Jackson Springs Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Jackson Springs vacation rentals

Exterior

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, (19 reviews)
"Condo was immaculate and well stocked with anything you might need. Responsive hosts and location were ideal "
United States
Carol O.
$243 nightly
The price is $274
May 11 - May 12
Total with taxes and fees
Quiet Condo on Golf Course with EV Plug near Pinehurst
Dining

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
9.6 out of 10, Exceptional, (17 reviews)
"Great place for a short golf getaway "
United States
Jay G.
$290 nightly
The price is $328
May 10 - May 11
Total with taxes and fees
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
TV

Cozy Cottage with Sauna. Close to over 40 golf courses near Pinehurst.

Cozy Cottage with Sauna. Close to over 40 golf courses near Pinehurst.
Lakeview
10.0 out of 10, Exceptional, (7 reviews)
$325 nightly
The price is $367
May 10 - May 11
Total with taxes and fees
Cozy Cottage with Sauna. Close to over 40 golf courses near Pinehurst.
Dining

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, (47 reviews)
"Return visit, we had a great stay!"
United States
Angela D.
$216 nightly
The price is $244
May 12 - May 13
Total with taxes and fees
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Property grounds

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Southern Pines
9.8 out of 10, Exceptional, (75 reviews)
"We had an amazing stay at the Tally Ho Suite at Tanglewood Farm. It was the perfect size for two people and we loved how it was decorated. Close to everything you need in Southern Pines, so it was very convenient."
United States
ava l.
$192 nightly
The price is $217
May 19 - May 20
Total with taxes and fees
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Free WiFi, bed sheets

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, (73 reviews)
"Great stay in Pinehurst!"
United States
jb22901
$135 nightly
The price is $153
May 17 - May 18
Total with taxes and fees
Located in # 6 golf community, close to First Health Moore Regional Hospital.
Interior

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
9.0 out of 10, Wonderful, (60 reviews)
"Great condo! Quiet community. Great place to relax and unwind. Will stay again."
United States
Larry S.
$195 nightly
The price is $209
May 12 - May 13
Total with taxes and fees
19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3
Property grounds

Walking distance to The Pinehurst Clubhouse

Walking distance to The Pinehurst Clubhouse
Pinehurst
9.8 out of 10, Exceptional, (69 reviews)
"Location was great"
United States
ROBERT
$244 nightly
The price is $276
May 11 - May 12
Total with taxes and fees
Walking distance to The Pinehurst Clubhouse
Fridge, microwave, oven, stovetop

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, (27 reviews)
"Absolutely wonderful stay"
United States
TODD G.
$327 nightly
The price is $370
May 10 - May 11
Total with taxes and fees
COMPLETELY REMODELED 3 BDR, 2 Bath, Golf Course View Condo
Fridge, microwave, oven, stovetop

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, (47 reviews)
"We really enjoyed our stay! Super clean and a perfect location… Close to everything. All the amenities were top notch, and the attention to detail was perfect. We had a very late arrival and we appreciated the snacks upon arrival. Most important, we really appreciated the high-level of communication with the host, even having them check in with us periodically if we needed anything."
United States
Sharon
$179 nightly
The price is $203
May 10 - May 11
Total with taxes and fees
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Desk, iron/ironing board, free WiFi, bed sheets

The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.6 out of 10, Exceptional, (59 reviews)
"Great location, nice and clean, clear communication - would definitely stay again!"
United States
Rochelle
$211 nightly
The price is $238
May 12 - May 13
Total with taxes and fees
The Lucky Lie - Entire Condo in Pinehurst
Smart TV, books

The Tin Cup on Pinehurst #5

The Tin Cup on Pinehurst #5
Pinehurst
9.6 out of 10, Exceptional, (40 reviews)
"The house was a great size to hold all my family members. Loved that the basement accommodated my daughter’s family. The view of the golf course during the morning was so beautiful. "
United States
Marie C.
$408 nightly
The price is $461
May 11 - May 12
Total with taxes and fees
The Tin Cup on Pinehurst #5
TV

