A landscaped garden with a row of young trees supported by white stakes, a central tree, and a clear blue sky.

Search Vacation Homes in Pinehurst

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Pinehurst holiday homes

A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

1. The McCaskill Cottage in the Village of Pinehurst!

The McCaskill Cottage in the Village of Pinehurst!
Old Town Pinehurst
10.0 out of 10, Exceptional, (22 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is HK$466
HK$1,856 total
includes taxes & fees
2 Nov - 3 Nov
The McCaskill Cottage in the Village of Pinehurst!
A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

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

Isle of the Pines, 1 mile from The Village of Pinehurst!
Pinehurst
10.0 out of 10, Exceptional, (37 reviews)
"Amazing place!"
United States
Jeremy
The price is HK$488
HK$2,129 total
includes taxes & fees
2 Nov - 3 Nov
Isle of the Pines, 1 mile from The Village of Pinehurst!
Living area

3. Beautiful 1 Bed Condo on Pinehurst Course No.5!

Beautiful 1 Bed Condo on Pinehurst Course No.5!
Pinehurst
9.0 out of 10, Wonderful, (18 reviews)
"Enjoyed our time here!"
United States
Scot W.
The price is HK$840
HK$2,022 total
includes taxes & fees
31 Oct - 1 Nov
Beautiful 1 Bed Condo on Pinehurst Course No.5!
A spacious living room with a fireplace, a dining area, and a view of the outdoors.

4. The Mulligan!

The Mulligan!
Pinehurst
9.8 out of 10, Exceptional, (42 reviews)
"Great location to get to all of the golf courses we played. Plenty of room for the 6 of us. Host very attentive."
United States
James N.
The price is HK$1,000
HK$3,745 total
includes taxes & fees
12 Nov - 13 Nov
The Mulligan!
A bedroom with a bed, a ceiling fan, a window with blinds, a bedside table with a lamp, and a door.

5. Polo & Pine Retreat

Polo & Pine Retreat
Pinehurst
10.0 out of 10, Exceptional, (1 review)
"The property was clean and looked exactly like the pictures. It was a great value and we enjoyed our stay."
United States
kevin t.
Polo & Pine Retreat
A dining area with a round table, chairs, a woven basket, and a view of trees through large windows.

6. Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
Pinehurst
8.8 out of 10, Excellent, (18 reviews)
"Clean, space looked just like the description. Great location "
United States
Eli J.
The price is HK$771
HK$1,837 total
includes taxes & fees
1 Nov - 2 Nov
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a large island with bar stools.

7. NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!
Pine Hurst
9.4 out of 10, Exceptional, (102 reviews)
"good value for the cost. needed to be cleaner."
United States
Erik W.
The price is HK$805
HK$3,489 total
includes taxes & fees
2 Nov - 3 Nov
NEW! Pinehurst Eight Sleeps 10!
A spacious living room with a blue sofa, a dining area with a wooden table, and a kitchen with modern appliances.

8. A Home in One ⛳️ Sleeps 10 & 🎱 Table!

A Home in One ⛳️ Sleeps 10 & 🎱 Table!
West End
9.8 out of 10, Exceptional, (44 reviews)
"Great house and location. "
United States
Billy P.
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
A covered outdoor patio with a fire pit, seating area, and a grill.

9. Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf

Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf
Pinehurst
9.4 out of 10, Exceptional, (19 reviews)
"Great place for a family or golf getaway! "
United States
Mike S.
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf
A modern outdoor living area with wicker furniture, a glass coffee table, and a large window offering a view of trees.

10. The Tin Cup on Pinehurst #5

The Tin Cup on Pinehurst #5
Pinehurst
9.8 out of 10, Exceptional, (43 reviews)
"Awesome property and great owners. Highly recommend."
United States
Brian F.
The price is HK$1,330
HK$4,242 total
includes taxes & fees
12 Nov - 13 Nov
The Tin Cup on Pinehurst #5
A deck with a glass table and chairs overlooking a golf course.

11. Golf Front Retreat on Pinehurst No. 6 with 3 Bedrooms /2 Bath /4 beds / Sleeps 8

Golf Front Retreat on Pinehurst No. 6 with 3 Bedrooms /2 Bath /4 beds / Sleeps 8
Pinehurst
10.0 out of 10, Exceptional, (66 reviews)
"Perfect for our golf trip. Loved it and will be back."
United States
John M.
The price is HK$1,177
HK$3,147 total
includes taxes & fees
24 Nov - 25 Nov
Golf Front Retreat on Pinehurst No. 6 with 3 Bedrooms /2 Bath /4 beds / Sleeps 8
A hallway with a dark door, a hanging plant with lemons, a patterned rug, a table with a lamp, and a wall-mounted mirror.

