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

Southern Pines Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Southern Pines vacation rentals

Property grounds

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

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
10.0 out of 10, Exceptional, (40 reviews)
"The kitchen was fully equipped and very clean. The place was nicely furnished and comfortable! Host was very helpful and provided easy check in/out directions and recommendations for dining and entertainment!We thoroughly enjoyed our stay!"
United States
Jerri H.
The price is ￥12,125
￥25,446 total
includes taxes & fees
Aug 5 - Aug 6
Loft Cottage on Ridge<br>? Short & Extended Stays?
2 bedrooms, iron/ironing board, travel crib, WiFi

Charming Downtown Cottage

Charming Downtown Cottage
Southern Pines
9.8 out of 10, Exceptional, (56 reviews)
"Comfortable, convenient and all around enjoyable stay! Thank you to the hosts!"
United States
Jennifer G.
The price is ￥21,872
￥49,229 total
includes taxes & fees
Aug 4 - Aug 5
Charming Downtown Cottage
Exterior

Beautiful 1920's Craftsman-Downtown Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines
Southern Pines
10.0 out of 10, Exceptional, (91 reviews)
"Wonderful stay. Perfect location to downtown and family friendly "
United States
Molly R.
The price is ￥20,645
￥51,101 total
includes taxes & fees
Aug 6 - Aug 7
Beautiful 1920's Craftsman-Downtown Southern Pines
Terrace/patio

SoPi Cottage - Walk to Town - King Bed

SoPi Cottage - Walk to Town - King Bed
Southern Pines
10.0 out of 10, Exceptional, (45 reviews)
"Perfect for our short stay!"
United States
Jim M.
The price is ￥24,578
￥52,768 total
includes taxes & fees
Aug 6 - Aug 7
SoPi Cottage - Walk to Town - King Bed
Exterior

Upstairs at the Estate - Across from SP Golf Club

Upstairs at the Estate - Across from SP Golf Club
Southern Pines
10.0 out of 10, Exceptional, (45 reviews)
"We had a great stay. The beds were super comfortable, the condo was in a great location and check in and check out were seamless. We will be back! "
United States
Matea S.
The price is ￥19,990
￥39,545 total
includes taxes & fees
Aug 18 - Aug 19
Upstairs at the Estate - Across from SP Golf Club
Exterior

Walkable Cottage, Pet Friendly with Fenced Patio

Walkable Cottage, Pet Friendly with Fenced Patio
West Southern Pines
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay. The place was clean and had everything we needed to rest and enjoy a night away. "
United States
M T.
The price is ￥13,223
￥26,970 total
includes taxes & fees
Aug 9 - Aug 10
Walkable Cottage, Pet Friendly with Fenced Patio
Smart TV, books

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

Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!
Downtown Southern Pines
9.8 out of 10, Exceptional, (26 reviews)
"Perfect place for a group. Everything was clean and well maintained. Great location "
United States
Evan M.
The price is ￥25,361
￥69,761 total
includes taxes & fees
Aug 10 - Aug 11
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!
Private kitchen

The Cowboy

The Cowboy
Southern Pines
10.0 out of 10, Exceptional, (17 reviews)
"Great stay. Very pleased with the amenities of the house, the cleanliness and condition. Will plan to book here again next time we are coming to Southern Pines!"
United States
Michael M.
The price is ￥34,684
￥87,145 total
includes taxes & fees
Aug 11 - Aug 12
The Cowboy
Terrace/patio

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

Bourbon & Bubbles with Speakeasy & Hot Tub in Downtown Southern Pines!
Southern Pines
10.0 out of 10, Exceptional, (11 reviews)
"House was very clean and had lots of amenities. Good layout and very close to Southern Pines and surrounding golf courses. Would definitely stay here again. "
United States
Brandon L.
The price is ￥32,170
￥93,563 total
includes taxes & fees
Jul 27 - Jul 28
Bourbon & Bubbles with Speakeasy & Hot Tub in Downtown Southern Pines!
Coffee/tea maker, fridge, microwave, oven

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

Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines
Southern Pines
9.6 out of 10, Exceptional, (10 reviews)
"The host was very accommodating and we had a wonderful stay!The home is lovely and the host thought of everything, we wanted for nothing while we were there.The neighborhood is a great place to walk as is the downtown area!We can’t wait to visit again!"
United States
Michelle B.
The price is ￥27,199
￥72,209 total
includes taxes & fees
Aug 17 - Aug 18
Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines
Dining

Knollwood Manor - The Historic Mid Pines Mansion

Knollwood Manor - The Historic Mid Pines Mansion
Southern Pines
10.0 out of 10, Exceptional, (40 reviews)
"Host was very helpful and pleasant. Perfect location and perfect amount of beds and bathrooms for our group."
United States
Theresa P.
The price is ￥66,851
￥138,511 total
includes taxes & fees
Aug 17 - Aug 18
Knollwood Manor - The Historic Mid Pines Mansion
Interior

