Photo by Got The Travel Bug Too

Five Points Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
12 Sept - 14 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Holiday Rentals in Five Points

Our top choices for Five Points holiday rentals

Moonshine Cottage - Time to GOLF!
Dining

Moonshine Cottage - Time to GOLF!

9.8 out of 10, Exceptional, (200)
"Close to everything."
Moonshine Cottage - Time to GOLF!
HOT TUB, Fenced in Yard, Pet Friendly, Game room
Terrace/patio

HOT TUB, Fenced in Yard, Pet Friendly, Game room

9.4 out of 10, Exceptional, (13)
"The location is great right by Dunkin donuts and the place is clean and comfortable relaxing in the hot tub was amazing I recommend this spot host was also amazing"
HOT TUB, Fenced in Yard, Pet Friendly, Game room
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
Property grounds

Lakefront home in a Gated Community, 10 miles from Pinehurst Village

9.8 out of 10, Exceptional, (189)
"We enjoyed our stay it was a very quiet,cozy,peaeful location. Made memories with our grand baby cousins from WI & NC met in person fir the first time. Hope to come again. "
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
The Bobby Jones on Pinehurst No. 3, 2BD / 2BA surrounded by Pinehurst Golf
Smart TV, books, computer monitors

The Bobby Jones on Pinehurst No. 3, 2BD / 2BA surrounded by Pinehurst Golf

9.8 out of 10, Exceptional, (39)
"Had a great time staying here. Played No. 3 and No. 1 then hung out at the cradle for a few drinks and then just walked back. Top notch location."
The price is HK$940
HK$2,140 total
includes taxes & fees
28 Aug - 29 Aug
The Bobby Jones on Pinehurst No. 3, 2BD / 2BA surrounded by Pinehurst Golf
Great property for contract healthcare workers!
Exterior

Great property for contract healthcare workers!

10.0 out of 10, Exceptional, (32)
"We have stayed multiple times here and will continue to when in town! "
Great property for contract healthcare workers!
NEW! Pinehurst Eight Sleeps 10!
Interior

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (87)
"Property was amazing. Super clean and conveniently located to town. Definitely recommend and would book again. "
The price is HK$1,120
HK$3,821 total
includes taxes & fees
7 Sept - 8 Sept
NEW! Pinehurst Eight Sleeps 10!
Pinehurst 3BR/2BA. Walking distance to clubhouse. North & South and US kids.
Smart TV

Pinehurst 3BR/2BA. Walking distance to clubhouse. North & South and US kids.

9.8 out of 10, Exceptional, (72)
"Great accommodations, great location. The updates to the condo were fantastic!"
Pinehurst 3BR/2BA. Walking distance to clubhouse. North & South and US kids.
Golf front home with 8 beds
Property grounds

Golf front home with 8 beds

9.8 out of 10, Exceptional, (149)
"The house was beautiful and had all we needed for our stay. The golf memorabilia that the owner had on display was fantastic. We had a great time. "
Golf front home with 8 beds
The Perfect Lie in Pinehurst! A golfer's paradise!
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (51)
"Clean great views centrally located "
The price is HK$873
HK$2,066 total
includes taxes & fees
2 Sept - 3 Sept
The Perfect Lie in Pinehurst! A golfer's paradise!
Newly Renovated Property.
Interior

Newly Renovated Property.

10.0 out of 10, Exceptional, (121)
"nice clean place excellent location and view stayed there at least 3 times "
The price is HK$1,286
HK$2,572 total
includes taxes & fees
1 Sept - 2 Sept
Newly Renovated Property.
Secluded Cabin in the Woods, near Carolina Horse Park and Valkyrie Sporthorses
Exterior

Secluded Cabin in the Woods, near Carolina Horse Park and Valkyrie Sporthorses

10.0 out of 10, Exceptional, (57)
"Always look forward to staying at this cabinSo peaceful free a crazy day at the horse show"
Secluded Cabin in the Woods, near Carolina Horse Park and Valkyrie Sporthorses
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub
Property grounds

Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub

10.0 out of 10, Exceptional, (125)
"Our group really enjoyed the home and the property. The outdoor hot tub was amazing!"
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub
NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room
Exterior

NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room

10.0 out of 10, Exceptional, (7)
"I’ve stayed at a lot of rentals in Pinehurst and all over the world and this has to be #1Every room is unique and comfortable.It is decked out with amenities that are well taken care of! It feels like a high end hotel but can sleep 14!We looked at others that were lower priced but so glad we chose this one because it’s well worth it!"
The price is HK$4,730
HK$10,056 total
includes taxes & fees
1 Sept - 2 Sept
NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
Terrace/patio

Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

2.0 star property
9.8 out of 10, Exceptional, (7)
"This is the perfect golf weekend house, everyone. Super close to all the courses, super responsive owners, and is fairly priced.One note: Bring your own soap and shampoo."
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
Lakeside Condo on Pinehurst #5
Fridge, microwave, oven, stovetop

Lakeside Condo on Pinehurst #5

10.0 out of 10, Exceptional, (20)
"Great location, quiet building, easy instructions, clean and updated, comfortable beds and plenty of space. As advertised. Would stay again. "
The price is HK$814
HK$2,190 total
includes taxes & fees
31 Aug - 1 Sept
Lakeside Condo on Pinehurst #5
Pinehurst Village Vacation House w/ private pool & (8) beds
Outdoor pool

Pinehurst Village Vacation House w/ private pool & (8) beds

10.0 out of 10, Exceptional, (72)
"Loved the game room, promixty to restaurants"
Pinehurst Village Vacation House w/ private pool & (8) beds
Great golf property - walking distance to Pinehurst Resort
Fridge, microwave, oven, stovetop

Great golf property - walking distance to Pinehurst Resort

10.0 out of 10, Exceptional, (98)
"Very nice for the price. The beds are small but what we expected. "
The price is HK$1,062
HK$2,269 total
includes taxes & fees
9 Sept - 10 Sept
Great golf property - walking distance to Pinehurst Resort
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
1 bedroom, desk, iron/ironing board, free WiFi

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

10.0 out of 10, Exceptional, (60)
"The property was so clean and had so baby thoughtful touches. The kitchen was well stocked to make simple meals. The air-conditioning and fan made it a cool retreat in the unbreable heat! "
The price is HK$725
HK$1,638 total
includes taxes & fees
2 Sept - 3 Sept
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
The Holiday House - 5 Bedroom Pinehurst Home
Exterior

The Holiday House - 5 Bedroom Pinehurst Home

10.0 out of 10, Exceptional, (23)
"Beautiful property and very clean. Very close to Pinehurst golf courses "
The Holiday House - 5 Bedroom Pinehurst Home
136 Lakeview - 2 bed/2 bath condo with access to the community pool!
Exterior

136 Lakeview - 2 bed/2 bath condo with access to the community pool!

9.4 out of 10, Exceptional, (71)
"Wonderful Condo.Really enjoyed our stay."
136 Lakeview - 2 bed/2 bath condo with access to the community pool!
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.
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

Find out more about Five Points

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 in Five Points close to Carolina Horse Park, 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?

Historic Cottage with Private Pool, Firepit, EV Charging Walk to Village: This holiday home rental outside of Five Points offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable 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. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

What can I see and do in Five Points?

While exploring the area, visit family-friendly sights like Carolina Horse Park, or get outside and enjoy nature at Lake Rim Park. In the wider area, you’ll find Deercroft Golf Course and Southern Pines Golf Club.

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.