 Nov - 17 Nov

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

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

Pinehurst

Aaron Z.

HK$2,980 total

includes taxes & fees

10 Nov - 11 Nov

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

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

Southern Pines

Michelle B.

HK$3,307 total

includes taxes & fees

1 Dec - 2 Dec

A modern kitchen with a central island, stainless steel appliances, and a stone tile floor.

16. Lakeside Condo on Pinehurst #5

Pinehurst

Mitchell L.

HK$2,322 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with a double sink, a coffee maker, and a variety of snacks on the counter.

17. Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Pinehurst

Britni H.

HK$1,631 total

includes taxes & fees

10 Nov - 11 Nov

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

18. The Cowboy

Southern Pines

Michael M.

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

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

Southern Pines

Tracey W.

A kitchen with granite countertops, a stainless steel sink, a white refrigerator, and wooden cabinets.

20. Golf Front Longleaf Condo2BR/2BA

Southern Pines

Cindi N.

HK$3,000 total

includes taxes & fees

6 Nov - 7 Nov

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Find holiday rentals that suit your style

Find out more about Southern Pines

Search for holiday rentals in Southern Pines on Expedia! You can easily find your home rentals, villas, holiday apartments in Southern Pines using one of the methods below:

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Look no further and take a look at our great range of rental properties in Southern Pines!

Frequently Asked Questions

Are there holiday rentals in Southern Pines?

Yes, there are holiday rentals close to the most popular sights in Southern Pines, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Southern Pines. While you're here, grab a bite or have a drink at the bars.

What are some of the best holiday rentals that Southern Pines has to offer?

Simulator & Unbeatable Golf Experience On 2 Acres!: This highly rated holiday home rental in Southern Pines offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. Another good choice for your trip to Southern Pines is Beautiful 1920's Craftsman-Downtown Southern Pines.

How many holiday rentals are there in Southern Pines?

With 88 Expedia holiday rentals, you're guaranteed to find just the right place for your Southern Pines stay.

What can I see and do in Southern Pines?

Cultural attractions include Campbell House Galleries, whereas Reservoir Park is a spot to enjoy nature. Other places in town to visit include Mid Pines Golf Club and Pine Needles Golf Club.

What are holiday rentals like in Southern Pines?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Southern Pines. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a small group gathering.

Southern Pines Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southern Pines holiday rentals

1. Cottage on Ridge- Short & Extended Stays

2. Walkable Cottage, Pet Friendly with Fenced Patio

3. The Lucky Lie - Entire Condo in Pinehurst

4. The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

5. The Cottage at Knollwood Manor

6. Located in # 6 golf community, close to First Health Moore Regional Hospital.

7. Charming Downtown Cottage

8. NEW Golf Stay on Pinehurst No. 3 Fairway. Walk to Cradle. Near Resort, Fair Barn

9. 5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

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

11. The Perfect Lie in Pinehurst! A golfer's paradise!

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

13. Beautiful 1920's Craftsman-Downtown Southern Pines

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

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

16. Lakeside Condo on Pinehurst #5

17. Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

18. The Cowboy

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

20. Golf Front Longleaf Condo2BR/2BA

Find holiday rentals that suit your style

Find out more about Southern Pines

Frequently Asked Questions

Are there holiday rentals in Southern Pines?

What are some of the best holiday rentals that Southern Pines has to offer?

How many holiday rentals are there in Southern Pines?

What can I see and do in Southern Pines?

What are holiday rentals like in Southern Pines?