Blue Beauty

Blue Beauty
Southern Pines
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful house and good location!!"
United States
Bethany H.
The price is ￥45,862
￥100,519 total
includes taxes & fees
Aug 5 - Aug 6
Blue Beauty
Coffee/tea maker, fridge, microwave, oven

Golf Front Longleaf Condo2BR/2BA

Golf Front Longleaf Condo2BR/2BA
Southern Pines
9.8 out of 10, Exceptional, (6 reviews)
"Everything was great! Host was very responsive. "
United States
Cindi N.
The price is ￥29,821
￥65,812 total
includes taxes & fees
Aug 3 - Aug 4
Golf Front Longleaf Condo2BR/2BA
Terrace/patio

The Birdie Bungalow - 3 Bedroom Golf Getaway Near Pinehurst

The Birdie Bungalow - 3 Bedroom Golf Getaway Near Pinehurst
Southern Pines
10.0 out of 10, Exceptional, (1 review)
"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...
United States
Andrea S.
The price is ￥27,871
￥48,529 total
includes taxes & fees
Aug 10 - Aug 11
The Birdie Bungalow - 3 Bedroom Golf Getaway Near Pinehurst
Property grounds

Stunning Lake front views in Pinehurst with a pool!

Stunning Lake front views in Pinehurst with a pool!
Pinehurst
10.0 out of 10, Exceptional, (107 reviews)
"Great place to stay!"
United States
Jody W.
The price is ￥29,493
￥64,618 total
includes taxes & fees
Aug 4 - Aug 5
Stunning Lake front views in Pinehurst with a pool!
Coffee/tea maker, fridge, microwave, oven

COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo

COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo
Pinehurst
10.0 out of 10, Exceptional, (35 reviews)
"Great stay! "
United States
Kendahl M.
The price is ￥28,182
￥62,210 total
includes taxes & fees
Aug 10 - Aug 11
COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo
TV

Cottage on Ridge- Short & Extended Stays

Cottage on Ridge- Short & Extended Stays
Southern Pines
9.8 out of 10, Exceptional, (47 reviews)
"Convenient, clean...a really cute place to stay."
United States
Jeffrey S.
The price is ￥14,910
￥30,564 total
includes taxes & fees
Aug 5 - Aug 6
Cottage on Ridge- Short & Extended Stays
Coffee/tea maker, fridge, microwave, oven

New Build! 5 Bedrooms & 3.5 Baths! 5 minutes to Golf and the Village

New Build! 5 Bedrooms & 3.5 Baths! 5 minutes to Golf and the Village
Pinehurst
10.0 out of 10, Exceptional, (37 reviews)
"Great location and super responsive hosts helped with an easy check in/checkout process. "
United States
Sarah D.
The price is ￥53,251
￥127,015 total
includes taxes & fees
Aug 16 - Aug 17
New Build! 5 Bedrooms & 3.5 Baths! 5 minutes to Golf and the Village
Exterior

Kenwood Villa - Spectacular Golf Views - Sleeps 22

Kenwood Villa - Spectacular Golf Views - Sleeps 22
Pinehurst
9.8 out of 10, Exceptional, (67 reviews)
"Everything was great, our host was very responsive and the house was great."
United States
Graham P.
The price is ￥140,092
￥242,741 total
includes taxes & fees
Aug 17 - Aug 18
Kenwood Villa - Spectacular Golf Views - Sleeps 22
Smart TV, table tennis, books

The Mulligan!

The Mulligan!
Pinehurst
9.8 out of 10, Exceptional, (36 reviews)
"We had an excellent stay here! My kids (15,11,6) loved the downstairs rec space. The beds were comfortable, and the rooms spacious. We would totally stay here again while visiting family in the area! "
United States
Laura J.
The price is ￥23,712
￥82,709 total
includes taxes & fees
Aug 2 - Aug 3
The Mulligan!
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

SoPi Cottage - Walk to Town - King Bed

SoPi Cottage - Walk to Town - King Bed

10/10 Excellent
"We ADORED this little stay! The home was super clean, comfy and cute. The hosts were easy to communicate with. The perfect little girls trip. We will be staying again :)"
Roxanne L. 1-night trip
Posted 1 day ago
SoPi Cottage - Walk to Town - King Bed

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 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?

Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8: Visitors like this Southern Pines vacation home rental. It is equipped with a fireplace, air-conditioning, and laundry facilities to help you feel comfortable during your stay. 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. Another good choice for your trip to Southern Pines is Beautiful 1920's Craftsman-Downtown Southern Pines.

How many vacation rentals are there in Southern Pines?

With 81 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 Hyland Hills 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.