Jackson Springs Holiday Rentals

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Holiday Rentals in Jackson Springs

Cozy 2 Bed 2-Bath ~ Sleeps 9 ~ Walk to Pinehurst Resort ~ Deck ~ Fast Wifi

Cozy 2 Bed 2-Bath ~ Sleeps 9 ~ Walk to Pinehurst Resort ~ Deck ~ Fast Wifi

Updated, Fenced, Pet Friendly Downtown Cottage

2.0 star property
10.0 out of 10, Exceptional, (5)
"We enjoyed staying at this quaint cottage while exploring the Southern Pines/Aberdeen area in North Carolina. The property was well organized, clean, and had everything we needed for a relaxing get away. Our pup enjoyed the fenced in yard. 10/10, would stay again!"
The price is AU$271
includes taxes & fees
17 July - 18 July
Updated, Fenced, Pet Friendly Downtown Cottage

Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥

2.0 star property
10.0 out of 10, Exceptional, (6)
"Great hospitality and very nice place for an overnight or more stay. "
The price is AU$865
includes taxes & fees
4 Aug - 5 Aug
Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥

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

10.0 out of 10, Exceptional, (23)
"Great little place. Great location. "
The price is AU$259
includes taxes & fees
3 Aug - 4 Aug
Loft Cottage on Ridge<br>? Short & Extended Stays?

New owners! Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly

10.0 out of 10, Exceptional, (4)
"Excellent stay and experience!"
The price is AU$632
includes taxes & fees
21 July - 22 July
New owners! Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly

The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit

10.0 out of 10, Exceptional, (7)
"No complaints! House was clean and stocked. Location was pretty central for a golfing weekend. Would stay again for sure!"
The price is AU$686
includes taxes & fees
20 July - 21 July
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit

Putt in the Pines

9.8 out of 10, Exceptional, (14)
"Very nice property in a quiet neighborhood. "
The price is AU$513
includes taxes & fees
17 July - 18 July
Putt in the Pines

Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

10.0 out of 10, Exceptional, (38)
The price is AU$504
includes taxes & fees
16 Aug - 17 Aug
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

Calming Lake View with Pool Near Pinehurst Resort and Village

8.4 out of 10, Very good, (5)
"Comfortable stay."
The price is AU$536
includes taxes & fees
7 Aug - 8 Aug
Calming Lake View with Pool Near Pinehurst Resort and Village

Upstairs at the Estate - Across from SP Golf Club

10.0 out of 10, Exceptional, (32)
"Love this place!!!"
The price is AU$351
includes taxes & fees
20 July - 21 July
Upstairs at the Estate - Across from SP Golf Club

The Mulligan!

9.8 out of 10, Exceptional, (21)
"This house was the perfect location for us visiting family. It’s convenient to all major points of interest and in a safe/quiet area. House is well appointed, clean and has plenty of space. We would definitely stay here again! "
The price is AU$1,324
includes taxes & fees
27 July - 28 July
The Mulligan!

Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

2.0 star property
8.8 out of 10, Excellent, (11)
"Nice place to stay"
The price is AU$375
includes taxes & fees
17 July - 18 July
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

Private Home in Pinehurst - Super close to the resort and The Village

10.0 out of 10, Exceptional, (5)
"This was a clean house, great stay"
The price is AU$665
includes taxes & fees
17 July - 18 July
Private Home in Pinehurst - Super close to the resort and The Village

Birdie House- Pond, Close to town!

9.6 out of 10, Exceptional, (7)
"We enjoyed our stay. The house was spacious, clean and comfortable. It was close to downtown Southern Pines and in a nice neighborhood. We would definitely stay here again!"
Birdie House- Pond, Close to town!

Sweet Retreat w/ Fire Pit, Near Downtown & Golf

2.0 star property
10.0 out of 10, Exceptional, (3)
"4 buddies and I needed a place to stay for a golf tournament in the area. This house was perfect! The house was very clean, comfortable and a perfect fit for 4 men. The location is great, less than 5-10 minutes from all of the major golf venues in the area. Lastly, Deanna was amazing to deal with! Great communication before, during and after our stay. I highly recommend this house!"
Sweet Retreat w/ Fire Pit, Near Downtown & Golf

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

9.8 out of 10, Exceptional, (38)
"We had a great time! The house had space for everyone, was nicely updated and close to courses and restaurants. We would stay here again. "
The price is AU$721
includes taxes & fees
27 July - 28 July
The 19th Hole: Sleeps 10. Pool Table, Fire Pit

Beautiful 1 Bed Condo on Pinehurst Course No.5!

9.8 out of 10, Exceptional, (9)
"Enjoyed our time here!"
The price is AU$437
includes taxes & fees
17 July - 18 July
Beautiful 1 Bed Condo on Pinehurst Course No.5!

Cozy Pinehurst Retreat w/ Wood Burning Fireplace

10.0 out of 10, Exceptional, (1)
"VRBO is always easy. Shannon was a good host and the house was perfect for our stay."
Cozy Pinehurst Retreat w/ Wood Burning Fireplace

The McCaskill Cottage in the Village of Pinehurst!

10.0 out of 10, Exceptional, (3)
"Went away for my birthday, and I have to say this house is amazing. Cleanliness was top notch. Everything you would need for your stay. Feels very homey, a place where you are comfortable. Nice neighborhood, quite. But plenty of shopping that can be done. Communication is key to me, and that they did. I would recommend this to a couple, and even up to 2 children. We will be back!"
The price is AU$469
includes taxes & fees
14 Aug - 15 Aug
The McCaskill Cottage in the Village of Pinehurst!

Four bedroom house in United States of America, Aberdeen

2.0 star property
10.0 out of 10, Exceptional, (2)
"We really enjoyed all the space this house offered. Our family was very comfortable and we enjoyed being so close to town. The fenced in yard was just perfect for our dogs. "
Four bedroom house in United States of America, Aberdeen
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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Frequently asked questions

Are there holiday rentals in Jackson Springs?

Yes, there are holiday rentals close to the most popular sights in Jackson Springs, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Jackson Springs has to offer?

NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room: This holiday home rental outside of Jackson Springs offers a balcony, a garden and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with an arcade/games room and 1 hot tub.

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 wider area, you’ll find Pinehurst Resort and Pinehurst Harness Track.

What’s a holiday rental in Jackson Springs like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jackson Springs. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips or small group gatherings.