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
With a stay at this vacation home in Pinehurst, you'll be within a 10-minute drive of Pinehurst Resort and Pinehurst Harness Track.
Large House w/ Private pool - perfect for Golfing Groups (12) beds
Golf front home with 8 beds

Golf front home with 8 beds

Pinehurst
With a stay at this vacation home in Pinehurst, you'll be within a 5-minute drive of Pinehurst Resort and Pinehurst Harness Track.
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
With a stay at this vacation home in Pinehurst, you'll be within a 5-minute drive of Pinehurst Resort and Pinehurst Lake.
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
With a stay at this vacation home in Pinehurst, you'll be within a 10-minute drive of Pinehurst Resort and Pinehurst Harness Track.
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
The price is AU$2,042 per night from 27 Apr to 28 Apr
AU$2,042
includes taxes & fees
27 Apr - 28 Apr
With a stay at this vacation home in Pinehurst (Old Town Pinehurst), you'll be within a 5-minute drive of Pinehurst Resort and Pinehurst Harness Track.
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
With a stay at this vacation home in Pinehurst, you'll be next to a golf course, within a 15-minute drive of Pinehurst Resort and FirstHealth Moore Regional ...
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
With a stay at this vacation home in Pinehurst (Old Town Pinehurst), you'll be within a 5-minute drive of Pinehurst Resort and FirstHealth Moore Regional ...
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
With a stay at this vacation home in Pinehurst, you'll be within a 10-minute drive of Pinehurst Resort and FirstHealth Moore Regional Hospital.
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
With a stay at this vacation home in Pinehurst (Old Town Pinehurst), you'll be within a 5-minute drive of Pinehurst Resort and FirstHealth Moore Regional ...
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
244 Holiday Homes
Lowest Price
AU$178
Highest Price
AU$2,042
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
The price is AU$247 per night from 5 May to 6 May
AU$247
includes taxes & fees
5 May - 6 May
With a stay at Springhill Suites By Marriott Pinehurst Southern Pines in Pinehurst, you'll be within a 10-minute drive of Pinehurst Resort and Pinehurst No. ...
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 AU$178 per night from 18 May to 19 May
AU$178
includes taxes & fees
18 May - 19 May
With a stay at Comfort Inn Pinehurst - Southern Pines in Pinehurst, you'll be within a 10-minute drive of Pinehurst Resort and Pinehurst No. 9.
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 AU$263 per night from 18 May to 19 May
AU$263
includes taxes & fees
18 May - 19 May
With a stay at Homewood Suites by Hilton Olmsted Village (near Pinehurst) in Pinehurst, you'll be within a 5-minute drive of Pinehurst Resort and FirstHealth ...
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
The price is AU$2,042 per night from 27 Apr to 28 Apr
AU$2,042
includes taxes & fees
27 Apr - 28 Apr
With a stay at this vacation home in Pinehurst (Old Town Pinehurst), you'll be within a 5-minute drive of Pinehurst Resort and Pinehurst Harness Track.
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.