Jackson Springs Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Jackson Springs holiday 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, (18 reviews)
"Condo was immaculate and well stocked with anything you might need. Responsive hosts and location were ideal "
United States
Carol O.
The price is HK$879
HK$2,150 total
includes taxes & fees
11 Feb - 12 Feb
Quiet Condo on Golf Course with EV Plug near Pinehurst
Smart TV, books

The Loft and Mane Cottage - Romantic Getaway

The Loft and Mane Cottage - Romantic Getaway
Pinebluff
10.0 out of 10, Exceptional, (5 reviews)
"We went up to watch Golf and we found this cute little cottage. It was very clean and cozy!"
United States
keith F.
The price is HK$698
HK$2,116 total
includes taxes & fees
11 Feb - 12 Feb
The Loft and Mane Cottage - Romantic Getaway
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, (74 reviews)
"Overnight stay, beautiful horse ranch in the country"
United States
gAil h.
The price is HK$938
HK$1,722 total
includes taxes & fees
19 Feb - 20 Feb
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, (68 reviews)
"Great stay in Pinehurst!"
United States
jb22901
The price is HK$508
HK$1,192 total
includes taxes & fees
18 Feb - 19 Feb
Located in # 6 golf community, close to First Health Moore Regional Hospital.
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, (16 reviews)
"Great golf stay"
United States
Patrick K.
The price is HK$640
HK$2,577 total
includes taxes & fees
15 Feb - 16 Feb
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Interior

Pinehurst Condo ~ 2 Miles to Downtown & Resort!

Pinehurst Condo ~ 2 Miles to Downtown & Resort!
3.5 star property
Pinehurst
6.0 out of 10, (1 review)
"Property was ok. Owner was unresponsive to a problem with the property. Beds were very uncomfortable"
United States
Sheryl
The price is HK$625
HK$2,894 total
includes taxes & fees
14 Feb - 15 Feb
Pinehurst Condo ~ 2 Miles to Downtown & Resort!
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, (42 reviews)
"Everything was great Location was perfect for our golf overnight!"
United States
Maria M.
The price is HK$703
HK$1,916 total
includes taxes & fees
11 Feb - 12 Feb
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Smart TV

Putt in the Pines

Putt in the Pines
Aberdeen
9.6 out of 10, Exceptional, (20 reviews)
"We needed a stop on our way to the beach and picked Putt in the Pines because of the location and accommodating us having our dog. Everything was very nice and a lot more relaxing than a hotel. "
United States
Bob M.
The price is HK$766
HK$2,508 total
includes taxes & fees
11 Feb - 12 Feb
Putt in the Pines
Dining

The Downtown Pines Hideaway - Walkable to Downtown Southern Pines!

The Downtown Pines Hideaway - Walkable to Downtown Southern Pines!
Southern Pines
10.0 out of 10, Exceptional, (9 reviews)
"Walkable to downtown and perfect weekend getaway location!"
United States
Scott B.
The price is HK$633
HK$2,332 total
includes taxes & fees
11 Feb - 12 Feb
The Downtown Pines Hideaway - Walkable to Downtown Southern Pines!
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, (57 reviews)
"Very adorable. Wish we could have stayed longer!"
United States
Anonymous traveller
The price is HK$1,016
HK$1,766 total
includes taxes & fees
11 Feb - 12 Feb
Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
1 bedroom, desk, iron/ironing board, free WiFi

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, (68 reviews)
"Great place excellent time."
United States
Vincent M.
The price is HK$608
HK$1,544 total
includes taxes & fees
12 Feb - 13 Feb
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Smart TV, fireplace, books, computer monitors

