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

Five Points 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
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Five Points holiday rentals

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$762
HK$3,039 total
includes taxes & fees
13 Sept - 14 Sept
Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce
A hotel room with two beds, a desk with a TV, a chair, and a window with curtains.

2. StudioRes by Marriott™ Fayetteville West near Fort Bragg

StudioRes by Marriott™ Fayetteville West near Fort Bragg
2.0 star property
Fayetteville
8.8 out of 10, Excellent, (14 reviews)
"Was an great place all around i will be returning"
United States
Demarcus
The price is HK$776
HK$877 total
includes taxes & fees
11 Sept - 12 Sept
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, (49 reviews)
"Convenient, clean...a really cute place to stay."
United States
Jeffrey S.
The price is HK$659
HK$1,378 total
includes taxes & fees
10 Sept - 11 Sept
Cottage on Ridge- Short & Extended Stays
A house with a front porch, steps leading to a green door, and a welcome mat.

4. The Cottage at Knollwood Manor

The Cottage at Knollwood Manor
West Southern Pines
9.8 out of 10, Exceptional, (18 reviews)
"This is a favorite place for us to stay when in Southern Pines. It is lovely, comfortable, the host is very helpful and the location is great. "
United States
Tracey W.
The price is HK$737
HK$1,692 total
includes taxes & fees
10 Sept - 11 Sept
The Cottage at Knollwood Manor
A living room with a fireplace, a flat-screen TV mounted above it, a round coffee table with a bowl, and a sofa.

5. Putt in the Pines 3BD 2 BA Charming Quiet Home

Putt in the Pines 3BD 2 BA Charming Quiet Home
Aberdeen
9.6 out of 10, Exceptional, (23 reviews)
"Great location, clean house"
United States
Kirsten L.
The price is HK$1,016
HK$2,902 total
includes taxes & fees
10 Sept - 11 Sept
Putt in the Pines 3BD 2 BA Charming Quiet Home
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, (46 reviews)
"Great stay, just one night but had everything we needed. Queen beds are very comfortable!"
United States
Gaynell B.
The price is HK$706
HK$1,611 total
includes taxes & fees
10 Sept - 11 Sept
Upstairs at the Estate - Across from SP Golf Club
A modern bedroom with a bed, a desk, and a balcony with a chair.

7. The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.6 out of 10, Exceptional, (65 reviews)
"Always a wonderful stay!"
United States
Whitney S.
The price is HK$706
HK$1,993 total
includes taxes & fees
10 Sept - 11 Sept
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.

8. 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, (52 reviews)
"Very clean, great location, minutes from Pinehurst main complex, perfect for our stay"
United States
James D.
The price is HK$745
HK$2,038 total
includes taxes & fees
21 Sept - 22 Sept
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
A living room with a sofa, armchair, coffee table, and a view through a glass door to the outside.

9. Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.6 out of 10, Exceptional, (11 reviews)
"Great stay"
United States
Lauren
The price is HK$398
HK$1,513 total
includes taxes & fees
10 Sept - 11 Sept
Studio Seven at Pine Valley
A bedroom with a bed, a desk, a chair, a ceiling fan, and a view through a glass door.

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, (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$510
HK$1,196 total
includes taxes & fees
19 Sept - 20 Sept
Located in # 6 golf community, close to First Health Moore Regional Hospital.
A kitchen with white cabinets, a coffee maker, a sink, and a trash can.

11. 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, (91 reviews)
"I would highly recommend staying here when visiting Pinehurst and Southern Pines. It was one of the best VRBO experiences we have enjoyed."
United States
Jenny I.
The price is HK$655
HK$1,590 total
includes taxes & fees
10 Sept - 11 Sept
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
A spacious living room with a fireplace, a ceiling fan, a sofa, a coffee table, and a rug.