12. Cheerful Eclectic Pinehurst Home! Less than 2 miles from Pinehurst #1-4

Cheerful Eclectic Pinehurst Home! Less than 2 miles from Pinehurst #1-4
Pinehurst
10.0 out of 10, Exceptional, (2 reviews)
"convenient location!"
United States
Elsa F.
Cheerful Eclectic Pinehurst Home! Less than 2 miles from Pinehurst #1-4
A spacious living area with a wooden coffee table, a sofa, and a dining table. There is a green-framed window and a wall-mounted artwork.

13. Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!
Pinehurst
10.0 out of 10, Exceptional, (52 reviews)
"2nd time staying here, convenient location, would stay here again"
United States
Angela D.
The price is HK$1,133
HK$2,726 total
includes taxes & fees
2 Nov - 3 Nov
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!
A modern kitchen with white cabinets, a dark wooden dining table, and a vase with flowers.

14. Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed

Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed
Pinehurst
10.0 out of 10, Exceptional, (63 reviews)
"Great house, location and communication. Dogs loved the backyard and doggie door."
United States
Jennifer
The price is HK$1,264
HK$2,607 total
includes taxes & fees
1 Nov - 2 Nov
Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a central island with bar stools.

15. Pinehurst #6 Spacious 4 Bedroom Farmhouse with fast Wifi & Huge Deck w/Fireplace

Pinehurst #6 Spacious 4 Bedroom Farmhouse with fast Wifi & Huge Deck w/Fireplace
Pinehurst
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay! The house was very comfortable, clean, and exactly as advertised. The beds were terrific—some of the best we’ve slept on while traveling.The host was gracious, extremely responsive, and a real pleasure to deal with from start to finish. Everything was easy and stress-free.Highly recommend this property. We would definitely stay here again!"
United States
Jake B.
Pinehurst #6 Spacious 4 Bedroom Farmhouse with fast Wifi & Huge Deck w/Fireplace
A brick building with a covered porch, two wooden chairs, and a wooden bench.

16. The 19th Hole - Poker Table - 2 mins to Pinehurst

The 19th Hole - Poker Table - 2 mins to Pinehurst
Pinehurst
10.0 out of 10, Exceptional, (11 reviews)
"The host was incredibly accommodating and the location was perfect (nearby all the necessary golf courses). Would certainly stay here again."
United States
Tyler S.
The price is HK$1,605
HK$4,863 total
includes taxes & fees
1 Nov - 2 Nov
The 19th Hole - Poker Table - 2 mins to Pinehurst
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

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

The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit
Pinehurst
10.0 out of 10, Exceptional, (31 reviews)
"Great place. Would stay again. "
United States
Keir S.
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit
A modern living room with a fireplace, grey sofas, a coffee table, and a flat-screen TV mounted on the wall.

18. Spacious Retreat w/ Game Room and Modern Amenities

Spacious Retreat w/ Game Room and Modern Amenities
Pinehurst
9.4 out of 10, Exceptional, (3 reviews)
"Great place to stay."
United States
Larry H.
The price is HK$1,428
HK$5,103 total
includes taxes & fees
1 Nov - 2 Nov
Spacious Retreat w/ Game Room and Modern Amenities
A pool area with a stone building, outdoor seating, and a view of trees.

19. Enchanted Oasis | Walk to Village · Pool · Hot Tub · Putting Green · 3 Homes

Enchanted Oasis | Walk to Village · Pool · Hot Tub · Putting Green · 3 Homes
Old Town Pinehurst
10.0 out of 10, Exceptional, (157 reviews)
"We all LOVED the property!Great location, plenty of room, and great outdoor area as well."
United States
Larry W.
The price is HK$2,654
HK$8,832 total
includes taxes & fees
2 Nov - 3 Nov
Enchanted Oasis | Walk to Village · Pool · Hot Tub · Putting Green · 3 Homes
A modern kitchen with white cabinets, a stainless steel sink, a microwave, and a coffee maker.

20. Private Home in Pinehurst - Super close to the resort and The Village

Private Home in Pinehurst - Super close to the resort and The Village
Pinehurst
10.0 out of 10, Exceptional, (9 reviews)
"Great location and super clean house! My husband and i enjoyed our stay here"
United States
Angela D.
The price is HK$2,083
HK$4,969 total
includes taxes & fees
31 Oct - 1 Nov
Private Home in Pinehurst - Super close to the resort and The Village
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pinehurst Hotel Reviews

COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo

COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo

10/10 Excellent
"N/A"
Brian S. 3-night trip
Posted 10 hours ago
COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo

Find out more about Pinehurst

Pinehurst Vacation Homes information

Number of reviews
667
Accommodation
185 Vacation Homes
Lowest Price
HK$1,837
Highest Price
HK$8,832

Explore a world of travel with Expedia