Cozy Golf Retreat on Pinehurst No. 3. Near Cradle, Village, Resort & Fair Barn

Cozy Golf Retreat on Pinehurst No. 3. Near Cradle, Village, Resort & Fair Barn
Pinehurst
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic communication and responsiveness. Wonderful property. We thoroughly enjoyed our stay!"
United States
Elliott A.
The price is HK$945
HK$2,233 total
includes taxes & fees
11 Feb - 12 Feb
Cozy Golf Retreat on Pinehurst No. 3. Near Cradle, Village, Resort & Fair Barn
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, (52 reviews)
"It was a lovely stay at the Lucky Lie! Super clean and the beds were amazingly comfortable. Wonderful communication with the host as well."
United States
Kelly K.
The price is HK$664
HK$1,810 total
includes taxes & fees
1 Mar - 2 Mar
The Lucky Lie - Entire Condo in Pinehurst
Terrace/patio

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
9.2 out of 10, Wonderful, (11 reviews)
"Perfect for our group of 5"
United States
Kim S.
The price is HK$676
HK$2,644 total
includes taxes & fees
16 Feb - 17 Feb
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit 🔥 • Near #6 & Longleaf ⛳
Private kitchen

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, (11 reviews)
"Adorable cottage! It was a great location. "
United States
Sharon B.
The price is HK$667
HK$2,122 total
includes taxes & fees
18 Feb - 19 Feb
The McCaskill Cottage in the Village of Pinehurst!
Exterior detail

The Cottage at Knollwood Manor

The Cottage at Knollwood Manor
West Southern Pines
9.8 out of 10, Exceptional, (17 reviews)
"Love it, was perfect for us. "
United States
Creative Technical Solutions
The price is HK$594
HK$1,469 total
includes taxes & fees
11 Feb - 12 Feb
The Cottage at Knollwood Manor
Pool

NEW LISTING! Pinehurst Tee Time Retreat

NEW LISTING! Pinehurst Tee Time Retreat
Pinehurst
9.8 out of 10, Exceptional, (6 reviews)
"Great location !!Great condo !!"
United States
Eric Z.
The price is HK$853
HK$2,704 total
includes taxes & fees
11 Feb - 12 Feb
NEW LISTING! Pinehurst Tee Time Retreat
Interior

11 E Pinehurst Manor

11 E Pinehurst Manor
Pinehurst
9.6 out of 10, Exceptional, (54 reviews)
"Nice place "
United States
john w.
The price is HK$742
HK$1,735 total
includes taxes & fees
12 Feb - 13 Feb
11 E Pinehurst Manor
Smart TV

Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort

Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort
Pinehurst
10.0 out of 10, Exceptional, (3 reviews)
"Very nice location. Condo suited our needs. Would definitely recommend "
United States
Angela D.
The price is HK$742
HK$1,917 total
includes taxes & fees
12 Feb - 13 Feb
Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort
Fridge, microwave, oven, stovetop

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, (7 reviews)
"My family and I really enjoyed our stay. We would book again when we return for a future trip to Pinehurst. "
United States
RANDY H.
The price is HK$577
HK$2,012 total
includes taxes & fees
14 Feb - 15 Feb
Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jackson Springs Hotel Reviews

Holiday Inn Express Hotel & Suites Southern Pines by IHG

Holiday Inn Express Hotel & Suites Southern Pines by IHG

10/10 Excellent
"Clean and great location "
April 1-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites Southern Pines by IHG

Find out more about Jackson Springs

Search for holiday rentals in Jackson Springs on Expedia! You can easily find your home rentals, villas, holiday apartments in Jackson Springs using one of the methods below:

  • View our selection of featured holiday rentals in Jackson Springs
  • Use the map to find apartments and other holiday homes in the Jackson Springs neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Jackson Springs while they last

Look no further and take a look at our great range of rental properties in Jackson Springs!

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?

The Ultimate Golf Trip House - Pool & Pickleball: This highly rated holiday home rental in Jackson Springs offers an outdoor pool, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 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 a selection of games and 1 hot tub.

How many holiday rentals are there in Jackson Springs?

With 4 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Foxfire Golf and Country Club and Pinehurst Resort.

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.