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Jackson Springs Vacation Rentals

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Our top choices for Jackson Springs vacation rentals

1. Quiet Condo on Golf Course with EV Plug near Pinehurst

Quiet Condo on Golf Course with EV Plug near Pinehurst
Foxfire
9.4 out of 10, Exceptional, (22 reviews)
"We had a wonderful stay here! The house was very clean, spacious, and had plenty of room for our family of 5. Our children especially loved the convenience of being right next to the pickleball court. The host was extremely accommodating and always quick to respond to any questions we had. We truly enjoyed our stay and would absolutely recommend this rental to anyone looking for a comfortable and family friendly place to stay!"
United States
Britany H.
The price is CA $160
CA $387 total
includes taxes & fees
Oct 5 - Oct 6
Quiet Condo on Golf Course with EV Plug near Pinehurst

2. 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 CA $998
CA $2,245 total
includes taxes & fees
Oct 14 - Oct 15
Ultimate Golf Trip House - Pool & Pickleball

3. The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Pinehurst
10.0 out of 10, Exceptional, (53 reviews)
"Very clean, great location, minutes from Pinehurst main complex, perfect for our stay"
United States
James D.
The price is CA $135
CA $382 total
includes taxes & fees
Oct 5 - Oct 6
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

4. The Perfect Lie in Pinehurst! A golfer's paradise!

The Perfect Lie in Pinehurst! A golfer's paradise!
Pinehurst
9.8 out of 10, Exceptional, (78 reviews)
"Wonderful stay and great experience with our host!"
United States
Matthew D.
The price is CA $162
CA $416 total
includes taxes & fees
Oct 5 - Oct 6
The Perfect Lie in Pinehurst! A golfer's paradise!

5. Stunning Lake front views in Pinehurst with a pool!

Stunning Lake front views in Pinehurst with a pool!
Pinehurst
10.0 out of 10, Exceptional, (110 reviews)
"Great place to stay!"
United States
Jody W.
The price is CA $178
CA $454 total
includes taxes & fees
Oct 25 - Oct 26
Stunning Lake front views in Pinehurst with a pool!

6. Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Pinehurst
10.0 out of 10, Exceptional, (54 reviews)
"The place is very clean and well taken care of!"
United States
Britni H.
The price is CA $143
CA $320 total
includes taxes & fees
Oct 21 - Oct 22
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

7. Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.6 out of 10, Exceptional, (11 reviews)
"Great stay"
United States
Lauren
The price is CA $63
CA $265 total
includes taxes & fees
Oct 5 - Oct 6
Studio Seven at Pine Valley

8. Lakeside Condo on Pinehurst #5

Lakeside Condo on Pinehurst #5
Pinehurst
10.0 out of 10, Exceptional, (61 reviews)
"The place has an awesome location.. you can walk to the clubhouse if you wanted to... would definitely recommend this rental and i might do it again at some point "
United States
Jason W.
The price is CA $154
CA $424 total
includes taxes & fees
Oct 13 - Oct 14
Lakeside Condo on Pinehurst #5

9. 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 CA $206
CA $497 total
includes taxes & fees
Oct 28 - Oct 29
Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong!

10. Newly Renovated Property.

Newly Renovated Property.
Pinehurst
10.0 out of 10, Exceptional, (155 reviews)
"Incredible location and value. Would recommend this property to anyone looking to visit Pinehurst"
United States
CRAIG E.
The price is CA $187
CA $425 total
includes taxes & fees
Oct 6 - Oct 7
Newly Renovated Property.

11. The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.6 out of 10, Exceptional, (65 reviews)
"Always a wonderful stay!"
United States
Whitney S.
The price is CA $128
CA $370 total
includes taxes & fees
Nov 2 - Nov 3
The Lucky Lie - Entire Condo in Pinehurst

12. 3BD Spacious Pinehurst Retreat. Pool & Arcade Games. Near Resort & Fair Barn.

3BD Spacious Pinehurst Retreat. Pool & Arcade Games. Near Resort & Fair Barn.
Pinehurst
10.0 out of 10, Exceptional, (14 reviews)
"We had a great stay. Thanks Brittany for all the hospitality!! Everything was great!!!"
United States
Steve L.
The price is CA $169
CA $490 total
includes taxes & fees
Oct 5 - Oct 6
3BD Spacious Pinehurst Retreat. Pool & Arcade Games. Near Resort & Fair Barn.

13. COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo

COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo
Pinehurst
10.0 out of 10, Exceptional, (41 reviews)
"Great stay! "
United States
Kendahl M.
The price is CA $235
CA $535 total
includes taxes & fees
Oct 6 - Oct 7
COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo

14. 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 CA $101
CA $407 total
includes taxes & fees
Oct 6 - Oct 7
Isle of the Pines, 1 mile from The Village of Pinehurst!

15. A Slice of Seven – Refined Golf‑Front Retreat With Exceptional Water Views!

A Slice of Seven – Refined Golf‑Front Retreat With Exceptional Water Views!
Pinehurst
9.8 out of 10, Exceptional, (88 reviews)
"The place was great. Convenient location and a great house. We had an awesome trip. "
United States
Matt M.
The price is CA $609
CA $1,064 total
includes taxes & fees
Oct 5 - Oct 6
A Slice of Seven – Refined Golf‑Front Retreat With Exceptional Water Views!

16. 5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Pinehurst
9.4 out of 10, Exceptional, (19 reviews)
"Great place for a short golf getaway "
United States
Jay G.
The price is CA $117
CA $470 total
includes taxes & fees
Oct 15 - Oct 16
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

17. NEW Golf Stay on Pinehurst No. 3 Fairway. Walk to Cradle. Near Resort, Fair Barn

NEW Golf Stay on Pinehurst No. 3 Fairway. Walk to Cradle. Near Resort, Fair Barn
Pinehurst
10.0 out of 10, Exceptional, (17 reviews)
"This place was absolutely amazing. I would definitely stay here again. Very clean and comfortable quiet and the location couldn’t have been better."
United States
Angela S.
The price is CA $176
CA $452 total
includes taxes & fees
Oct 5 - Oct 6
NEW Golf Stay on Pinehurst No. 3 Fairway. Walk to Cradle. Near Resort, Fair Barn

18. 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 CA $163
CA $666 total
includes taxes & fees
Oct 5 - Oct 6
NEW! Pinehurst Eight Sleeps 10!

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

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Pinehurst
10.0 out of 10, Exceptional, (93 reviews)
"I would highly recommend staying here when visiting Pinehurst and Southern Pines. It was one of the best VRBO experiences we have enjoyed."
United States
Jenny I.
The price is CA $150
CA $329 total
includes taxes & fees
Oct 26 - Oct 27
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

20. 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 CA $171
CA $681 total
includes taxes & fees
Oct 6 - Oct 7
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
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

Find out more about Jackson Springs

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Jackson Springs. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Pristine Pinehurst #6 home - Gated backyard - 2 min to courses. Handicap Access: You might want to consider this vacation home rental near Jackson Springs, which is located next to a golf course and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 World Golf Hall of Fame, 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.