Jackson Springs Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Tonight
Dec 16 - Dec 17
Tomorrow
Dec 17 - Dec 18
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Our top choices for Jackson Springs vacation rentals

Exterior
Kenwood Villa - Spectacular Golf Views - Sleeps 22

Villa in Pinehurst

Kenwood Villa - Spectacular Golf Views - Sleeps 22
10.0 out of 10, Exceptional, (49)
"Beautiful and clean property. Great stay "
United States
Bjorn M.
The price is ￥128,658
￥224,175 total
includes taxes & fees
Dec 18 - Dec 19
Kenwood Villa - Spectacular Golf Views - Sleeps 22
A heated pool
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses

Vacation Home in Old Town Pinehurst

Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
10.0 out of 10, Exceptional, (134)
"Excellent place for a golf trip. Everything was as expected. "
United States
Wayne W.
The price is ￥52,393
￥162,497 total
includes taxes & fees
Dec 18 - Dec 19
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
Terrace/patio
Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

Vacation Home in Pinehurst

Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table
10.0 out of 10, Exceptional, (57)
"Very clean and spacious home. Had everything we needed for our week long stay."
United States
charles P.
Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table
Property grounds
The Robin's Egg -Walk to the Village!

Cottage in Old Town Pinehurst

The Robin's Egg -Walk to the Village!
10.0 out of 10, Exceptional, (147)
"This place was perfect for my son and on on our golf trip! Very close to Pinehurst and very private large space. "
United States
Bradley G.
The Robin's Egg -Walk to the Village!
Fridge, microwave, oven, stovetop
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit

Vacation Home in Pinehurst

The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit
10.0 out of 10, Exceptional, (14)
"Great stay. Exactly what we needed"
United States
Justin W.
The price is ￥22,267
￥64,053 total
includes taxes & fees
Dec 21 - Dec 22
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit
Smart TV
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

Vacation Home in Southern Pines

Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
2.0 star property
10.0 out of 10, Exceptional, (13)
"Great place to stay for a golf trip. Pool was great, beds were clean and comfortable. All guests were extremely complimentary. Would def rent this property again!"
United States
John L.
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
Exterior
Secluded Cabin in the Woods, near Carolina Horse Park and Valkyrie Sporthorses

Cabin in Raeford

Secluded Cabin in the Woods, near Carolina Horse Park and Valkyrie Sporthorses
10.0 out of 10, Exceptional, (67)
"My favorite place to stay"
United States
Ginny R.
Secluded Cabin in the Woods, near Carolina Horse Park and Valkyrie Sporthorses
Dining
3BD Pinehurst Golf & Family Retreat on Course No 5. Near Village & Fair Barn.

Condo in Pinehurst

3BD Pinehurst Golf & Family Retreat on Course No 5. Near Village & Fair Barn.
2.0 star property
10.0 out of 10, Exceptional, (3)
"We had a great stay. Thanks Brittany for all the hospitality!! Everything was great!!!"
United States
Steve L.
The price is ￥25,382
￥55,672 total
includes taxes & fees
Dec 30 - Dec 31
3BD Pinehurst Golf & Family Retreat on Course No 5. Near Village & Fair Barn.
Fridge, microwave, oven, stovetop
COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo

Condo in Pinehurst

COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo
2.0 star property
10.0 out of 10, Exceptional, (15)
"Property was very nice and conveniently located to everything we needed."
United States
Buddy B.
The price is ￥25,537
￥56,183 total
includes taxes & fees
Dec 27 - Dec 28
COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo
Outdoor dining
Newly Renovated Property.

Condo in Pinehurst

Newly Renovated Property.
10.0 out of 10, Exceptional, (131)
"Great place"
United States
Darron G.
The price is ￥20,926
￥45,356 total
includes taxes & fees
Dec 18 - Dec 19
Newly Renovated Property.
Exterior
Abbey Manor on Pinehurst #6- Golf Views -Sleeps 24

Villa in Pinehurst

Abbey Manor on Pinehurst #6- Golf Views -Sleeps 24
9.8 out of 10, Exceptional, (36)
"Great stay for golf team "
United States
Scott K.
The price is ￥123,816
￥218,179 total
includes taxes & fees
Dec 21 - Dec 22
Abbey Manor on Pinehurst #6- Golf Views -Sleeps 24
Outdoor pool
Your Private Clubhouse with Golf Simulator and Pool

Vacation Home in Pinehurst

Your Private Clubhouse with Golf Simulator and Pool
9.8 out of 10, Exceptional, (52)
"The is an incredible rental for a guys golf trip. Clean, convenient and comprehensive, this house is great. We enjoyed the pool, the golf simulator and the easy access to local courses. Look no further than this rental for an epic weekend!"
United States
Michael B.
Your Private Clubhouse with Golf Simulator and Pool
Smart TV
Hip modern golf front property on Pinehurst #3

