Book Holiday Homes in Pinehurst

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 Pinehurst

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
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
1025 Diamondhead: 5  BR, 3  BA House in Pinehurst, Sleeps 12

1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12

Pinehurst
Stay at this vacation home in Pinehurst. Enjoy a pool table, patios, and cable/satellite TV service. Popular attractions Pinehurst Harness Track and Seagrove ...
1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12
Save an average of 15% on thousands of hotels when you're signed in
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
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
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!
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

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

Pinehurst
Stay at this vacation home in Pinehurst. Enjoy in-room fireplaces and air conditioning. Popular attractions The Carolina Golf Course and Pinehurst Resort are ...
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
4 Bedroom Pinehurst Home with Pool and Hot Tub

4 Bedroom Pinehurst Home with Pool and Hot Tub

Pinehurst
Stay at this vacation home in Pinehurst. Enjoy private pools, tennis courts, and patios. Popular attractions Pinehurst Resort and Pinehurst No. 9 are located ...
4 Bedroom Pinehurst Home with Pool and Hot Tub
Don't see what you're looking for?
See all available properties in Pinehurst
View all properties
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.

Pinehurst 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 Pinehurst vacation homes are the perfect way for you to wing it.

Holiday houses in Pinehurst 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 Pinehurst 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 Pinehurst adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Pinehurst 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 Pinehurst 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.

Pinehurst Holiday Homes essential information

Accommodation
247 Holiday Homes
Lowest Price
NZ$190
Highest Price
NZ$289
Popular accommodation
Large House w/ Private pool - perfect for Golfing Groups (12) beds, Golf front home with 8 beds, 1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12, Pinehurst Vacation House w/ pool & (9) beds, 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, Moonshine Cottage - Time to GOLF!, High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village! , 4 Bedroom Pinehurst Home with Pool and Hot Tub

Top trending hotels in Pinehurst

Springhill Suites By Marriott Pinehurst Southern Pines

Springhill Suites By Marriott Pinehurst Southern Pines

3 out of 5
10024 US Highway 15/501, Pinehurst, NC
Fully refundableReserve now, pay when you stay
The price is NZ$238 per night from 21 Apr to 22 Apr
NZ$238
includes taxes & fees
21 Apr - 22 Apr
Stay at this 3-star business-friendly hotel in Pinehurst. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Springhill Suites By Marriott Pinehurst Southern Pines
Comfort Inn Pinehurst - Southern Pines

Comfort Inn Pinehurst - Southern Pines

2.5 out of 5
9801 Us Highway 15 501, Pinehurst, NC
Fully refundableReserve now, pay when you stay
The price is NZ$190 per night from 20 Apr to 21 Apr
NZ$190
includes taxes & fees
20 Apr - 21 Apr
Stay at this hotel in Pinehurst. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Pinehurst ...
Comfort Inn Pinehurst - Southern Pines
Homewood Suites by Hilton Olmsted Village (near Pinehurst)

Homewood Suites by Hilton Olmsted Village (near Pinehurst)

3 out of 5
250 Central Park Ave, Pinehurst, NC
Fully refundableReserve now, pay when you stay
The price is NZ$289 per night from 13 Apr to 14 Apr
NZ$289
includes taxes & fees
13 Apr - 14 Apr
Stay at this 3-star family-friendly hotel in Pinehurst. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pinehurst Resort and Pinehurst ...
Homewood Suites by Hilton Olmsted Village (near Pinehurst)
Save an average of 15% on thousands of hotels when you're signed in
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
Don't see what you're looking for?
See all available properties in Pinehurst
View all properties
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.