Book Holiday Homes in Southern Pines
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Featured Holiday Homes in Southern Pines

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

Beautiful 1920's Craftsman-Downtown Southern Pines

Golf front home with 8 beds

Pinehurst Vacation House w/ pool & (9) beds

New! Spacious 4 BD Golf Getaway with Game Room!

Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses

Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

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

Moonshine Cottage - Time to GOLF!
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 | 337 Holiday Homes |
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Lowest Price | NZ$111 |
Highest Price | NZ$547 |
Popular accommodation | Large House w/ Private pool - perfect for Golfing Groups (12) beds, Beautiful 1920's Craftsman-Downtown Southern Pines, Golf front home with 8 beds, Pinehurst Vacation House w/ pool & (9) beds, New! Spacious 4 BD Golf Getaway with Game Room!, Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses, Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table, Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8, Moonshine Cottage - Time to GOLF! |
More accommodations in Southern Pines
Top trending hotels in Southern Pines

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Days Inn & Conf Center by Wyndham Southern Pines Pinehurst

Residence Inn by Marriott Southern Pines/Pinehurst NC
More ways to explore Southern Pines
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^Subject to availability and chosen travel dates.