Jackson Springs Vacation Rentals

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Dates

November 2026

December 2026

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Our top choices for Jackson Springs vacation rentals

A hotel room with a bed, a chair, a lamp, and a view of the outdoors through a sliding door.

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

Foxfire

"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!"

Britany H.

AED 953 total

includes taxes & fees

7 Nov - 8 Nov

A wooden dock extending into a calm lake surrounded by trees with autumn foliage.

2. Ultimate Golf Trip House - Pool & Pickleball

Foxfire

Brendan T.

AED 5,790 total

includes taxes & fees

15 Nov - 16 Nov

A living room with a sofa, armchair, coffee table, and a view through a glass door to the outside.

3. Studio Seven at Pine Valley

Pinehurst

Lauren

AED 615 total

includes taxes & fees

9 Nov - 10 Nov

A bedroom with a bed, a desk, a chair, a ceiling fan, and a view through a glass door.

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

Pinehurst

Thomas M.

AED 560 total

includes taxes & fees

7 Nov - 8 Nov

A modern bedroom with a bed, a desk, and a balcony with a chair.

5. The Lucky Lie - Entire Condo in Pinehurst

Pinehurst

Whitney S.

AED 917 total

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with white cabinets, a stainless steel refrigerator, a dishwasher, and a microwave. There are two bar stools and a breakfast bar with various items on it.

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

Pinehurst

Marc S. B.

AED 744 total

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with a double sink, a coffee maker, and a variety of snacks on the counter.

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

Pinehurst

Britni H.

AED 748 total

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

8. The McCaskill Cottage in the Village of Pinehurst!

Old Town Pinehurst

Kathy B.

AED 917 total

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

9. Isle of the Pines, 1 mile from The Village of Pinehurst!

Pinehurst

Aaron Z.

AED 1,391 total

includes taxes & fees

10 Nov - 11 Nov

A covered outdoor seating area with a table, chairs, and a bottle of wine.

10. Short Iron Inn! Walk to Cradle & #2! Best Views!

Pinehurst

A wooden chair facing a glass door with a view of trees.

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

Pinehurst

Tom B.

AED 838 total

includes taxes & fees

6 Dec - 7 Dec

12. Beautiful 1 Bed Condo on Pinehurst Course No.5!

Pinehurst

Scot W.

AED 967 total

includes taxes & fees

11 Nov - 12 Nov

A modern kitchen with a white island, yellow bar stools, stainless steel appliances, and large windows with curtains.

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

Pinehurst

James D.

AED 938 total

includes taxes & fees

8 Nov - 9 Nov

A bedroom with a sloped ceiling, wooden beams, a bed, and a dresser.

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

Taylortown

Matthew C.

AED 544 total

includes taxes & fees

17 Nov - 18 Nov

A spacious living room with a fireplace, a dining area, and a view of the outdoors.

15. The Mulligan!

Pinehurst

James N.

AED 1,556 total

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with white cabinets, a dining area with a wooden table and chairs, and a large window with a view of the outside.

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

Pinehurst

Launi M.

AED 974 total

includes taxes & fees

10 Nov - 11 Nov

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

Pinehurst

Jody W.

AED 1,069 total

includes taxes & fees

11 Nov - 12 Nov

A bedroom with a bed, a ceiling fan, a window with blinds, a bedside table with a lamp, and a door.

18. Polo & Pine Retreat

Pinehurst

kevin t.

AED 1,357 total

includes taxes & fees

6 Dec - 7 Dec

A modern living room with a fireplace, a dining area, and a sofa.

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

Pinehurst

Angela S.

AED 1,147 total

includes taxes & fees

15 Nov - 16 Nov

A modern living room with a dining area, a sofa set, and a television.

20. Pinehurst Poolside Retreat - Steps to Lake Pinehurst - 2 BR Condo

Pinehurst

AED 1,209 total

includes taxes & fees

8 Nov - 9 Nov

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Find vacation rentals that suit your style

Top Jackson Springs Hotel Reviews

A spacious kitchen with dark wooden cabinets, a marble island, and a central island with a sink. There are multiple pendant lights and a large window providing natural light.