House in the Pines - Tiny Home Near Southern Pines

House in the Pines - Tiny Home Near Southern Pines
Vass
10.0 out of 10, Exceptional, (1 review)
"Clean and cozy! Beat our expectations and then some. 2 mini splits so temperature control can be adjusted in the bedroom and in the living room (we liked that). Felt like home and the area and property are beautiful! Host was extremely responsive and friendly. We had a wonderful experience 👍 Thank you!"
United States
Robert
$195 nightly
The price is $220
May 11 - May 12
Total with taxes and fees
House in the Pines - Tiny Home Near Southern Pines
Interior

11 E Pinehurst Manor

11 E Pinehurst Manor
Pinehurst
9.6 out of 10, Exceptional, (54 reviews)
"Nice place "
United States
john w.
$205 nightly
The price is $221
May 12 - May 13
Total with taxes and fees
11 E Pinehurst Manor
Dining

Lakefront Retreat Mins to Golf! Sleeps 8 guests!

Lakefront Retreat Mins to Golf! Sleeps 8 guests!
Whispering Pines
9.4 out of 10, Exceptional, (24 reviews)
"Perfect setting for family fishing!"
United States
Anonymous traveler
$493 nightly
The price is $558
May 11 - May 12
Total with taxes and fees
Lakefront Retreat Mins to Golf! Sleeps 8 guests!
Outdoor dining

Greenside Getaway️! Walk to Clubhouse and Cradle! Panoramic Golf Views!

Greenside Getaway️! Walk to Clubhouse and Cradle! Panoramic Golf Views!
Pinehurst
10.0 out of 10, Exceptional, (83 reviews)
"Great location and very nice condo as described ."
United States
vijay n.
$290 nightly
The price is $328
May 17 - May 18
Total with taxes and fees
Greenside Getaway️! Walk to Clubhouse and Cradle! Panoramic Golf Views!
Property grounds

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
Southern Pines
10.0 out of 10, Exceptional, (58 reviews)
"Clean, easy to find and get into our room. Really nice, definitely will stay again! Our dog liked it too "
United States
Katrina M.
$198 nightly
The price is $224
May 12 - May 13
Total with taxes and fees
Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
Living area

Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
8.8 out of 10, Excellent, (5 reviews)
"Great stay"
United States
Lauren
$177 nightly
The price is $200
May 8 - May 9
Total with taxes and fees
Studio Seven at Pine Valley
TV

Gene's Green - Mins from downtown!

Gene's Green - Mins from downtown!
Pinehurst
10.0 out of 10, Exceptional, (41 reviews)
"Excellent location! Great stay! "
United States
Mitchell B.
$323 nightly
The price is $365
May 9 - May 10
Total with taxes and fees
Gene's Green - Mins from downtown!
Property grounds

Tanglewood Farm -Horse & Hound Suite 1 BR/2BA Private Apt on Horse Farm

Tanglewood Farm -Horse & Hound Suite 1 BR/2BA Private Apt on Horse Farm
Southern Pines
9.8 out of 10, Exceptional, (59 reviews)
"Enjoyed the farm "
United States
Nick A.
$217 nightly
The price is $245
May 17 - May 18
Total with taxes and fees
Tanglewood Farm -Horse & Hound Suite 1 BR/2BA Private Apt on Horse Farm
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

SureStay Plus Hotel by Best Western Southern Pines Pinehurst

SureStay Plus Hotel by Best Western Southern Pines Pinehurst

10/10 Excellent
"Best continental breakfast I have ever had!!! Very unique choices - kale omelettes, cheesecake muffins, everything tasted homemade. Everything was great except for the location of the shower and toilet. You have to slide sideways between the 2 in order to turn the shower on. Maybe if you have exceptionally long arms you would be more successful. Other than that, it was great. Staff was amazing."
Peg 1-night trip
Posted 9 hours ago
SureStay Plus Hotel by Best Western 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 $208 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.

Explore a world of travel with Expedia

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.