Book Holiday Homes in Southern Pines
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Southern Pines

The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit

Cottage on Ridge- Short & Extended Stays

Pinehurst Vacation House w/ pool & (9) beds

Isle of the Pines, 1 mile from The Village of Pinehurst!

Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub

Pinehurst Village Vacation House w/ private pool & (8) beds

2.5 Miles to Pinehurst Resort, Private Cottage on 2-Acres

High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

ThePalmerRetreatOnTheGreen-CentralDr, HotTub,SaltWaterPool,FirePit,Family,Events
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 | 294 Holiday Homes |
|---|---|
Lowest Price | NZ$121 |
Highest Price | NZ$2,409 |
Popular accommodation | The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit, Cottage on Ridge- Short & Extended Stays, Pinehurst Vacation House w/ pool & (9) beds, Isle of the Pines, 1 mile from The Village of Pinehurst!, Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub, Pinehurst Village Vacation House w/ private pool & (8) beds, 2.5 Miles to Pinehurst Resort, Private Cottage on 2-Acres, High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village! , ThePalmerRetreatOnTheGreen-CentralDr, HotTub,SaltWaterPool,FirePit,Family,Events |
Top trending hotels in Southern Pines

Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

SureStay Plus Hotel by Best Western Southern Pines Pinehurst

Holiday Inn Express Hotel & Suites Southern Pines by IHG

Clarion Inn Southern Pines - Pinehurst
More ways to explore Southern Pines
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
