Holiday Homes in Jackson Springs

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Check prices for these dates

Our top choices for Jackson Springs holiday homes

1. Ultimate Golf Trip House - Pool & Pickleball

Ultimate Golf Trip House - Pool & Pickleball
Foxfire
10.0 out of 10, Exceptional, (4 reviews)
"Awesome place!"
United States
Brendan T.
The price is NZ$2,782
includes taxes & fees
15 Nov - 16 Nov
Ultimate Golf Trip House - Pool & Pickleball

2. 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!"
United States
Kathy B.
The price is NZ$417
includes taxes & fees
7 Dec - 8 Dec
The McCaskill Cottage in the Village of Pinehurst!

3. Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst

Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst
Taylortown
8.0 out of 10, Very good, (7 reviews)
"Really pretty place. The loft was very very small. I’m 5’4” and had to bend at the waist to get to the bed. Wish the front door had a way to cover it (full see through glass). The beds and couch were very comfortable. House was clean and decorated very nicely. Bathroom is a dream!!"
United States
Matthew C.
The price is NZ$258
includes taxes & fees
7 Dec - 8 Dec
Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst

4. 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."
United States
Aaron Z.
The price is NZ$667
includes taxes & fees
10 Nov - 11 Nov
Isle of the Pines, 1 mile from The Village of Pinehurst!

5. 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."
United States
James N.
The price is NZ$783
includes taxes & fees
6 Dec - 7 Dec
The Mulligan!

6. Polo & Pine Retreat

Polo & Pine Retreat
Pinehurst
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."
United States
kevin t.
The price is NZ$650
includes taxes & fees
16 Nov - 17 Nov
Polo & Pine Retreat

7. The Tin Cup on Pinehurst #5

The Tin Cup on Pinehurst #5
Pinehurst
9.8 out of 10, Exceptional, (43 reviews)
"Perfect spot for short trip to pinehurst"
United States
Douglas R.
The price is NZ$771
includes taxes & fees
11 Nov - 12 Nov
The Tin Cup on Pinehurst #5

8. 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$504
includes taxes & fees
13 Nov - 14 Nov
Beautiful 1 Bed Condo on Pinehurst Course No.5!

9. 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$423
includes taxes & fees
3 Dec - 4 Dec
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

10. 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$556
includes taxes & fees
1 Dec - 2 Dec
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

11. 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."
United States
Erik W.
The price is NZ$777
includes taxes & fees
16 Nov - 17 Nov
NEW! Pinehurst Eight Sleeps 10!

12. 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$773
includes taxes & fees
10 Nov - 11 Nov
A Home in One ⛳️ Sleeps 10 & 🎱 Table!

13. Cozy 1-bedroom 1 bath barndominium on 60 acre farm

Cozy 1-bedroom 1 bath barndominium on 60 acre farm
Ellerbe
The price is NZ$357
includes taxes & fees
10 Nov - 11 Nov
Cozy 1-bedroom 1 bath barndominium on 60 acre farm

14. Cottage on Ridge- Short & Extended Stays

Cottage on Ridge- Short & Extended Stays
Southern Pines
9.8 out of 10, Exceptional, (50 reviews)
"Convenient, clean...a really cute place to stay."
United States
Jeffrey S.
The price is NZ$301
includes taxes & fees
13 Nov - 14 Nov
Cottage on Ridge- Short & Extended Stays

15. Pinehurst Retreat - Near No. 2

Pinehurst Retreat - Near No. 2
Pinehurst
10.0 out of 10, Exceptional, (15 reviews)
"Great property! "
United States
Anonymous traveller
The price is NZ$671
includes taxes & fees
18 Nov - 19 Nov
Pinehurst Retreat - Near No. 2

16. 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$719
includes taxes & fees
7 Dec - 8 Dec
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf

17. 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"
United States
Randy F.
The price is NZ$799
includes taxes & fees
19 Nov - 20 Nov
Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!

18. Walkable Cottage, Pet Friendly with Fenced Patio

Walkable Cottage, Pet Friendly with Fenced Patio
West Southern Pines
9.8 out of 10, Exceptional, (16 reviews)
"Perfect little place to stay with our dog! Would stay again."
United States
Katrina M.
The price is NZ$306
includes taxes & fees
10 Nov - 11 Nov
Walkable Cottage, Pet Friendly with Fenced Patio

19. 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 NZ$1,142
includes taxes & fees
10 Nov - 11 Nov
Spacious Retreat w/ Game Room and Modern Amenities

20. 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, (33 reviews)
"Great place. Would stay again. "
United States
Keir S.
The price is NZ$840
includes taxes & fees
1 Dec - 2 Dec
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit
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.