Southern Pines Vacation Rentals from $145: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Southern Pines?

Beautiful 1920's Craftsman-Downtown Southern Pines : Visitors like this Southern Pines vacation home rental. It is located next to a golf course and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Another good choice for your trip to Southern Pines is Luxury Golf Retreat - Simulator & Short Game Setup .

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Southern Pines vacation rentals

A rustic wooden cabin with a black door, a window with colorful mugs, and a welcome mat on the deck.

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

Southern Pines

Ted D.

$140 nightly

Sep 21 - Sep 22

Total with taxes and fees

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.

$163 nightly

Sep 22 - Sep 23

Total with taxes and fees

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.

$225 nightly

Sep 20 - Sep 21

Total with taxes and fees

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

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

Pinehurst

Thomas M.

$135 nightly

Sep 21 - Sep 22

Total with taxes and fees

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

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

Southern Pines

Gaynell B.

$210 nightly

Sep 20 - Sep 21

Total with taxes and fees

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

6. The Cottage at Knollwood Manor

West Southern Pines

Tracey W.

$204 nightly

Sep 21 - Sep 22

Total with taxes and fees

A modern kitchen with white cabinetry, a black countertop, and a stainless steel sink.

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

Pinehurst

Britni H.

$194 nightly

Sep 23 - Sep 24

Total with taxes and fees

A corner room with a desk, chair, and large windows with blinds.

8. 11 E Pinehurst Manor

Pinehurst

john w.

$195 nightly

Sep 18 - Sep 19

Total with taxes and fees

A modern kitchen with white cabinetry, a stainless steel refrigerator, a granite countertop, and a dining area with a table and chairs.

9. 19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3

Pinehurst

sheri m.

$193 nightly

Sep 20 - Sep 21

Total with taxes and fees

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

10. Beautiful 1920's Craftsman-Downtown Southern Pines

Southern Pines

Sean M.

$275 nightly

Sep 20 - Sep 21

Total with taxes and fees

A living room with a sofa, armchair, coffee table, and a view through a glass door to the outside.

11. Studio Seven at Pine Valley

Pinehurst

Lauren

$169 nightly

Sep 23 - Sep 24

Total with taxes and fees

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

12. Charming Downtown Cottage

Southern Pines

Jennifer G.

$254 nightly

Sep 18 - Sep 19

Total with taxes and fees

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.

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

Pinehurst

Matthew D.

$254 nightly

Sep 21 - Sep 22

Total with taxes and fees

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

14. The McCaskill Cottage in the Village of Pinehurst!

Old Town Pinehurst

Timothy

$221 nightly

Sep 21 - Sep 22

Total with taxes and fees

A dining area with a wooden table and chairs, a hanging light fixture, and wall-mounted artwork.

15. The Mulligan Manor - 1BR/1BA Condo in Pinehurst

Pinehurst

Chris F.

$232 nightly

Sep 20 - Sep 21

Total with taxes and fees

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

16. Lakeside Condo on Pinehurst #5

Pinehurst

Jason W.

$265 nightly

Sep 22 - Sep 23

Total with taxes and fees

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

17. 5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

Pinehurst

Jay G.

$291 nightly

Sep 20 - Sep 21

Total with taxes and fees

A modern building with a sloped roof and a balcony.

18. Walking distance to The Pinehurst Clubhouse

Pinehurst

Angela D.

$243 nightly

Sep 20 - Sep 21

Total with taxes and fees

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

19. The Cowboy

Southern Pines

Michael M.

$402 nightly

Sep 21 - Sep 22

Total with taxes and fees

A bedroom with a bed, a ceiling fan, a window with blinds, a bedside table with a lamp, and a door.

20. Polo & Pine Retreat

Pinehurst

kevin t.

$367 nightly

Oct 6 - Oct 7

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Private vacation homes

Cottages

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Southern Pines Hotel Reviews

Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

10/10 Excellent

"The staff was very friendly and very helpful. The room was nice and clean. Large breakfast selection I would highly recommend."

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."

Residence Inn by Marriott Southern Pines/Pinehurst NC

10/10 Excellent

"We had a wonderful experience. We were able to check in early, Everyone we have encountered : front desk, maintenance, housekeeping and breakfast staff were so friendly and helpful. Room was just as pictured, beds were comfy and the hotel was clean."

Clarion Inn Southern Pines - Pinehurst

10/10 Excellent

"I will choose this hotel because the staff are great! The wife that manages the hotel has been very nice tor every time I have booked and has been very friendly plus helpful. She's absolutely amazing and I highly recommend this hotel on the prices. Better deals here then any other hotel in the Southern Pines/ Aberdeen area by far. It may has its flaws when it comes to some cleaniness but you can see it's potential because of how the manager wants to improve things."

Beautiful 1920's Craftsman-Downtown Southern Pines

8/10 Good

"The upstairs was finished very nice and spacious. The kitchen was impressive with up to date appliances. The handrail on the stairway needs securing better. The yard was overgrown especially in the rear. While not required, I recommend safety bars to help get in and out of tub. The second bedroom with the trundle bed only has a lamp for light and a portion of material from the ceiling had dropped onto the trundle bed. Some remedial attention to the above would make rhis a very attractive offering in view or its close proximity to downtown Southern Pines."

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

10/10 Excellent

"This property was perfect for our group. It is spacious, beautiful yet comfortable. The kitchen is very well stocked with everything you need and the coffee set up was a bonus. The house and pool were clean and well kept. We did not have any issues and communication with the host was easy and prompt. We hope to come back next year."

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"

Find out more about Southern Pines

Everything you need to know about Southern Pines vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southern Pines vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southern Pines vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southern Pines vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southern Pines. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Southern Pines in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $145 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southern Pines rentals

At Expedia, we put the best Southern Pines vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Southern Pines rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southern Pines vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southern Pines. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Things to do in Southern Pines

Frequently asked questions

Are there vacation rentals in Southern Pines?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in Southern Pines, or you can select a secluded option if you want a relaxing place to 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 vacation home rentals in Southern Pines?

Beautiful 1920's Craftsman-Downtown Southern Pines: Visitors like this Southern Pines vacation home rental. It is located next to a golf course and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Another good choice for your trip to Southern Pines is Luxury Golf Retreat - Simulator & Short Game Setup.

How many vacation rentals are there in Southern Pines?

With 87 Expedia vacation rentals, you're sure 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 Southern Pines Golf Club and Mid Pines Golf Club.

What are vacation rentals like in Southern Pines?

Vacation rentals are private accommodations you can stay in for a couple days or more in Southern Pines. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family gatherings.

Southern Pines Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Southern Pines vacation rentals

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

2. Walkable Cottage, Pet Friendly with Fenced Patio

3. The Lucky Lie - Entire Condo in Pinehurst

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

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

6. The Cottage at Knollwood Manor

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

8. 11 E Pinehurst Manor

9. 19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3

10. Beautiful 1920's Craftsman-Downtown Southern Pines

11. Studio Seven at Pine Valley

12. Charming Downtown Cottage

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

14. The McCaskill Cottage in the Village of Pinehurst!

15. The Mulligan Manor - 1BR/1BA Condo in Pinehurst

16. Lakeside Condo on Pinehurst #5

17. 5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

18. Walking distance to The Pinehurst Clubhouse

19. The Cowboy

20. Polo & Pine Retreat

Find vacation rentals that suit your style

Top Southern Pines Hotel Reviews

Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

Find out more about Southern Pines

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app