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Our top choices for Jackson Springs vacation 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 ¥117,431
¥251,855 total
includes taxes & fees
Nov 15 - Nov 16
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 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 ¥14,713
¥22,365 total
includes taxes & fees
Dec 7 - Dec 8
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, (38 reviews)
"Great place, great location, great hosts."
United States
Aaron Z.
The price is ¥13,314
¥62,708 total
includes taxes & fees
Nov 19 - Nov 20
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 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 ¥12,087
¥58,612 total
includes taxes & fees
Dec 13 - Dec 14
Polo & Pine Retreat

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)
"Enjoyed our time here!"
United States
Scot W.
The price is ¥26,189
¥50,580 total
includes taxes & fees
Nov 25 - Nov 26
Beautiful 1 Bed Condo on Pinehurst Course No.5!

8. 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 Tin Cup on Pinehurst #5

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)
"2nd time staying here, convenient location, would stay here again"
United States
Angela D.
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

10. 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 ¥16,488
¥67,236 total
includes taxes & fees
Nov 16 - Nov 17
NEW! Pinehurst Eight Sleeps 10!

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. "
United States
Billy P.
The price is ¥16,847
¥69,258 total
includes taxes & fees
Nov 16 - Nov 17
A Home in One ⛳️ Sleeps 10 & 🎱 Table!

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 Barn
Pinehurst
8.8 out of 10, Excellent, (18 reviews)
"a little dated but excellent location"
United States
Anonymous traveler
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

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

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)
"Great location in the middle of town but still quiet. It was just what we needed for the weekend. We visit the area regularly and would book again!"
United States
Yasmine G.
The price is ¥9,906
¥21,355 total
includes taxes & fees
Dec 13 - Dec 14
Loft Cottage on Ridge<br>? Short & Extended Stays?

15. 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 ¥20,580
¥64,060 total
includes taxes & fees
Dec 9 - Dec 10
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf

16. Pinehurst Retreat - Near No. 2

Pinehurst Retreat - Near No. 2
Pinehurst
10.0 out of 10, Exceptional, (15 reviews)
"Great property! "
United States
Anonymous traveler
Pinehurst Retreat - Near No. 2

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.
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 ¥14,828
¥26,699 total
includes taxes & fees
Nov 16 - Nov 17
Walkable Cottage, Pet Friendly with Fenced Patio

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 pit
Pinehurst
10.0 out of 10, Exceptional, (33 reviews)
"Great place. Would stay again. "
United States
Keir S.
The price is ¥29,363
¥73,176 total
includes taxes & fees
Nov 16 - Nov 17
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit

20. 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 ¥92,883
¥176,881 total
includes taxes & fees
Dec 12 - Dec 13
Spacious Retreat w/ Game Room and Modern Amenities
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