Book Holiday Homes in Southern Pines

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Featured Holiday Homes in Southern Pines

Cottage on Ridge- Short & Extended Stays

Cottage on Ridge- Short & Extended Stays

Southern Pines
The price is NZ$298 per night from 4 Aug to 5 Aug
NZ$298
4 Aug - 5 Aug
includes taxes & fees
Stay at this vacation home in Southern Pines. Enjoy laundry facilities, balconies, and an in-room coffeemaker. Popular attractions Campbell House Galleries and ...
Cottage on Ridge- Short & Extended Stays
Large House w/ Private pool - perfect for Golfing Groups (12) beds

Large House w/ Private pool - perfect for Golfing Groups (12) beds

Pinehurst
Book a stay at this family-friendly vacation home in Pinehurst. Enjoy private pools, laundry facilities, and a pool table. Popular attractions Pinehurst Resort ...
Large House w/ Private pool - perfect for Golfing Groups (12) beds
Upstairs at the Estate - Across from SP Golf Club

Upstairs at the Estate - Across from SP Golf Club

Southern Pines
The price is NZ$415 per night from 25 Aug to 26 Aug
NZ$415
25 Aug - 26 Aug
includes taxes & fees
Stay at this vacation home in Southern Pines. Enjoy a garden, laundry facilities, and balconies. Popular attractions Southern Pines Golf Club and Campbell House ...
Upstairs at the Estate - Across from SP Golf Club
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Pinehurst Vacation House w/ pool & (9) beds

Pinehurst Vacation House w/ pool & (9) beds

Pinehurst
Stay at this vacation home in Pinehurst. Enjoy private pools, laundry facilities, and a pool table. Popular attractions Pinehurst Resort and Pinehurst Harness ...
Pinehurst Vacation House w/ pool & (9) beds
SPECTACULAR PINEHURST #5 GOLF VIEW VILLA

SPECTACULAR PINEHURST #5 GOLF VIEW VILLA

Pinehurst
Book a stay at this golf vacation home in Pinehurst. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Pinehurst Harness Track and Pinehurst ...
SPECTACULAR PINEHURST #5 GOLF VIEW VILLA
Loft Cottage on Ridge<br>? Short & Extended Stays?

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

Southern Pines
The price is NZ$272 per night from 10 Aug to 11 Aug
NZ$272
10 Aug - 11 Aug
includes taxes & fees
Stay at this vacation home in Southern Pines. Enjoy laundry facilities, balconies, and an in-room coffeemaker. Popular attractions Campbell House Galleries and ...
Loft Cottage on Ridge<br>? Short & Extended Stays?
A Golf Front, 3 BR,  2BA, 4beds, Sleep 6 on Pinehurst #6

A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6

Pinehurst
The price is NZ$563 per night from 4 Aug to 5 Aug
NZ$563
4 Aug - 5 Aug
includes taxes & fees
Book a stay at this golf vacation home in Pinehurst. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Pinehurst No. 9 and The Carolina Golf ...
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
Pinehurst Golf Retreat, Pool Table, Fire Pit!

Pinehurst Golf Retreat, Pool Table, Fire Pit!

Pinehurst
Stay at this vacation home in Pinehurst. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Pinehurst Resort and Pinehurst Harness Track ...
Pinehurst Golf Retreat, Pool Table, Fire Pit!
Blue Beauty

Blue Beauty

Southern Pines
Stay at this vacation home in Southern Pines. Enjoy a fitness center, laundry facilities, and air conditioning. Popular attractions Sunrise Theater and Hyland ...
Blue Beauty
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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.

Southern Pines Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Southern Pines vacation homes are the perfect way for you to wing it.

Holiday houses in Southern Pines let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Southern Pines in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Southern Pines adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Southern Pines with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Southern Pines vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Southern Pines Holiday Homes essential information

Accommodation
350 Holiday Homes
Lowest Price
NZ$111
Highest Price
NZ$563
Popular accommodation
Cottage on Ridge- Short & Extended Stays, Large House w/ Private pool - perfect for Golfing Groups (12) beds, Upstairs at the Estate - Across from SP Golf Club, Pinehurst Vacation House w/ pool & (9) beds, SPECTACULAR PINEHURST #5 GOLF VIEW VILLA , Loft Cottage on Ridge
? Short & Extended Stays?, A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6, Pinehurst Golf Retreat, Pool Table, Fire Pit!, Blue Beauty

Top trending hotels in Southern Pines

Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

2 out of 5
205 Windstar Pl, Southern Pines, NC
Fully refundableReserve now, pay when you stay
The price is NZ$119 per night from 10 Aug to 11 Aug
NZ$119
10 Aug - 11 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Southern Pines. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst
SureStay Plus Hotel by Best Western Southern Pines Pinehurst

SureStay Plus Hotel by Best Western Southern Pines Pinehurst

2.5 out of 5
1675 Us Highway 1 S, Southern Pines, NC
Fully refundableReserve now, pay when you stay
The price is NZ$135 per night from 10 Aug to 11 Aug
NZ$135
10 Aug - 11 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Southern Pines. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
SureStay Plus Hotel by Best Western Southern Pines Pinehurst
Days Inn & Conf Center by Wyndham Southern Pines Pinehurst

Days Inn & Conf Center by Wyndham Southern Pines Pinehurst

2 out of 5
805 SW Service Road, Southern Pines, NC
Fully refundableReserve now, pay when you stay
The price is NZ$111 per night from 31 Aug to 1 Sept
NZ$111
31 Aug - 1 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in Southern Pines. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
Days Inn & Conf Center by Wyndham Southern Pines Pinehurst
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Holiday Inn Express Hotel & Suites Southern Pines by IHG

Holiday Inn Express Hotel & Suites Southern Pines by IHG

2.5 out of 5
155 Partner Cir, Southern Pines, NC
Fully refundable
The price is NZ$219 per night from 10 Aug to 11 Aug
NZ$219
10 Aug - 11 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Southern Pines. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express Hotel & Suites Southern Pines by IHG
Don't see what you're looking for?
See all available properties in Southern Pines
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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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^Subject to availability and chosen travel dates.