Homewood Suites by Hilton Olmsted Village (near Pinehurst)

Pinehurst

10/10 Excellent

Anonymous traveler

A modern hotel lobby with a central seating area, a bar, and a television screen.

Springhill Suites By Marriott Pinehurst Southern Pines

Pinehurst

10/10 Excellent

Margaret

A hotel room with a bed, a desk, a chair, a sofa, a kitchenette with a microwave, and a window.

Holiday Inn Express Hotel & Suites Southern Pines by IHG

Southern Pines

10/10 Excellent

Anonymous traveler

An outdoor seating area with wicker furniture and stone walls.

Hilton Garden Inn Southern Pines Pinehurst, NC

Aberdeen

10/10 Excellent

steven

A hotel lobby with multiple dining tables and chairs, a fireplace, a television mounted on a stone wall, and a seating area with sofas and armchairs.

Comfort Inn Pinehurst - Southern Pines

Pinehurst

10/10 Excellent

William W.

A hotel room with a bed, a red armchair, a desk with a lamp, and a window with curtains.

Econo Lodge & Suites Southern Pines - Pinehurst

West Southern Pines

10/10 Excellent

RicHard

A modern living room with a fireplace, leather sofas, and a chandelier.

Carolina Pine Inn

Pinebluff

10/10 Excellent

Penny

An outdoor seating area with sofas, tables, and a fire pit.

Courtyard By Marriott Southern Pines Aberdeen

Aberdeen

10/10 Excellent

Kimberly

An indoor swimming pool with clear glass walls, lounge chairs, and a view of greenery outside.

Hampton Inn & Suites Southern Pines-Pinehurst

Aberdeen

10/10 Excellent

Anonymous traveler

A large ceramic pot with water in a courtyard, surrounded by brick walls and outdoor seating.

Towneplace Suites Southern Pines Aberdeen

Aberdeen

10/10 Excellent

Jayme

A spacious living room with a dining area, large windows, and a view of greenery outside.

SureStay Plus Hotel by Best Western Southern Pines Pinehurst

Southern Pines

10/10 Excellent

Anna

A reception area with a modern design, featuring a reception desk, a seating area with a sofa, and a decorative wall with a wavy pattern.

Fairfield Inn & Suites by Marriott Rockingham

Rockingham

10/10 Excellent

Joseph

A hotel room with a bed, a desk, a chair, a sofa, and a bathroom visible through an open door.

Days Inn by Wyndham Biscoe

Biscoe

10/10 Excellent

Millicent

A spacious dining area with high ceilings, large windows, and a fireplace.

Holiday Inn Express Hotel & Suites Rockingham by IHG

Rockingham

10/10 Excellent

Teresa

Roadway Inn

Troy

10/10 Excellent

Jose

A hotel room with two beds, a desk with a computer, a TV, and a microwave.

Quality Inn Raeford

Raeford

10/10 Excellent

Kim

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.

Jackson Springs Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Jackson Springs vacation rentals

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

2. Ultimate Golf Trip House - Pool & Pickleball

3. Studio Seven at Pine Valley

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

5. The Lucky Lie - Entire Condo in Pinehurst

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

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

8. The McCaskill Cottage in the Village of Pinehurst!

9. Isle of the Pines, 1 mile from The Village of Pinehurst!

10. Short Iron Inn! Walk to Cradle & #2! Best Views!

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

12. Beautiful 1 Bed Condo on Pinehurst Course No.5!

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

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

15. The Mulligan!

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

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

18. Polo & Pine Retreat

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

20. Pinehurst Poolside Retreat - Steps to Lake Pinehurst - 2 BR Condo

Find vacation rentals that suit your style

Top Jackson Springs Hotel Reviews

Homewood Suites by Hilton Olmsted Village (near Pinehurst)

10/10 Excellent

Frequently Asked Questions

Are there vacation rentals in Jackson Springs?

What's the top vacation rental that Jackson Springs has to offer?

How many vacation rentals are there in Jackson Springs?

What’s there to see and do in Jackson Springs?

What’s a vacation rental in Jackson Springs like?