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

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, a pool table, and patios. Popular attractions Pinehurst Resort and Pinehurst ...
Large House w/ Private pool - perfect for Golfing Groups (12) beds
Beautiful 1920's Craftsman-Downtown Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines

Southern Pines
The price is NZ$547 per night from 7 Apr to 8 Apr
NZ$547
includes taxes & fees
7 Apr - 8 Apr
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
Golf front home with 8 beds

Golf front home with 8 beds

Pinehurst
Stay at this vacation home in Pinehurst. Enjoy free WiFi, a pool table, and patios. Popular attractions Pinehurst Harness Track and Pinehurst Resort are located ...
Golf front home with 8 beds
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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, a pool table, and cable/satellite TV service. Popular attractions Pinehurst Resort and Pinehurst ...
Pinehurst Vacation House w/ pool & (9) beds
New! Spacious 4 BD Golf Getaway with Game Room!

New! Spacious 4 BD Golf Getaway with Game Room!

Aberdeen
Stay at this vacation home in Aberdeen. Enjoy free WiFi, a garden, and patios. Popular attractions Museum and Grist Mill are located nearby.
New! Spacious 4 BD Golf Getaway with Game Room!
Oasis:  Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses

Oasis: Walk to Village, Heated Pool, Putting Green,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, Putting Green,Fire Pit, Hot Tub, 3 houses
Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

Book GOLF with us! 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 ...
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

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

Southern Pines
Stay at this vacation home in Southern Pines. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Hyland Hills Golf Club and Southern Pines ...
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8
Moonshine Cottage - Time to GOLF!

Moonshine Cottage - Time to GOLF!

Pinehurst
Stay at this vacation home in Pinehurst. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Pinehurst Resort and Pinehurst Harness Track are ...
Moonshine Cottage - Time to GOLF!
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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
337 Holiday Homes
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!

Top trending hotels in Southern Pines

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$137 per night from 11 Apr to 12 Apr
NZ$137
includes taxes & fees
11 Apr - 12 Apr
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
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$224 per night from 13 Apr to 14 Apr
NZ$224
includes taxes & fees
13 Apr - 14 Apr
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
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 27 Apr to 28 Apr
NZ$111
includes taxes & fees
27 Apr - 28 Apr
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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Residence Inn by Marriott Southern Pines/Pinehurst NC

Residence Inn by Marriott Southern Pines/Pinehurst NC

3 out of 5
105 Brucewood Rd, Southern Pines, NC
Fully refundableReserve now, pay when you stay
The price is NZ$285 per night from 13 Apr to 14 Apr
NZ$285
includes taxes & fees
13 Apr - 14 Apr
Stay at this 3-star golf hotel in Southern Pines. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pinecrest Plaza and Southern Pines Golf ...
Residence Inn by Marriott Southern Pines/Pinehurst NC
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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.