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Southern Pines Vacation Rentals

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Vacation Rentals in Southern Pines

Cottage on Ridge- Short & Extended Stays

9.8 out of 10, Exceptional, (32)
"Perfect little place for our long weekend."
The price is CA $140
CA $270 total
includes taxes & fees
Jul 28 - Jul 29
Cottage on Ridge- Short & Extended Stays

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

9.6 out of 10, Exceptional, (12)
"This location and property served our needs very well thank you!"
The price is CA $1,641
CA $2,513 total
includes taxes & fees
Aug 3 - Aug 4
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

Peaceful Southern Pines Home w/ Pool + Yard!

9.6 out of 10, Exceptional, (39)
"Great place for me, my wife and kids. "
Peaceful Southern Pines Home w/ Pool + Yard!

Upstairs at the Estate - Across from SP Golf Club

10.0 out of 10, Exceptional, (32)
"Love this place!!!"
The price is CA $170
CA $339 total
includes taxes & fees
Aug 12 - Aug 13
Upstairs at the Estate - Across from SP Golf Club

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

10.0 out of 10, Exceptional, (23)
"Great little place. Great location. "
The price is CA $114
CA $225 total
includes taxes & fees
Jul 27 - Jul 28
Loft Cottage on Ridge<br>? Short & Extended Stays?

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 $155
CA $305 total
includes taxes & fees
Aug 20 - Aug 21
The Cottage at Knollwood Manor

Cypress Creek golf retreat. Pool and minutes from downtown!

9.4 out of 10, Exceptional, (19)
"This listing was exactly as listed. We were very comfortable and only 3.1 miles away from Pine Needles Golf Course. "
The price is CA $305
CA $635 total
includes taxes & fees
Aug 22 - Aug 23
Cypress Creek golf retreat. Pool and minutes from downtown!

Charming, cozy home close to everything downtown! Perfect for large groups!

2.0 star property
10.0 out of 10, Exceptional, (10)
"The house was spacious and clean. Owner was kind, responsive, and flexible with extending our stay. We would stay here again. "
Charming, cozy home close to everything downtown! Perfect for large groups!

Blue Beauty

10.0 out of 10, Exceptional, (1)
"This property was spacious and very comfortable, and perfectly met the needs of our party of 8 (three families). Cozy linens on all the beds and scattered throughout the house for lazy mornings and cool evenings were the pinnacle of comfort. Bathroom linens were fluffy and plentiful. The kitchen was well appointed and had what was needed to dine in. The garage game room was super fun! The host was extraordinarily hospitable, and all the small details attended to were very welcoming. Location is...
Blue Beauty

Golf Front Longleaf Condo2BR/2BA

10.0 out of 10, Exceptional, (1)
"This condo is absolutely in tip top shape. It is just a short walk to the club house, and a short drive to any of the restaurants in the area. The communication with the manager was very clear and he was available when most would not have been. We will definitely be back in the future."
The price is CA $222
CA $464 total
includes taxes & fees
Aug 18 - Aug 19
Golf Front Longleaf Condo2BR/2BA

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

10.0 out of 10, Exceptional, (5)
New owners! Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly

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 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.

The Dogwood - Downtown Southern Pines

10.0 out of 10, Exceptional, (7)
"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

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

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

2.0 star property
9.6 out of 10, Exceptional, (4)
"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

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

Beautiful 1920's Craftsman-Downtown Southern Pines

10.0 out of 10, Exceptional, (69)
"This has been an annual stay for us. The house is very nice and in a great location!"
The price is CA $179
CA $422 total
includes taxes & fees
Jul 23 - Jul 24
Beautiful 1920's Craftsman-Downtown Southern Pines

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

9.4 out of 10, Exceptional, (13)
"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

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

10.0 out of 10, Exceptional, (39)
"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!
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

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. Other favorite homes for rent in Southern Pines are Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst and New! Insane Golf Retreat & Simulator - Bogey Bunks.

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.