Jockeys on horses racing on a track with spectators in the background.

Five Points Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Five Points holiday rentals

Interior

1. Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce

Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce
Raeford
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful property! I look forward to staying there again for the next horse show. "
United States
Kathryn G.
The price is HK$791
HK$3,314 total
includes taxes & fees
27 Oct - 28 Oct
Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce
A gym with cardio machines, weight training equipment, and a mirrored wall.

2. StudioRes by Marriott Fayetteville West near Fort Bragg

StudioRes by Marriott Fayetteville West near Fort Bragg
2.0 star property
Fayetteville
8.6 out of 10, Excellent, (29 reviews)
"Love the location…staff was amazing"
United States
Sparkle
The price is HK$698
HK$789 total
includes taxes & fees
29 Oct - 30 Oct
StudioRes by Marriott Fayetteville West near Fort Bragg
A modern living room with a wooden floor, a leopard print rug, a white console table with a lamp, and a large plant.

3. Cottage on Ridge- Short & Extended Stays

Cottage on Ridge- Short & Extended Stays
Southern Pines
9.8 out of 10, Exceptional, (50 reviews)
"Convenient, clean...a really cute place to stay."
United States
Jeffrey S.
The price is HK$627
HK$1,346 total
includes taxes & fees
28 Oct - 29 Oct
Cottage on Ridge- Short & Extended Stays
A modern bedroom with a bed, a desk, and a balcony with a chair.

4. The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.8 out of 10, Exceptional, (66 reviews)
"Always a wonderful stay!"
United States
Whitney S.
The price is HK$706
HK$2,003 total
includes taxes & fees
27 Oct - 28 Oct
The Lucky Lie - Entire Condo in Pinehurst
A modern kitchen with a white island, yellow bar stools, stainless steel appliances, and large windows with curtains.

5. 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, (54 reviews)
"Very clean, great location, minutes from Pinehurst main complex, perfect for our stay"
United States
James D.
The price is HK$745
HK$2,118 total
includes taxes & fees
26 Oct - 27 Oct
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
A two-story house with a white exterior, a brick chimney, and a covered porch.

6. Upstairs at the Estate - Across from SP Golf Club

Upstairs at the Estate - Across from SP Golf Club
Southern Pines
10.0 out of 10, Exceptional, (48 reviews)
"Great stay, just one night but had everything we needed. Queen beds are very comfortable!"
United States
Gaynell B.
The price is HK$690
HK$1,604 total
includes taxes & fees
27 Oct - 28 Oct
Upstairs at the Estate - Across from SP Golf Club
A single-story house with a gray exterior, white trim, and a front porch.

7. Walkable Cottage, Pet Friendly with Fenced Patio

Walkable Cottage, Pet Friendly with Fenced Patio
West Southern Pines
9.8 out of 10, Exceptional, (16 reviews)
"Perfect little place to stay with our dog! Would stay again."
United States
Katrina M.
The price is HK$728
HK$1,399 total
includes taxes & fees
26 Oct - 27 Oct
Walkable Cottage, Pet Friendly with Fenced Patio
A modern kitchen with a double sink, a coffee maker, and a variety of snacks on the counter.

8. 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, (56 reviews)
"The place is very clean and well taken care of!"
United States
Britni H.
The price is HK$745
HK$1,719 total
includes taxes & fees
3 Nov - 4 Nov
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
A modern living room with a sofa, coffee table, and a bed. There is a ceiling fan, an air conditioning unit, and a view of the outdoors through a glass door.

9. 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, (79 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.
The price is HK$533
HK$1,267 total
includes taxes & fees
27 Oct - 28 Oct
Located in # 6 golf community, close to First Health Moore Regional Hospital.
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.

10. 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, (82 reviews)
"Great location"
United States
Launi M.
The price is HK$826
HK$2,227 total
includes taxes & fees
27 Oct - 28 Oct
The Perfect Lie in Pinehurst! A golfer's paradise!
A dining area with a poker table, chairs, a hanging light fixture, and a view of the outside through large windows.

11. 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 HK$642
HK$2,596 total
includes taxes & fees
26 Oct - 27 Oct
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
A lake with houses and a dock.

