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
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

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, (20 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
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, (31 reviews)
"Amazing place!"
United States
Jeremy
Isle of the Pines, 1 mile from The Village of Pinehurst!
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a large island with bar stools.

3. NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!
Pine Hurst
9.4 out of 10, Exceptional, (99 reviews)
The price is €377
includes taxes & fees
31 Aug - 1 Sept
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.

4. 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 €368
includes taxes & fees
31 Aug - 1 Sept
A Home in One ⛳️ Sleeps 10 & 🎱 Table!

5. 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.
Beautiful 1 Bed Condo on Pinehurst Course No.5!
A covered outdoor patio with a fire pit, seating area, and a grill.

6. 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 dining area with a round table, chairs, a woven basket, and a view of trees through large windows.

7. 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 €232
includes taxes & fees
30 Sept - 1 Oct
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
A spacious living room with a fireplace, a dining area, and a view of the outdoors.

8. The Mulligan!

The Mulligan!
Pinehurst
9.8 out of 10, Exceptional, (38 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 Mulligan!
A deck with a glass table and chairs overlooking a golf course.

9. 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, (63 reviews)
"Perfect for our golf trip. Loved it and will be back."
United States
John M.
The price is €317
includes taxes & fees
7 Sept - 8 Sept
Golf Front Retreat on Pinehurst No. 6 with 3 Bedrooms /2 Bath /4 beds / Sleeps 8
A spacious living room with a fireplace, a ceiling fan, a sofa, a coffee table, and a rug.

10. Peaceful Pinehurst Retreat, 3BR Home Near Resort Golf, Sleeps 8, Private Deck

Peaceful Pinehurst Retreat, 3BR Home Near Resort Golf, Sleeps 8, Private Deck
Pinehurst
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful property situated in a highly convenient area. Everything was exceptionally clean and well-maintained. Definitely recommend this property to any family."
United States
Bo B.
The price is €371
includes taxes & fees
2 Sept - 3 Sept
Peaceful Pinehurst Retreat, 3BR Home Near Resort Golf, Sleeps 8, Private Deck
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.

11. 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, (50 reviews)
"So spacious and clean, family friendly, easy check in process "
United States
Shanna C.
The price is €303
includes taxes & fees
8 Sept - 9 Sept
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!
A bedroom with a bed, a ceiling fan, a window with blinds, a bedside table with a lamp, and a door.

12. 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 €341
includes taxes & fees
21 Sept - 22 Sept
Polo & Pine Retreat
A modern kitchen with white cabinets, a granite countertop, and three grey bar stools.

13. Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!

Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!
Pine Hurst
10.0 out of 10, Exceptional, (52 reviews)
"Great host, great house. Plenty of amenities. This was our third time staying at this location, we will be back"
United States
Randy F.
Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

14. 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, (29 reviews)
"Great place. Would stay again. "
United States
Keir S.
The price is €391
includes taxes & fees
31 Aug - 1 Sept
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit
A modern kitchen with wooden cabinets, a central island, and a dining area with chairs.

15. 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, (8 reviews)
"A great place to stay in Pinehurst!!!"
United States
tyler c.
The price is €471
includes taxes & fees
31 Aug - 1 Sept
Relaxing home w/ putting green 5 min to Pinehurst
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 €502
includes taxes & fees
31 Aug - 1 Sept
The 19th Hole - Poker Table - 2 mins to Pinehurst
A hallway with a dark door, a hanging plant with lemons, a patterned rug, a table with a lamp, and a wall-mounted mirror.

17. 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
Cheerful Eclectic Pinehurst Home! Less than 2 miles from Pinehurst #1-4
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 €522
includes taxes & fees
1 Sept - 2 Sept
Spacious Retreat w/ Game Room and Modern Amenities
A modern kitchen with white cabinetry, a stainless steel refrigerator, and a central island with bar stools.

19. 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, (2 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 modern kitchen with white cabinets, a large island, and a dining area with a chandelier.

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, (8 reviews)
"Great location and super clean house! My husband and i enjoyed our stay here"
United States
Angela D.
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.
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Top Pinehurst Hotel Reviews

Large House w/ Private pool - perfect for Golfing Groups 12 beds in 6 bedrooms

Large House w/ Private pool - perfect for Golfing Groups 12 beds in 6 bedrooms

10/10 Excellent
"Everything here was awesome… Pool, the games, the kitchen, the bedrooms! Worth more than what we paid!"
Anonymous traveller 5-night trip
Posted 1 day ago
Large House w/ Private pool - perfect for Golfing Groups 12 beds in 6 bedrooms

Find out more about Pinehurst

Pinehurst Holiday Homes information

Number of reviews
315
Accommodation
215 Holiday Homes
Lowest Price
€232
Highest Price
€522