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Our top choices for Jackson Springs vacation homes

1. Ultimate Golf Trip House - Pool & Pickleball
Ultimate Golf Trip House - Pool & PickleballFoxfire
10.0 out of 10, Exceptional, (4 reviews)
The price is ¥117,431
¥251,855 total
includes taxes & fees
Nov 15 - Nov 16

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)

3. Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst
Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in PinehurstTaylortown
8.0 out of 10, Very good, (7 reviews)
The price is ¥14,713
¥22,365 total
includes taxes & fees
Dec 7 - Dec 8

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, (38 reviews)
The price is ¥13,314
¥62,708 total
includes taxes & fees
Nov 19 - Nov 20

6. Polo & Pine Retreat
Polo & Pine RetreatPinehurst
10.0 out of 10, Exceptional, (2 reviews)
The price is ¥12,087
¥58,612 total
includes taxes & fees
Dec 13 - Dec 14

7. 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)
The price is ¥26,189
¥50,580 total
includes taxes & fees
Nov 25 - Nov 26

8. The Tin Cup on Pinehurst #5
The Tin Cup on Pinehurst #5Pinehurst
9.8 out of 10, Exceptional, (43 reviews)

9. 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)

10. NEW! Pinehurst Eight Sleeps 10!
NEW! Pinehurst Eight Sleeps 10!Pine Hurst
9.4 out of 10, Exceptional, (103 reviews)
The price is ¥16,488
¥67,236 total
includes taxes & fees
Nov 16 - Nov 17

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)
The price is ¥16,847
¥69,258 total
includes taxes & fees
Nov 16 - Nov 17

12. 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)

13. Cozy 1-bedroom 1 bath barndominium on 60 acre farm
Cozy 1-bedroom 1 bath barndominium on 60 acre farmEllerbe
The price is ¥17,999
¥31,747 total
includes taxes & fees
Nov 15 - Nov 16

14. Loft Cottage on Ridge<br>? Short & Extended Stays?
Loft Cottage on Ridge<br>? Short & Extended Stays?Southern Pines
9.8 out of 10, Exceptional, (48 reviews)
The price is ¥9,906
¥21,355 total
includes taxes & fees
Dec 13 - Dec 14

15. 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)
The price is ¥20,580
¥64,060 total
includes taxes & fees
Dec 9 - Dec 10

16. Pinehurst Retreat - Near No. 2
Pinehurst Retreat - Near No. 2Pinehurst
10.0 out of 10, Exceptional, (15 reviews)

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)

18. Walkable Cottage, Pet Friendly with Fenced Patio
Walkable Cottage, Pet Friendly with Fenced PatioWest Southern Pines
9.8 out of 10, Exceptional, (16 reviews)
The price is ¥14,828
¥26,699 total
includes taxes & fees
Nov 16 - Nov 17

19. 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)
The price is ¥29,363
¥73,176 total
includes taxes & fees
Nov 16 - Nov 17

20. Spacious Retreat w/ Game Room and Modern Amenities
Spacious Retreat w/ Game Room and Modern AmenitiesPinehurst
9.4 out of 10, Exceptional, (3 reviews)
The price is ¥92,883
¥176,881 total
includes taxes & fees
Dec 12 - Dec 13
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.
Top reviews in Jackson Springs

Homewood Suites by Hilton Olmsted Village (near Pinehurst)
Homewood Suites by Hilton Olmsted Village (near Pinehurst)Pinehurst



































































































































