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Southern Pines Vacation Rentals

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Vacation Rentals in Southern Pines

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

2.0 star property
9.8 out of 10, Exceptional, (7)
"This is the perfect golf weekend house, everyone. Super close to all the courses, super responsive owners, and is fairly priced.One note: Bring your own soap and shampoo."
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

Peaceful Southern Pines Home w/ Pool + Yard!

9.6 out of 10, Exceptional, (42)
"Great house to hang together before and after rounds of golf. "
Peaceful Southern Pines Home w/ Pool + Yard!

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

10.0 out of 10, Exceptional, (41)
"Staying in Southern Pines is a great choice if visiting the Pinehurst area. Our VRBO was as advertised and we had a perfect stay."
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!

New! Insane Golf Retreat & Simulator - Bogey Bunks

2.5 star property
10.0 out of 10, Exceptional, (9)
"The home was great and the location was even better for the rounds of golf we played. "
New! Insane Golf Retreat & Simulator - Bogey Bunks

Charming Downtown Cottage

9.8 out of 10, Exceptional, (49)
"Perfect location with everything we needed close by. "
The price is CA $186
CA $406 total
includes taxes & fees
Aug 29 - Aug 30
Charming Downtown Cottage

The Cottage at Knollwood Manor

2.0 star property
10.0 out of 10, Exceptional, (8)
"Beautiful cottage and well managed. Close to great food and golf. Would definitely stay again!"
The price is CA $124
CA $275 total
includes taxes & fees
Aug 27 - Aug 28
The Cottage at Knollwood Manor

Location is a golfer's paradise and less than 10min from downtown Pinehurst!

10.0 out of 10, Exceptional, (14)
"This is the 3rd time I've stayed here!! ABSOLUTELY perfect for my long weekend golf stay. Love the cleanliness, location to nearby towns and golf and of course all the simple little amenities the house offers. Thank you!!!"
Location is a golfer's paradise and less than 10min from downtown Pinehurst!

Cypress Creek golf retreat. Pool and minutes from downtown!

9.6 out of 10, Exceptional, (21)
"Great stay. Just need more towels in the bathroom. On my return trip hope to stay here"
The price is CA $162
CA $462 total
includes taxes & fees
Aug 27 - Aug 28
Cypress Creek golf retreat. Pool and minutes from downtown!

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

9.6 out of 10, Exceptional, (14)
"This location and property served our needs very well thank you!"
The price is CA $1,663
CA $2,545 total
includes taxes & fees
Aug 27 - Aug 28
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

Downtown So. Pines - sleeps 8, walk to town.

10.0 out of 10, Exceptional, (19)
"Great location, accommodations, and communication from property manager!"
Downtown So. Pines - sleeps 8, walk to town.

Golf Front Longleaf Condo2BR/2BA

10.0 out of 10, Exceptional, (2)
"Location can’t be beat - especially if playing Longleaf. Asked manager if there was a blender, and he purchased one and dropped it off. Very responsive. "
The price is CA $224
CA $487 total
includes taxes & fees
Aug 27 - Aug 28
Golf Front Longleaf Condo2BR/2BA

The Cowboy

10.0 out of 10, Exceptional, (7)
"Great visit / Excellent communication and the property was in top shape. Great experience +++"
The price is CA $211
CA $608 total
includes taxes & fees
Sep 8 - Sep 9
The Cowboy

The Dogwood - Downtown Southern Pines

10.0 out of 10, Exceptional, (9)
"The owners did a great job renovating this property. It’s a very charming place to stay!"
The Dogwood - Downtown Southern Pines

52 Longleaf: 2 BR, 2 BA Condominium in Southern Pines, Sleeps 4

9.6 out of 10, Exceptional, (54)
"Great stay . "
52 Longleaf: 2 BR, 2 BA Condominium in Southern Pines, Sleeps 4

Southern Pines Getaway w/Hot Tub, Fire Pit & Pool

10.0 out of 10, Exceptional, (20)
"Thank you for offering a beautiful relaxing retreat! Close to many amazing golf courses and a nice place to come home to after a round. Close to many great restaurants and shops. "
Southern Pines Getaway w/Hot Tub, Fire Pit & Pool

Downtown Townhome; Walk to Dine & Shop on Broad St

9.8 out of 10, Exceptional, (65)
"We found the property to be clean and well equipped with essentials. Great location - walking distance from the downtown area. The space is modern and well maintained. We were very pleased with the accommodations. "
Downtown Townhome; Walk to Dine & Shop on Broad St

Southern Pines Stunner - secret reading nook! Walkable to Downtown

Southern Pines Stunner - secret reading nook! Walkable to Downtown

Simulator & Unbeatable Golf Experience On 2 Acres!

2.5 star property
10.0 out of 10, Exceptional, (7)
"Great amenities and great location!"
Simulator & Unbeatable Golf Experience On 2 Acres!

Updated, Fenced, Pet Friendly Downtown Cottage

2.0 star property
9.8 out of 10, Exceptional, (7)
"We enjoyed staying at this quaint cottage while exploring the Southern Pines/Aberdeen area in North Carolina. The property was well organized, clean, and had everything we needed for a relaxing get away. Our pup enjoyed the fenced in yard. 10/10, would stay again!"
The price is CA $130
CA $248 total
includes taxes & fees
Sep 2 - Sep 3
Updated, Fenced, Pet Friendly Downtown Cottage

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

9.4 out of 10, Exceptional, (14)
"Great stay. Home was VERY clean and beds comfy. Enjoyed our stay thoroughly"
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8
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

Find out more about Southern Pines

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southern Pines vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southern Pines vacation rentals we have selected for you start as low as CA $124 per night. Entering your travel dates in the search wizard 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. 

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?

Peaceful Southern Pines Home w/ Pool + Yard!: Visitors like this Southern Pines vacation home rental. It offers a fireplace, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Another good choice for your trip to Southern Pines is Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst.

How many vacation rentals are there in Southern Pines?

With 102 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.