12. Peaceful Pinehurst Retreat, 3BR Home Near Resort Golf, Sleeps 8, Private Deck

Peaceful Pinehurst Retreat, 3BR Home Near Resort Golf, Sleeps 8, Private Deck
Pinehurst
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful property situated in a highly convenient area. Everything was exceptionally clean and well-maintained. Definitely recommend this property to any family."
United States
Bo B.
The price is HK$800
HK$3,278 total
includes taxes & fees
14 Sept - 15 Sept
Peaceful Pinehurst Retreat, 3BR Home Near Resort Golf, Sleeps 8, Private Deck
A modern living space with a loft bedroom, kitchen, and dining area.

13. 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$886
HK$2,002 total
includes taxes & fees
6 Oct - 7 Oct
House in the Pines - Tiny Home Near Southern Pines
A dining area with a poker table, chairs, a hanging light fixture, and a view of the outside through large windows.

14. 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.
The price is HK$642
HK$2,577 total
includes taxes & fees
14 Sept - 15 Sept
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
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.

15. 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, (76 reviews)
"Wonderful stay and great experience with our host!"
United States
Matthew D.
The price is HK$847
HK$2,232 total
includes taxes & fees
15 Sept - 16 Sept
The Perfect Lie in Pinehurst! A golfer's paradise!
A modern kitchen with white cabinetry, a black countertop, and a stainless steel sink.

16. 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, (52 reviews)
"The place is very clean and well taken care of!"
United States
Britni H.
The price is HK$690
HK$1,639 total
includes taxes & fees
28 Sept - 29 Sept
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

17. 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, (20 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is HK$533
HK$1,923 total
includes taxes & fees
14 Sept - 15 Sept
The McCaskill Cottage in the Village of Pinehurst!
A wooden chair facing a glass door with a view of trees.

18. 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, (8 reviews)
"We had a wedding in town and this place was a perfect stay. Had everything we needed. Super clean and lovely. Will stay here again when we come visit family."
United States
Sam T.
The price is HK$878
HK$2,073 total
includes taxes & fees
14 Sept - 15 Sept
Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort
A modern kitchen with white cabinetry, a stainless steel refrigerator, a granite countertop, and a dining area with a table and chairs.

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, (65 reviews)
"Great location and plenty of room for the two of us. Dog friendly neighborhood and very walkable. Nice work area off the dining room. Kitchen was stocked pretty well from a dishes/pans/glasses perspective. The only issues were: no hangers in any of the closets, no hair dryer, and the floors were really dirty (ruined a couple pairs of socks) so needed to wear shoes all the time."
United States
sheri m.
The price is HK$682
HK$1,630 total
includes taxes & fees
10 Sept - 11 Sept
19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3
A kitchen with a stone fireplace, a wooden bar counter, and two white bar stools. There are framed botanical prints on the wall and baskets on the counter.

20. "Charming 3-Bedroom Home with Private Gym in Prime Neighborhood!"

"Charming 3-Bedroom Home with Private Gym in Prime Neighborhood!"
Westover
9.0 out of 10, Wonderful, (12 reviews)
"I would book again"
United States
Warren J.
The price is HK$857
HK$2,589 total
includes taxes & fees
10 Sept - 11 Sept
"Charming 3-Bedroom Home with Private Gym in Prime Neighborhood!"
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 Five Points Hotel Reviews

Clarion Inn Southern Pines - Pinehurst

Clarion Inn Southern Pines - Pinehurst

8/10 Good
"Cheaper may make you wonder why but pleasantly surprised the room was nice and staff friendly. Coffee and food items for breakfast good. Only gripe would be that people stand outside their rooms and smoke in hallways. Maybe make a mandatory smoking area bc not pleasant if u have a smoker standing in outdoor hallway next to your room."
Jeffrey 2-night trip
Posted 3 hours ago
Clarion Inn 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?

Moonshine Cottage - Time to GOLF!: This holiday home rental outside of Five Points offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Five Points?

With 3 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 you're exploring the area, Pinehurst Lake and Lake Rim Park are a couple of picturesque spots to get outside and enjoy nature. 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.