Book Holiday Homes in Southern Pines

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Featured Holiday Homes in Southern Pines

NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!

Pine Hurst
The price is NZ$811 per night from 14 Jan to 15 Jan
NZ$811
includes taxes & fees
14 Jan - 15 Jan 2025
Stay at this vacation home in Pinehurst. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Pinehurst Resort and Pinehurst No. 9 are located ...
NEW! Pinehurst Eight Sleeps 10!
Beautiful 1920's Craftsman-Downtown Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines

Southern Pines
The price is NZ$555 per night from 31 Dec to 1 Jan
NZ$555
includes taxes & fees
31 Dec - 1 Jan 2025
Book a stay at this golf vacation home in Southern Pines. Enjoy free WiFi, a garden, and patios. Popular attractions Hyland Hills Golf Club and Southern Pines ...
Beautiful 1920's Craftsman-Downtown Southern Pines
Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

Pinehurst
Book a stay at this golf vacation home in Pinehurst. Enjoy free WiFi, a garden, and a pool table. Popular attractions The Carolina Golf Course and Sandhills ...
Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table
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Oasis:  Walk to Village, Heated Pool, King Beds, Fire Pit, Hot Tub, 3 houses,

Oasis: Walk to Village, Heated Pool, King Beds, Fire Pit, Hot Tub, 3 houses,

Pinehurst
Book a stay at this family-friendly vacation home in Pinehurst. Enjoy free WiFi, private pools, and a garden. Our guests praise the helpful staff in our reviews. ...
Oasis: Walk to Village, Heated Pool, King Beds, Fire Pit, Hot Tub, 3 houses,
Peaceful Southern Pines Home w/ Pool + Yard!

Peaceful Southern Pines Home w/ Pool + Yard!

Southern Pines
Book a stay at this family-friendly vacation home in Southern Pines. Enjoy private pools, an in-room coffeemaker, and in-room fireplaces. Popular attractions ...
Peaceful Southern Pines Home w/ Pool + Yard!
Putt in the Pines

Putt in the Pines

Aberdeen
The price is NZ$574 per night from 24 Dec to 25 Dec
NZ$574
includes taxes & fees
24 Dec - 25 Dec
Stay at this vacation home in Aberdeen. Enjoy free WiFi, a garden, and patios. Popular attractions Museum and Grist Mill are located nearby.
Putt in the Pines
North Carolina Home ~ 2 Mi to Pinehurst Resort

North Carolina Home ~ 2 Mi to Pinehurst Resort

Pinehurst
Stay at this vacation home in Pinehurst. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Pinehurst Lake and Pinehurst Harness Track ...
North Carolina Home ~ 2 Mi to Pinehurst Resort
Charming 4-bedroom, Pet Friendly House in Downtown Southern Pines

Charming 4-bedroom, Pet Friendly House in Downtown Southern Pines

Southern Pines
Stay at this vacation home in Southern Pines. Enjoy air conditioning. Popular attractions Hyland Hills Golf Club and Mid Pines Golf Club are located nearby.
Charming 4-bedroom, Pet Friendly House in Downtown Southern Pines
Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village

Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village

Pinehurst
Book a stay at this family-friendly vacation home in Pinehurst. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Pinehurst Resort and ...
Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village
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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
281 Holiday Homes
Lowest Price
NZ$99
Highest Price
NZ$811
Popular accommodation
NEW! Pinehurst Eight Sleeps 10!, Beautiful 1920's Craftsman-Downtown Southern Pines, Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table, Oasis: Walk to Village, Heated Pool, King Beds, Fire Pit, Hot Tub, 3 houses,, Peaceful Southern Pines Home w/ Pool + Yard!, Putt in the Pines, North Carolina Home ~ 2 Mi to Pinehurst Resort, Charming 4-bedroom, Pet Friendly House in Downtown Southern Pines, Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village

Top trending hotels in Southern Pines

Holiday Inn Express Hotel & Suites Southern Pines, an IHG Hotel

Holiday Inn Express Hotel & Suites Southern Pines, an IHG Hotel

2.5 out of 5
155 Partner Cir, Southern Pines, NC
Fully refundable
The price is NZ$230 per night from 26 Dec to 27 Dec
NZ$230
includes taxes & fees
26 Dec - 27 Dec
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, an IHG Hotel
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$99 per night from 29 Dec to 30 Dec
NZ$99
includes taxes & fees
29 Dec - 30 Dec
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
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 29 Dec to 30 Dec
NZ$135
includes taxes & fees
29 Dec - 30 Dec
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
Save an average of 15% on thousands of hotels when you're signed in
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$146 per night from 12 Jan to 13 Jan
NZ$146
includes taxes & fees
12 Jan - 13 Jan 2025
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
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.