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Jackson Springs Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Jackson Springs vacation rentals

Exterior

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.
$244 nightly
The price is $275
Aug 17 - Aug 18
Total with taxes and fees
Quiet Condo on Golf Course with EV Plug near Pinehurst
Outdoor dining

2. Ultimate Golf Trip House - Pool & Pickleball

Ultimate Golf Trip House - Pool & Pickleball
Foxfire
10.0 out of 10, Exceptional, (3 reviews)
"The house was amazing. The hosts thought of everything and were easy to work with. Everything was in great shape. We have 14 golfers and had a great time. "
United States
Steve W.
$1,422 nightly
The price is $1,607
Aug 25 - Aug 26
Total with taxes and fees
Ultimate Golf Trip House - Pool & Pickleball
Desk, iron/ironing board, WiFi (free), bed sheets

3. The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.6 out of 10, Exceptional, (63 reviews)
"Clean and comfortable. Hosts were very helpful and friendly. Will definitely stay here again"
United States
Andrew
$232 nightly
The price is $262
Aug 17 - Aug 18
Total with taxes and fees
The Lucky Lie - Entire Condo in Pinehurst
Coffee/tea maker, fridge, microwave, oven

4. 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
9.8 out of 10, Exceptional, (49 reviews)
"The place is very clean and well taken care of!"
United States
Britni H.
$182 nightly
The price is $206
Aug 17 - Aug 18
Total with taxes and fees
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Dining

5. 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, (18 reviews)
"Great place for a short golf getaway "
United States
Jay G.
$294 nightly
The price is $332
Aug 17 - Aug 18
Total with taxes and fees
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Private kitchen

6. The McCaskill Cottage in the Village of Pinehurst!

The McCaskill Cottage in the Village of Pinehurst!
Old Town Pinehurst
10.0 out of 10, Exceptional, (19 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
$221 nightly
The price is $250
Aug 18 - Aug 19
Total with taxes and fees
The McCaskill Cottage in the Village of Pinehurst!
Coffee/tea maker, fridge, microwave, oven

7. 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, (30 reviews)
"Amazing place!"
United States
Jeremy
$249 nightly
The price is $281
Aug 17 - Aug 18
Total with taxes and fees
Isle of the Pines, 1 mile from The Village of Pinehurst!
Exterior

8. Calming Lake View with Pool Near Pinehurst Resort and Village

Calming Lake View with Pool Near Pinehurst Resort and Village
Pinehurst
8.8 out of 10, Excellent, (6 reviews)
"Comfortable stay."
United States
Anonymous traveler
$275 nightly
The price is $311
Aug 23 - Aug 24
Total with taxes and fees
Calming Lake View with Pool Near Pinehurst Resort and Village
1 bedroom, desk, iron/ironing board, WiFi (free)

9. 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, (89 reviews)
"This property was just what we needed for a quick getaway to Pinehurst. The host made everything easy! Would stay here again!"
United States
Jack K.
$183 nightly
The price is $207
Aug 23 - Aug 24
Total with taxes and fees
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
WiFi (free), bed sheets

10. Located in # 6 golf community, close to First Health Moore Regional Hospital.

Located in # 6 golf community, close to First Health Moore Regional Hospital.
Pinehurst
10.0 out of 10, Exceptional, (76 reviews)
"Nice cozy suite, just right for two people. Wife and I were in town for a nearby wedding and stayed here. Excellent place to stay."
United States
Thomas M.
$135 nightly
The price is $153
Aug 20 - Aug 21
Total with taxes and fees
Located in # 6 golf community, close to First Health Moore Regional Hospital.
Living area

11. Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.4 out of 10, Exceptional, (8 reviews)
"Great stay"
United States
Lauren
$163 nightly
The price is $184
Aug 25 - Aug 26
Total with taxes and fees
Studio Seven at Pine Valley
Dining

12. 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, (51 reviews)
"Stayed here multiple times, will continue to return"
United States
Angela D.
$232 nightly
The price is $262
Aug 17 - Aug 18
Total with taxes and fees
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Dining

13. 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, (75 reviews)
"Great location"
United States
Andrew H.
$247 nightly
The price is $279
Aug 17 - Aug 18
Total with taxes and fees
The Perfect Lie in Pinehurst! A golfer's paradise!
2 bedrooms, iron/ironing board, WiFi, bed sheets

14. Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst

Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst
Taylortown
8.8 out of 10, Excellent, (3 reviews)
"Really pretty place. The loft was very very small. I’m 5’4” and had to bend at the waist to get to the bed. Wish the front door had a way to cover it (full see through glass). The beds and couch were very comfortable. House was clean and decorated very nicely. Bathroom is a dream!!"
United States
Matthew C.
$120 nightly
The price is $136
Aug 25 - Aug 26
Total with taxes and fees
Sunny Pines Hideaway: Pet Friendly Open-Plan Loft in Pinehurst
Interior

15. 2 Minute Walk to #2

2 Minute Walk to #2
Pinehurst
9.4 out of 10, Exceptional, (6 reviews)
"2nd stay here. Went smooth and great for a golf trip. Would stay again. "
United States
Brandon W.
$257 nightly
The price is $290
Aug 21 - Aug 22
Total with taxes and fees
2 Minute Walk to #2
Fridge, microwave, oven, stovetop

16. Lakeside Condo on Pinehurst #5

Lakeside Condo on Pinehurst #5
Pinehurst
10.0 out of 10, Exceptional, (54 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.
$267 nightly
The price is $302
Aug 17 - Aug 18
Total with taxes and fees
Lakeside Condo on Pinehurst #5
Coffee/tea maker, fridge, microwave, oven

17. Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit

Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
Pinehurst
10.0 out of 10, Exceptional, (13 reviews)
"Great central location in a quiet neighborhood. We really enjoyed our stay! "
United States
Leigh M.
$218 nightly
The price is $246
Aug 24 - Aug 25
Total with taxes and fees
Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
Terrace/patio

18. Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf

Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf
Pinehurst
9.4 out of 10, Exceptional, (18 reviews)
"Great place for a family or golf getaway! "
United States
Mike S.
$298 nightly
The price is $336
Aug 17 - Aug 18
Total with taxes and fees
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf
Interior

19. 19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3

19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3
Pinehurst
8.8 out of 10, Excellent, (63 reviews)
"Great stay!"
United States
Anonymous traveler
$197 nightly
The price is $211
Aug 17 - Aug 18
Total with taxes and fees
19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3
Dining

20. The Mulligan Manor - 1BR/1BA Condo in Pinehurst

The Mulligan Manor - 1BR/1BA Condo in Pinehurst
Pinehurst
10.0 out of 10, Exceptional, (23 reviews)
"Great stay!"
United States
Chris F.
$235 nightly
The price is $266
Aug 17 - Aug 18
Total with taxes and fees
The Mulligan Manor - 1BR/1BA Condo in Pinehurst
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

8/10 Good
"Staff was excellent and very willing to assist room was clean, air conditioning needed help, bed was comfortable. Quiet area"
David 2-night trip
Posted 18 hours ago
Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

Find out more about Jackson Springs

Everything you need to know about Jackson Springs vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jackson Springs vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jackson Springs vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jackson Springs vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jackson Springs. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Jackson Springs in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $207 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Jackson Springs rentals

At Expedia, we put the best Jackson Springs vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Jackson Springs rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jackson Springs vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jackson Springs. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Lakefront home in a Gated Community, 10 miles from Pinehurst Village: Visitors like this Jackson Springs vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 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 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.