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

Holiday Homes in Pinehurst

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 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 NZ$444
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 NZ$513
includes taxes & fees
14 Oct - 15 Oct
Isle of the Pines, 1 mile from The Village of Pinehurst!
A dining area with a round table, chairs, a woven basket, and a view of trees through large windows.

3. 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 NZ$431
includes taxes & fees
8 Nov - 9 Nov
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
Living area

4. 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 NZ$490
includes taxes & fees
14 Oct - 15 Oct
Beautiful 1 Bed Condo on Pinehurst Course No.5!
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.
The price is NZ$687
includes taxes & fees
19 Oct - 20 Oct
Polo & Pine Retreat
A spacious living room with a fireplace, a dining area, and a view of the outdoors.

6. 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 NZ$842
includes taxes & fees
19 Oct - 20 Oct
The Mulligan!
A two-story house with a front porch, a blue door, and a small garden area with mulch and plants.

7. NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!
Pine Hurst
9.4 out of 10, Exceptional, (100 reviews)
"good value for the cost. needed to be cleaner."
United States
Erik W.
The price is NZ$800
includes taxes & fees
18 Oct - 19 Oct
NEW! Pinehurst Eight Sleeps 10!
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.

8. 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 NZ$601
includes taxes & fees
28 Oct - 29 Oct
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!
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.
The price is NZ$781
includes taxes & fees
28 Oct - 29 Oct
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf
A spacious living room with a blue sofa, a dining area with a wooden table, and a kitchen with modern appliances.

10. 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.
The price is NZ$808
includes taxes & fees
14 Oct - 15 Oct
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a central island with bar stools.

11. 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)
The price is NZ$1,001
includes taxes & fees
27 Oct - 28 Oct
Pinehurst #6 Spacious 4 Bedroom Farmhouse with fast Wifi & Huge Deck w/Fireplace
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

12. 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, (30 reviews)
"Great place. Would stay again. "
United States
Keir S.
The price is NZ$821
includes taxes & fees
14 Oct - 15 Oct
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit
A small, well-lit corner with a wooden table and a chair, a ceiling fan, and a white wall with a baseboard.

13. Relaxing home w/ putting green 5 min to Pinehurst

Relaxing home w/ putting green 5 min to Pinehurst
Pinehurst
9.8 out of 10, Exceptional, (10 reviews)
"Great property exactly as listed perfect for a golf trip."
United States
Mark S.
Relaxing home w/ putting green 5 min to Pinehurst
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, (62 reviews)
"Great house, location and communication. Dogs loved the backyard and doggie door."
United States
Jennifer
The price is NZ$618
includes taxes & fees
1 Nov - 2 Nov
Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed
A brick building with a covered porch, two wooden chairs, and a wooden bench.

15. 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 NZ$1,012
includes taxes & fees
26 Oct - 27 Oct
The 19th Hole - Poker Table - 2 mins to Pinehurst
A pool area with a stone building, outdoor seating, and a view of trees.

16. 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, (156 reviews)
"Wonderful accomodations"
United States
Thomas J.
The price is NZ$1,935
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 large island, and a dining area with a chandelier.

17. 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 NZ$1,120
includes taxes & fees
14 Oct - 15 Oct
Private Home in Pinehurst - Super close to the resort and The Village
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
9.0 out of 10, Wonderful, (2 reviews)
"Great place to stay."
United States
Larry H.
The price is NZ$1,162
includes taxes & fees
18 Oct - 19 Oct
Spacious Retreat w/ Game Room and Modern Amenities
A two-story house with a stone facade, a covered patio with outdoor furniture, and a large sliding glass door entrance.

19. Stunning Golf Views on Pinehurst National No. 9. A Luxurious Retreat Awaits.

Stunning Golf Views on Pinehurst National No. 9. A Luxurious Retreat Awaits.
Pinehurst
8.4 out of 10, Very good, (8 reviews)
"Great location. Great property for 8 golfers. "
United States
Patrick L.
The price is NZ$1,299
includes taxes & fees
14 Oct - 15 Oct
Stunning Golf Views on Pinehurst National No. 9. A Luxurious Retreat Awaits.
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

20. A Slice of Seven – Refined Golf‑Front Retreat With Exceptional Water Views!

A Slice of Seven – Refined Golf‑Front Retreat With Exceptional Water Views!
Pinehurst
9.8 out of 10, Exceptional, (89 reviews)
"The place was great. Convenient location and a great house. We had an awesome trip. "
United States
Matt M.
The price is NZ$1,269
includes taxes & fees
14 Oct - 15 Oct
A Slice of Seven – Refined Golf‑Front Retreat With Exceptional Water Views!
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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Top Pinehurst Hotel Reviews

Springhill Suites By Marriott Pinehurst Southern Pines

Springhill Suites By Marriott Pinehurst Southern Pines

10/10 Excellent
"It was a great stay, rooms clean, comfortable, and roomy. Breakfast was great. Staff was helpful, cheerful and welcoming"
Barbara 2-night trip
Posted 5 hours ago
Springhill Suites By Marriott Pinehurst Southern Pines

Find out more about Pinehurst

Pinehurst Holiday Homes information

Number of reviews
650
Accommodation
189 Holiday Homes
Lowest Price
NZ$431
Highest Price
NZ$1,935