Default HTG hotel image

Holiday Homes in Jackson Springs

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Jackson Springs holiday homes

A wooden dock extending into a calm lake surrounded by trees with autumn foliage.

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 AU$2,238
includes taxes & fees
14 Oct - 15 Oct
Ultimate Golf Trip House - Pool & Pickleball
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, (37 reviews)
"Amazing place!"
United States
Jeremy
The price is AU$409
includes taxes & fees
6 Oct - 7 Oct
Isle of the Pines, 1 mile from The Village of Pinehurst!
A bedroom with a sloped ceiling, wooden beams, a bed, and a dresser.

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

Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst
Taylortown
9.0 out of 10, Wonderful, (4 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 AU$224
includes taxes & fees
27 Oct - 28 Oct
Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst
A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

4. 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, (22 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is AU$372
includes taxes & fees
6 Oct - 7 Oct
The McCaskill Cottage in the Village of Pinehurst!
A bedroom with a bed, a ceiling fan, a window with blinds, a bedside table with a lamp, and a door.

5. 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 AU$566
includes taxes & fees
2 Nov - 3 Nov
Polo & Pine Retreat
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.

6. 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, (51 reviews)
"2nd time staying here, convenient location, would stay here again"
United States
Angela D.
The price is AU$489
includes taxes & fees
28 Oct - 29 Oct
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!
Living area

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 AU$413
includes taxes & fees
14 Oct - 15 Oct
Beautiful 1 Bed Condo on Pinehurst Course No.5!
A dining area with a round table, chairs, a woven basket, and a view of trees through large windows.

8. 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 AU$365
includes taxes & fees
25 Oct - 26 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.

9. The Mulligan!

The Mulligan!
Pinehurst
9.8 out of 10, Exceptional, (42 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 AU$647
includes taxes & fees
6 Oct - 7 Oct
The Mulligan!
A wooden deck with a view of a lake and trees, a bench, and a table.

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

Cozy 1-bedroom 1 bath barndominium on 60 acre farm
Ellerbe
The price is AU$305
includes taxes & fees
8 Oct - 9 Oct
Cozy 1-bedroom 1 bath barndominium on 60 acre farm
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a large island with bar stools.

11. NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!
Pine Hurst
9.4 out of 10, Exceptional, (99 reviews)
"This is a great house to stay at when in Pinehurst. Our family enjoyed our stay."
United States
Robert D.
The price is AU$672
includes taxes & fees
6 Oct - 7 Oct
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.

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 AU$670
includes taxes & fees
6 Oct - 7 Oct
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
A modern living room with a wooden floor, a leopard print rug, a white console table with a lamp, and a large plant.

13. 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 AU$247
includes taxes & fees
21 Oct - 22 Oct
Cottage on Ridge- Short & Extended Stays
A deck with a glass table and chairs overlooking a golf course.

14. 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, (66 reviews)
"Perfect for our golf trip. Loved it and will be back."
United States
John M.
Golf Front Retreat on Pinehurst No. 6 with 3 Bedrooms /2 Bath /4 beds / Sleeps 8
A modern kitchen with white cabinets, a dark wooden dining table, and a vase with flowers.

15. Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed

Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed
Pinehurst
10.0 out of 10, Exceptional, (62 reviews)
"Great house, location and communication. Dogs loved the backyard and doggie door."
United States
Jennifer
The price is AU$503
includes taxes & fees
26 Oct - 27 Oct
Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed
A single-story house with a gray exterior, white trim, and a front porch.

16. 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 AU$259
includes taxes & fees
7 Oct - 8 Oct
Walkable Cottage, Pet Friendly with Fenced Patio
A covered outdoor patio with a fire pit, seating area, and a grill.

17. 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 AU$581
includes taxes & fees
3 Nov - 4 Nov
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

18. 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, (30 reviews)
"Great place. Would stay again. "
United States
Keir S.
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit
A brick building with a covered porch, two wooden chairs, and a wooden bench.

19. 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 AU$827
includes taxes & fees
12 Oct - 13 Oct
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.

20. 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
10.0 out of 10, Exceptional, (2 reviews)
"convenient location!"
United States
Elsa F.
The price is AU$504
includes taxes & fees
6 Oct - 7 Oct
Cheerful Eclectic Pinehurst Home! Less than 2 miles from Pinehurst #1-4
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jackson Springs Hotel Reviews

Hampton Inn & Suites Southern Pines-Pinehurst

Hampton Inn & Suites Southern Pines-Pinehurst

10/10 Excellent
"The staff is friendly and the rooms are clean. And the breakfast was tasty and the ladies serving breakfast were really nice ."
Marion 1-night trip
Posted 3 hours ago
Hampton Inn & Suites Southern Pines-Pinehurst

Find out more about Jackson Springs

Jackson Springs Holiday Homes information

Number of reviews
433
Accommodation
334 Holiday Homes
Lowest Price
AU$224
Highest Price
AU$2,238