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Southern Pines Holiday Rentals

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Holiday Rentals in Southern Pines

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

Pinehurst
10.0 out of 10, Exceptional, (64)
"Great stay in Pinehurst!"
United States
jb22901
The price is AU$230
includes taxes & fees
1 Dec - 2 Dec
Located in # 6 golf community, close to First Health Moore Regional Hospital.

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

Pinehurst
10.0 out of 10, Exceptional, (64)
"Very convenient location and the condo was immaculate with the A/C working very well. "
United States
William D.
The price is AU$305
includes taxes & fees
2 Dec - 3 Dec
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

The Lucky Lie - Entire Condo in Pinehurst

Pinehurst
9.6 out of 10, Exceptional, (50)
"Very nice stay. Communication with the owner was A. Highly recommend!"
United States
Sonia I.
The price is AU$347
includes taxes & fees
1 Dec - 2 Dec
The Lucky Lie - Entire Condo in Pinehurst

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Southern Pines
9.8 out of 10, Exceptional, (72)
"Overnight stay, beautiful horse ranch in the country"
United States
gAil h.
The price is AU$328
includes taxes & fees
1 Dec - 2 Dec
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥

2.0 star property
Pinehurst
10.0 out of 10, Exceptional, (7)
"Great hospitality and very nice place for an overnight or more stay. "
United States
Robbie B.
The price is AU$764
includes taxes & fees
8 Dec - 9 Dec
Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥

Gene's Green - Mins from downtown!

Pinehurst
10.0 out of 10, Exceptional, (35)
"Loved Gene’s Greens! Roomy kitchen and master bedroom. Great location. Condo was perfect for our family!"
United States
Kaylan L.
The price is AU$556
includes taxes & fees
1 Dec - 2 Dec
Gene's Green - Mins from downtown!

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

Pinehurst
9.6 out of 10, Exceptional, (14)
"Great golf stay"
United States
Patrick K.
The price is AU$499
includes taxes & fees
8 Dec - 9 Dec
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm

Southern Pines
10.0 out of 10, Exceptional, (56)
"Tanglewood Farm B&B is wonderful! From the tranquil setting to the cozy apartment to the horses and free range chickens to the delicious quiche and weekend breakfast, 10/10 recommend!"
United States
Jean P.
The price is AU$338
includes taxes & fees
1 Dec - 2 Dec
Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm

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

Pinehurst
10.0 out of 10, Exceptional, (38)
"Very nice, updated, and comfortable. "
United States
Amy S.
The price is AU$369
includes taxes & fees
1 Dec - 2 Dec
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

The McCaskill Cottage in the Village of Pinehurst!

Old Town Pinehurst
10.0 out of 10, Exceptional, (6)
"Very clean and great location "
United States
beth b.
The price is AU$375
includes taxes & fees
1 Dec - 2 Dec
The McCaskill Cottage in the Village of Pinehurst!

Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!

Pine Hurst
10.0 out of 10, Exceptional, (50)
"Everythibg was perfect!!!"
United States
Dominic R.
The price is AU$662
includes taxes & fees
2 Dec - 3 Dec
Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!

NEW LISTING! Pinehurst Tee Time Retreat

Pinehurst
10.0 out of 10, Exceptional, (5)
"Property was perfect for our needs. "
United States
Melissa M.
The price is AU$536
includes taxes & fees
10 Dec - 11 Dec
NEW LISTING! Pinehurst Tee Time Retreat

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

Pinehurst
9.8 out of 10, Exceptional, (36)
"Great! Nice host and place"
United States
Tim K.
The price is AU$305
includes taxes & fees
2 Dec - 3 Dec
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Newly Renovated Property.

Pinehurst
10.0 out of 10, Exceptional, (130)
"Great place"
United States
Darron G.
The price is AU$457
includes taxes & fees
1 Dec - 2 Dec
Newly Renovated Property.

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

Pinehurst
9.8 out of 10, Exceptional, (57)
"Great location, very comfortable beds, very clean. "
United States
kristine r.
The price is AU$413
includes taxes & fees
3 Dec - 4 Dec
The Perfect Lie in Pinehurst! A golfer's paradise!

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

Pinehurst
9.8 out of 10, Exceptional, (8)
"Excellent stay. Looking forward to coming back. "
United States
Chris H.
The price is AU$360
includes taxes & fees
1 Dec - 2 Dec
The Mulligan Manor - 1BR/1BA Condo in Pinehurst

Beautiful 1 Bed Condo on Pinehurst Course No.5!

Pinehurst
9.0 out of 10, Wonderful, (16)
"This property was perfect for our last minute trip to the Pinehurst area. Easy parking and great communication for easy access at check in time. We will definitely stay here again if it is available on our next trip."
United States
Michael
The price is AU$340
includes taxes & fees
1 Dec - 2 Dec
Beautiful 1 Bed Condo on Pinehurst Course No.5!

Upstairs at the Estate - Across from SP Golf Club

Southern Pines
10.0 out of 10, Exceptional, (34)
"Check in was smooth, clean, spacious, beds were comfortable"
United States
Christine M.
The price is AU$311
includes taxes & fees
8 Dec - 9 Dec
Upstairs at the Estate - Across from SP Golf Club

Lakeside Condo on Pinehurst #5

Pinehurst
10.0 out of 10, Exceptional, (25)
"Great location for a golf outing to Pinehurst. "
United States
Charles C.
The price is AU$454
includes taxes & fees
1 Dec - 2 Dec
Lakeside Condo on Pinehurst #5

Putt in the Pines

Aberdeen
9.8 out of 10, Exceptional, (16)
"We needed a stop on our way to the beach and picked Putt in the Pines because of the location and accommodating us having our dog. Everything was very nice and a lot more relaxing than a hotel. "
United States
Bob M.
The price is AU$558
includes taxes & fees
5 Dec - 6 Dec
Putt in the Pines
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

Everything you need to know about Southern Pines holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southern Pines holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Southern Pines holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southern Pines holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southern Pines holiday rentals we have selected for you start as low as AU$225 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Southern Pines rentals

At Expedia, we put the best Southern Pines holiday 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 holiday.

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

How many holiday rentals are there in Southern Pines?

With 84 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 Southern Pines Golf Club and Mid Pines 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.