Jackson Springs Vacation Rentals

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Check prices for these dates

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Jul 26 - Jul 27
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Jul 27 - Jul 28
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Aug 1 - Aug 3
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Aug 8 - Aug 10

Vacation Rentals in Jackson Springs

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Guest room with a comfortable bed, sitting area, and kitchenette, offering a desk and chair for work and a large window with a view of the outdoors.

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

10.0 out of 10, Exceptional, (56)
"Really nice place with a great balcony. "
The price is CA $117
CA $272 total
includes taxes & fees
Aug 6 - Aug 7
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Lakeside Condo on Pinehurst #5
Modern kitchen with appliances, including a coffee maker, kettle, and toaster, set against a patterned tile backsplash and dark stone floor.

Lakeside Condo on Pinehurst #5

10.0 out of 10, Exceptional, (19)
"Wonderful spot centrally located within all of our golf events. Our host was great at providing recommendations for our trip and was very friendly. Also was pretty sweet being able to watch people play from the balcony."
The price is CA $159
CA $398 total
includes taxes & fees
Aug 11 - Aug 12
Lakeside Condo on Pinehurst #5
Cottage on Ridge- Short & Extended Stays
Relax in this stylish living room with a comfortable sofa, dining area, and lush greenery.

Cottage on Ridge- Short & Extended Stays

9.8 out of 10, Exceptional, (32)
"Perfect little place for our long weekend."
The price is CA $141
CA $269 total
includes taxes & fees
Aug 4 - Aug 5
Cottage on Ridge- Short & Extended Stays
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
Relax on the deck surrounded by trees, with a serene lake view.

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

9.8 out of 10, Exceptional, (188)
"Super nice property , quiet close to Pinehurst golf ! "
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
Large House w/ Private pool - perfect for Golfing Groups 12 beds
Enjoy cooking in this well-equipped kitchen with a large island, sink, and ample counter space, surrounded by stainless steel appliances and elegant cabinetry.

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

10.0 out of 10, Exceptional, (80)
"Perfect place for our trip to Pinehurst. Would definitely stay again!"
Large House w/ Private pool - perfect for Golfing Groups 12 beds
NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room
Enjoy a serene stay in this two-story house surrounded by mature trees and a well-maintained lawn.

NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room

10.0 out of 10, Exceptional, (3)
"Great place and even better host! "
The price is CA $763
CA $1,682 total
includes taxes & fees
Aug 5 - Aug 6
NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room
Pinehurst Vacation House w/ pool & (9) beds
Relax by the pool in an outdoor space with a seating area and TV.

Pinehurst Vacation House w/ pool & (9) beds

10.0 out of 10, Exceptional, (140)
"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
Pinehurst Tree House
Enjoy the serene views of the water from this balcony, featuring a pair of comfortable chairs.

Pinehurst Tree House

9.6 out of 10, Exceptional, (113)
"We are familiar with the area so we knew it was a great location. It was a nice property for our daughter’s golf tournaments. "
Pinehurst Tree House
SPECTACULAR PINEHURST #5 GOLF VIEW VILLA
Stunning single-story home with a garage and beautifully manicured lawn.

SPECTACULAR PINEHURST #5 GOLF VIEW VILLA

9.8 out of 10, Exceptional, (32)
"Great house for a buddies golf trip. Plenty of beds, huge tv to watch sports. Ideal location on Pinehurst #5. Would stay here again. "
SPECTACULAR PINEHURST #5 GOLF VIEW VILLA
The Bobby Jones on Pinehurst No. 3, 2BD / 2BA surrounded by Pinehurst Golf
Cozy up by the fireplace in this inviting living room, featuring comfortable seating and a sliding glass door to the outdoors.

The Bobby Jones on Pinehurst No. 3, 2BD / 2BA surrounded by Pinehurst Golf

10.0 out of 10, Exceptional, (33)
"Had a great time staying here. Played No. 3 and No. 1 then hung out at the cradle for a few drinks and then just walked back. Top notch location."
The price is CA $165
CA $375 total
includes taxes & fees
Aug 3 - Aug 4
The Bobby Jones on Pinehurst No. 3, 2BD / 2BA surrounded by Pinehurst Golf
Newly Renovated – 2BR, 2BA, Pinehurst #3 and #5, a skip and a hop to Clubhouse
Enjoy cooking in this well-lit kitchen with a microwave, stove, and white cabinetry.

