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Our top choices for Pinehurst holiday homes
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, (23 reviews)
"My husband and I had a wonderful stay in this home. The house had everything we needed and the location was great!"
Kathy B.
The price is £175
includes taxes & fees
7 Dec - 8 Dec
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)
"Great place, great location, great hosts."
Aaron Z.
The price is £296
includes taxes & fees
18 Nov - 19 Nov
3. The Mulligan!
The Mulligan!Pinehurst
9.8 out of 10, Exceptional, (43 reviews)
"Great location to get to all of the golf courses we played. Plenty of room for the 6 of us. Host very attentive."
James N.
The price is £321
includes taxes & fees
6 Dec - 7 Dec
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!"
Scot W.
The price is £199
includes taxes & fees
13 Nov - 14 Nov
5. Polo & Pine Retreat
Polo & Pine RetreatPinehurst
10.0 out of 10, Exceptional, (2 reviews)
"The property was clean and looked exactly like the pictures. It was a great value and we enjoyed our stay."
kevin t.
The price is £270
includes taxes & fees
7 Dec - 8 Dec
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 BarnPinehurst
8.8 out of 10, Excellent, (18 reviews)
"Clean, space looked just like the description. Great location "
Eli J.
The price is £175
includes taxes & fees
9 Dec - 10 Dec
7. NEW! Pinehurst Eight Sleeps 10!
NEW! Pinehurst Eight Sleeps 10!Pine Hurst
9.4 out of 10, Exceptional, (103 reviews)
"good value for the cost. needed to be cleaner."
Erik W.
The price is £315
includes taxes & fees
16 Nov - 17 Nov
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"
Angela D.
The price is £236
includes taxes & fees
1 Dec - 2 Dec
9. Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & LongleafPinehurst
9.4 out of 10, Exceptional, (19 reviews)
"Great place for a family or golf getaway! "
Mike S.
The price is £294
includes taxes & fees
7 Dec - 8 Dec
10. The Tin Cup on Pinehurst #5
The Tin Cup on Pinehurst #5Pinehurst
9.8 out of 10, Exceptional, (43 reviews)
"Perfect spot for short trip to pinehurst"
Douglas R.
The price is £330
includes taxes & fees
18 Nov - 19 Nov
11. 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. "
Billy P.
The price is £317
includes taxes & fees
16 Nov - 17 Nov
12. 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 8Pinehurst
10.0 out of 10, Exceptional, (66 reviews)
"Perfect for our golf trip. Loved it and will be back."
John M.
The price is £313
includes taxes & fees
24 Nov - 25 Nov
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, (53 reviews)
"Great host, great house. Plenty of amenities. This was our third time staying at this location, we will be back"
Randy F.
The price is £326
includes taxes & fees
19 Nov - 20 Nov
14. Cheerful Eclectic Pinehurst Home! Less than 2 miles from Pinehurst #1-4
Cheerful Eclectic Pinehurst Home! Less than 2 miles from Pinehurst #1-4Pinehurst
10.0 out of 10, Exceptional, (3 reviews)
"convenient location!"
Elsa F.
The price is £249
includes taxes & fees
15 Nov - 16 Nov
15. 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 pitPinehurst
10.0 out of 10, Exceptional, (33 reviews)
"Great place. Would stay again. "
Keir S.
The price is £343
includes taxes & fees
15 Nov - 16 Nov
16. Pinehurst Retreat - Near No. 2
Pinehurst Retreat - Near No. 2Pinehurst
10.0 out of 10, Exceptional, (15 reviews)
"Great property! "
Anonymous traveller
17. 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/FireplacePinehurst
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!"
Jake B.
The price is £420
includes taxes & fees
16 Nov - 17 Nov
18. The 19th Hole - Poker Table - 2 mins to Pinehurst
The 19th Hole - Poker Table - 2 mins to PinehurstPinehurst
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."
Tyler S.
19. Enchanted Oasis | Walk to Village · Pool · Hot Tub · Putting Green · 3 Homes
Enchanted Oasis | Walk to Village · Pool · Hot Tub · Putting Green · 3 HomesOld 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."
Larry W.
The price is £829
includes taxes & fees
16 Nov - 17 Nov
20. Private Home in Pinehurst - Super close to the resort and The Village
Private Home in Pinehurst - Super close to the resort and The VillagePinehurst
10.0 out of 10, Exceptional, (9 reviews)
"This was a clean house, great stay"
Grace O.
The price is £456
includes taxes & fees
24 Nov - 25 Nov
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.
Learn more about Pinehurst
Golf enthusiasts flock to Pinehurst's legendary courses where champions have walked since 1898. Beyond the greens, explore charming village shops and the Carolina Hotel's rocking chair porch for sweet tea at sunset.
Photo by Steve Fellmeth
Open Photo by Steve Fellmeth
Top reviews in Pinehurst
Hilton Garden Inn Southern Pines Pinehurst, NC
Hilton Garden Inn Southern Pines Pinehurst, NCAberdeen
10/10 Excellent
Loved hotel, staff, room, restaurant and bar. Thanks so much!
Raul