Condo in Pinehurst

Hip modern golf front property on Pinehurst #3
9.6 out of 10, Exceptional, (84)
"Great location, the condo had everything we needed, nicely decorated. We had a great stay, would love to come back."
United States
Lisa D.
Hip modern golf front property on Pinehurst #3
Fridge, microwave, oven, stovetop
New Build! 5 Bedrooms & 3.5 Baths! 5 minutes to Golf and the Village

Vacation Home in Pinehurst

New Build! 5 Bedrooms & 3.5 Baths! 5 minutes to Golf and the Village
10.0 out of 10, Exceptional, (29)
"Really nice stay, great area for golfing!"
United States
Andrew A.
New Build! 5 Bedrooms & 3.5 Baths! 5 minutes to Golf and the Village
Golf
Golf front home with 8 beds

Vacation Home in Pinehurst

Golf front home with 8 beds
9.8 out of 10, Exceptional, (155)
"Perfect home and location for Pinehurst golf trip. "
United States
Michael L.
Golf front home with 8 beds
Smart TV
Newly Renovated – 2BR, 2BA, Pinehurst #3 and #5, a skip and a hop to Clubhouse

Condo in Pinehurst

Newly Renovated – 2BR, 2BA, Pinehurst #3 and #5, a skip and a hop to Clubhouse
10.0 out of 10, Exceptional, (84)
"Odd location, but great view of the golf course and the condo was very comfortable and clean. We very much enjoyed our stay."
United States
Anonymous traveler
Newly Renovated – 2BR, 2BA, Pinehurst #3 and #5, a skip and a hop to Clubhouse
Fridge, microwave, oven, stovetop
Large House w/ Private pool - perfect for Golfing Groups 12 beds

Vacation Home in Pinehurst

Large House w/ Private pool - perfect for Golfing Groups 12 beds
10.0 out of 10, Exceptional, (92)
"Perfect stay for a golf trip. Great proximity to Pinehurst. The house was great, very spacious and well kept. No complaints from our group and loved our stay. "
United States
Ryan R.
Large House w/ Private pool - perfect for Golfing Groups 12 beds
Fridge, microwave, oven, stovetop
Lakeside Condo on Pinehurst #5

Condo in Pinehurst

Lakeside Condo on Pinehurst #5
10.0 out of 10, Exceptional, (28)
"The condo is in a great location overlooking a lake and the golf course and has all the amenities you would want."
United States
Greg S.
Lakeside Condo on Pinehurst #5
1 bedroom, desk, iron/ironing board, free WiFi
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

Apartment in Pinehurst

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
10.0 out of 10, Exceptional, (64)
"Great place excellent time."
United States
Vincent M.
The price is ￥13,486
￥32,233 total
includes taxes & fees
Jan 3 - Jan 4, 2026
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Microwave, oven, stovetop, dishwasher
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

Vacation Home in Pinehurst

High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
10.0 out of 10, Exceptional, (47)
"Great location nice place "
United States
Emily L.
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the 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.
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

Comfort Inn Pinehurst - Southern Pines

Comfort Inn Pinehurst - Southern Pines

10/10 Excellent
"Very clean and great customer service. Very good breakfast. Will stay there again. "
Zindy 2-night trip
Posted 4 days ago
Comfort Inn Pinehurst - Southern Pines

Find out more about Jackson Springs

Search for holiday rentals in Jackson Springs on Expedia! You can easily find your home rentals, villas, holiday apartments in Jackson Springs using one of the methods below:

  • View our selection of featured holiday rentals in Jackson Springs
  • Use the map to find apartments and other holiday homes in the Jackson Springs neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Jackson Springs while they last

Look no further and take a look at our great range of rental properties in Jackson Springs!

Frequently asked questions

Are there vacation rentals in Jackson Springs?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in Jackson Springs, or you can select a more secluded option if you want a relaxing place to stay.

What's the top vacation rental that Jackson Springs has to offer?

Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses: Visitors like this Jackson Springs vacation home rental. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

How many vacation rentals are there in Jackson Springs?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Jackson Springs stay.

What’s there to see and do in Jackson Springs?

While exploring the area, visit family-friendly sights like Hillcrest Park, or get outside and enjoy nature at Pinehurst Lake. In the larger area, you’ll find Foxfire Golf and Country Club and Pinehurst Resort.

What’s a vacation rental in Jackson Springs like?

Vacation rentals are privately owned properties you can book for a couple of days or more in Jackson Springs. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for family gatherings.