Newly Renovated – 2BR, 2BA, Pinehurst #3 and #5, a skip and a hop to Clubhouse

10.0 out of 10, Exceptional, (75)
"Very clean great host perfect location "
Newly Renovated – 2BR, 2BA, Pinehurst #3 and #5, a skip and a hop to Clubhouse
Loft Cottage on Ridge<br>? Short & Extended Stays?
Guests can enjoy a peaceful retreat on the deck, surrounded by lush greenery.

Loft Cottage on Ridge<br>? Short & Extended Stays?

10.0 out of 10, Exceptional, (23)
"Great little place. Great location. "
The price is CA $97
CA $208 total
includes taxes & fees
Jul 27 - Jul 28
Loft Cottage on Ridge<br>? Short & Extended Stays?
Newly Renovated Property.
Cozy living space with a fireplace, TV, and comfortable seating area.

Newly Renovated Property.

10.0 out of 10, Exceptional, (119)
"Very nice, comfortable condo. The location is lovely and convenient to the town."
The price is CA $185
CA $393 total
includes taxes & fees
Aug 24 - Aug 25
Newly Renovated Property.
Great golf property - walking distance to Pinehurst Resort
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, white cabinetry, and a granite countertop.

Great golf property - walking distance to Pinehurst Resort

10.0 out of 10, Exceptional, (96)
"Great experience "
The price is CA $178
CA $390 total
includes taxes & fees
Aug 6 - Aug 7
Great golf property - walking distance to Pinehurst Resort
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
Enter a beautifully appointed entryway with a patterned rug, a bench, and a decorative table with a vase of flowers.

Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

9.6 out of 10, Exceptional, (12)
"This location and property served our needs very well thank you!"
The price is CA $1,644
CA $2,517 total
includes taxes & fees
Aug 3 - Aug 4
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
Peaceful Southern Pines Home w/ Pool + Yard!
Relax by the pool and enjoy the serene atmosphere surrounded by tall trees.

Peaceful Southern Pines Home w/ Pool + Yard!

9.6 out of 10, Exceptional, (41)
"Great place for me, my wife and kids. "
Peaceful Southern Pines Home w/ Pool + Yard!
The Robin's Egg -Walk to the Village!
Step into the serene Village Arboretum, surrounded by lush gardens and mature trees.

The Robin's Egg -Walk to the Village!

9.8 out of 10, Exceptional, (137)
"Great little cottage convenient to everything in Pinehurst"
The Robin's Egg -Walk to the Village!
Welcome to the Castle, Private Pool spacious
Cozy room with a brick fireplace and floral mural, featuring two armchairs and a patterned rug.

Welcome to the Castle, Private Pool spacious

10.0 out of 10, Exceptional, (12)
"My family had an amazing reunion at the Castle!! We all agreed to do it again in the summer."
The price is CA $533
CA $1,344 total
includes taxes & fees
Jul 27 - Jul 28
Welcome to the Castle, Private Pool spacious
Cypress Creek golf retreat. Pool and minutes from downtown!
Enjoy a functional workspace and casual dining area in this kitchen, featuring a large island and access to a serene outdoor space.

Cypress Creek golf retreat. Pool and minutes from downtown!

9.4 out of 10, Exceptional, (19)
"This listing was exactly as listed. We were very comfortable and only 3.1 miles away from Pine Needles Golf Course. "
The price is CA $297
CA $626 total
includes taxes & fees
Aug 25 - Aug 26
Cypress Creek golf retreat. Pool and minutes from downtown!
Charming, cozy home close to everything downtown! Perfect for large groups!
Relax on the shaded patio with a table and chairs, surrounded by a beautifully manicured garden and a view of the surrounding neighborhood.

Charming, cozy home close to everything downtown! Perfect for large groups!

2.0 star property
10.0 out of 10, Exceptional, (10)
"The house was spacious and clean. Owner was kind, responsive, and flexible with extending our stay. We would stay here again. "
Charming, cozy home close to everything downtown! Perfect for large groups!
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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Top Jackson Springs Hotel Reviews

Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

10/10 Excellent
"Good service "
Jordan 1-night trip
Posted 4 days ago
Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

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?

Large House w/ Private pool - perfect for Golfing Groups 12 beds: Visitors like this Jackson Springs vacation home rental. It offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the arcade game room in this rental home to help you unwind.

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 Pinehurst Resort and Pinehurst Harness Track.

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.