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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 398 Vacation Homes in Jackson Springs with updated reviews, rates, and availability.

Large House w/ Private pool - perfect for Golfing Groups (12) beds
Fridge, microwave, oven, stovetop

Large House w/ Private pool - perfect for Golfing Groups (12) beds

10.0 out of 10, Exceptional, (73)
"We enjoyed staying at this house, lots of activities for children between pool and ping pong! We hope to stay here again!"
Large House w/ Private pool - perfect for Golfing Groups (12) beds
Beautiful 1920's Craftsman-Downtown Southern Pines
Exterior

Beautiful 1920's Craftsman-Downtown Southern Pines

10.0 out of 10, Exceptional, (62)
"Location of this traditional home in So Pines was great. Beds were very comfy and our host was attentive to our every need. Would definitely stay again. "
The price is AED 514
AED 1,164 total
includes taxes & fees
5 May - 6 May
Beautiful 1920's Craftsman-Downtown Southern Pines
Golf front home with 8 beds
Exterior

Golf front home with 8 beds

9.8 out of 10, Exceptional, (141)
"2nd time we've stayed at this property and once again it was perfect for us. Well furnished and comfortable with 2 separate living areas so the kids could enjoy themselves and the adults could relax. Situated on a beautiful golf course and convenient to Pinehurst and Southern Pines."
Golf front home with 8 beds
1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12
Terrace/patio

1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12

9.8 out of 10, Exceptional, (77)
"Loved the house and location and will stay here again on the next trip to Pinehurst. "
1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12
Pinehurst Vacation House w/ pool & (9) beds
Outdoor pool

Pinehurst Vacation House w/ pool & (9) beds

10.0 out of 10, Exceptional, (129)
"The house was just as advertised and was a wonderful place to stay for my family and friends this trip. Would 100% recommend and will always stay here when coming to Pinehurst. "
Pinehurst Vacation House w/ pool & (9) beds
New! Spacious 4 BD Golf Getaway with Game Room!
Fridge, microwave, oven, stovetop

New! Spacious 4 BD Golf Getaway with Game Room!

10.0 out of 10, Exceptional, (13)
"Nice location for a week of golfing in Pinehurst. "
New! Spacious 4 BD Golf Getaway with Game Room!
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
Property grounds

Lakefront home in a Gated Community, 10 miles from Pinehurst Village

9.8 out of 10, Exceptional, (182)
"Love staying at this property. Owners are very responsive, home is well-stocked and you cannot beat the beautiful location."
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
Property grounds

Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses

10.0 out of 10, Exceptional, (117)
"The property is great for a couples trip which we did. Walkability to the Village is wonderful. Back yard space is enjoyable and the hot tub was great. We look forward to coming back. "
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table
Fridge, microwave, oven, stovetop

Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

10.0 out of 10, Exceptional, (44)
"Great property clean and great location "
Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8
Fridge, microwave, oven, stovetop

Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8

9.6 out of 10, Exceptional, (10)
"We had 5 adults visiting our family in Pinehurst. The house was well stocked and beds comfortable. Would stay here again."
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8
Moonshine Cottage - Time to GOLF!
Fridge, microwave, oven, stovetop

Moonshine Cottage - Time to GOLF!

9.8 out of 10, Exceptional, (194)
"This was exactly what we needed and the owners had done a wonderful job welcoming us. We will be staying again."
Moonshine Cottage - Time to GOLF!
Ducks Landing Accommodations at Southern Pines Golf Course
Miscellaneous

Ducks Landing Accommodations at Southern Pines Golf Course

2.0 star property
10.0 out of 10, Exceptional, (3)
"Quiet, clean and relaxing! It was nice to sit out on the patio at night! Anything we needed they answered right away. Would definitely stay here again! "
Ducks Landing Accommodations at Southern Pines Golf Course
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
Smart TV, fireplace

High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

10.0 out of 10, Exceptional, (30)
"This VRBO checked all the boxes for our family reunion: clean, convenient location, spacious and affordable. "
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
4 Bedroom Pinehurst Home with Pool and Hot Tub
Fridge, microwave, oven, stovetop

4 Bedroom Pinehurst Home with Pool and Hot Tub

9.6 out of 10, Exceptional, (44)
"Place was great, full of Pinehurst charm. We were two Dads and two teenage boys that went down for a junior golf tournament, was perfect setup & location is excellent."
4 Bedroom Pinehurst Home with Pool and Hot Tub
600 Linden: 8 BR, 5.5 BA House in Pinehurst, Sleeps 20
Pool

600 Linden: 8 BR, 5.5 BA House in Pinehurst, Sleeps 20

9.8 out of 10, Exceptional, (60)
"Had a company get together at the property. Great location and plenty of space."
600 Linden: 8 BR, 5.5 BA House in Pinehurst, Sleeps 20
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
Outdoor dining

The 19th Hole: Sleeps 10. Pool Table, Fire Pit

10.0 out of 10, Exceptional, (32)
"House was perfect! We would definitely come back!"
The price is AED 826
AED 1,794 total
includes taxes & fees
13 May - 14 May
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
Fridge, microwave, oven, stovetop

Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!

10.0 out of 10, Exceptional, (39)
"The house is perfectly located for a Pine Needles, Mid Pines, Southern Pines golf trip. The town of Southern Pines has lots of good dining options just a walk or short drive away. "
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
Upstairs at the Estate - Across from SP Golf Club
Aerial view

Upstairs at the Estate - Across from SP Golf Club

10.0 out of 10, Exceptional, (28)
"We loved our weekend stay! Would definitely recommend and return! "
The price is AED 378
AED 790 total
includes taxes & fees
13 May - 14 May
Upstairs at the Estate - Across from SP Golf Club
Charming Downtown Cottage
Terrace/patio

Charming Downtown Cottage

10.0 out of 10, Exceptional, (42)
"Extremely clean, convenient without losing original charm. Quiet neighborhood, beautiful street, easy walking to restaurants shops"
The price is AED 547
AED 1,143 total
includes taxes & fees
5 May - 6 May
Charming Downtown Cottage
Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed
Terrace/patio

Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed

9.8 out of 10, Exceptional, (38)
"We enjoyed a week long vacation with our pups. Our local contact was very responsive and helpful during arrival and check-out. Convenient location and comfortable furnishings with everything we needed for a great stay! "
Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed
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.
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Other property types in Jackson Springs

Newly Renovated Property.
Interior

Newly Renovated Property.

10.0 out of 10, Exceptional, (110)
"Great place over looking pinehurst golf courses"
The price is AED 496
AED 1,087 total
includes taxes & fees
6 May - 7 May
Newly Renovated Property.
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
Smart TV, fireplace

High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

10.0 out of 10, Exceptional, (30)
"This VRBO checked all the boxes for our family reunion: clean, convenient location, spacious and affordable. "
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
Property grounds

Lakefront home in a Gated Community, 10 miles from Pinehurst Village

9.8 out of 10, Exceptional, (182)
"Love staying at this property. Owners are very responsive, home is well-stocked and you cannot beat the beautiful location."
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
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.