12. 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, (112 reviews)
"Great place to stay!"
United States
Jody W.
The price is HK$980
HK$2,428 total
includes taxes & fees
11 Nov - 12 Nov
Stunning Lake front views in Pinehurst with a pool!
A living room with a sofa, armchair, coffee table, and a view through a glass door to the outside.

13. Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.6 out of 10, Exceptional, (14 reviews)
"Great stay"
United States
Lauren
The price is HK$347
HK$1,456 total
includes taxes & fees
9 Nov - 10 Nov
Studio Seven at Pine Valley
A living room with a television, a decorative candle, and a framed picture on the wall.

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

Pinehurst Poolside Retreat - Steps to Lake Pinehurst - 2 BR Condo
Pinehurst
The price is HK$834
HK$2,618 total
includes taxes & fees
26 Oct - 27 Oct
Pinehurst Poolside Retreat - Steps to Lake Pinehurst - 2 BR Condo
A dining area with a round table, white chairs, and a hanging light fixture.

15. Fairway Condo Walk to Village | King Bed

Fairway Condo Walk to Village | King Bed
Pinehurst
9.8 out of 10, Exceptional, (15 reviews)
"Our second stay and just as lovely as the first!"
United States
Christi M.
The price is HK$1,037
HK$2,157 total
includes taxes & fees
26 Oct - 27 Oct
Fairway Condo Walk to Village | King Bed
A modern kitchen with a dining area, a flat-screen TV, and a coffee maker.

16. 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, (95 reviews)
"Highly recommend this location if you are staying at Pinehurst. Everything was first class all the way, we really enjoyed our stay!"
United States
Marc S. B.
The price is HK$715
HK$1,677 total
includes taxes & fees
26 Oct - 27 Oct
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
A modern living space with a loft bedroom, kitchen, and dining area.

17. 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
The price is HK$896
HK$2,059 total
includes taxes & fees
27 Oct - 28 Oct
House in the Pines - Tiny Home Near Southern Pines
A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

18. 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 HK$579
HK$2,268 total
includes taxes & fees
28 Oct - 29 Oct
Isle of the Pines, 1 mile from The Village of Pinehurst!
A modern kitchen with a central island, stainless steel appliances, and a stone tile floor.

19. Lakeside Condo on Pinehurst #5

Lakeside Condo on Pinehurst #5
Pinehurst
10.0 out of 10, Exceptional, (65 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 HK$868
HK$2,372 total
includes taxes & fees
27 Oct - 28 Oct
Lakeside Condo on Pinehurst #5
Drum & Quill Public House with outdoor seating and a brick facade.

20. Newly Renovated Property.

Newly Renovated Property.
Pinehurst
10.0 out of 10, Exceptional, (156 reviews)
"Incredible location and value. Would recommend this property to anyone looking to visit Pinehurst"
United States
CRAIG E.
The price is HK$980
HK$2,207 total
includes taxes & fees
27 Oct - 28 Oct
Newly Renovated Property.
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 Five Points Hotel Reviews

Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

8/10 Good
"The staff were nice and made check-in and out nice and easy. The room was nice and comfy, however the TV was lacking an HDMI port on the side, so no way to use a console or anything to stream your own shows, and the hair dryer had dust residue and rust, but all and all, it was a good stay!"
Carson 4-night trip
Posted 11 hours ago
Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

Find out more about Five Points

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

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

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

Frequently asked questions

Are there holiday rentals in Five Points?

Yes, there are holiday rentals close to the most popular sights in Five Points, or you can select a more secluded option if you're looking for a relaxing stay. Five Points is known for its golf courses.

What are some of the best holiday rentals that Five Points has to offer?

Pristine Pinehurst #6 home - Gated backyard - 2 min to courses. Handicap Access: This holiday home rental outside of Five Points is located next to a golf course, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Five Points?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Five Points stay.

What can I see and do in Five Points?

While exploring the area, visit family-friendly sights like World Golf Hall of Fame, or get outside and enjoy nature at Pinehurst Lake. Carolina Horse Park and Deercroft Golf Course are other places to visit while you're in town.

What are holiday rentals like in Five Points?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Five Points. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family gatherings.