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Top Holiday Rentals in Five Points

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

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

10.0 out of 10, Exceptional, (36)
"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 £208
includes taxes & fees
24 Aug - 25 Aug
The Bobby Jones on Pinehurst No. 3, 2BD / 2BA surrounded by Pinehurst Golf

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (86)
"This was a perfect place for 6 friends to spend time together without any distractions. The house was fully stocked and the walking paths were a great hit! Wonderful stay. "
The price is £355
includes taxes & fees
25 Aug - 26 Aug
NEW! Pinehurst Eight Sleeps 10!

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.

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

Golf front home with 8 beds

9.8 out of 10, Exceptional, (148)
"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!

9.8 out of 10, Exceptional, (51)
"Clean great views centrally located "
The price is £194
includes taxes & fees
25 Aug - 26 Aug
The Perfect Lie in Pinehurst! A golfer's paradise!

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

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 £222
includes taxes & fees
24 Aug - 25 Aug
Newly Renovated Property.

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

10.0 out of 10, Exceptional, (124)
"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

10.0 out of 10, Exceptional, (5)
"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 £901
includes taxes & fees
25 Aug - 26 Aug
NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room

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

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 £218
includes taxes & fees
24 Aug - 25 Aug
Great golf property - walking distance to Pinehurst Resort

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 £213
includes taxes & fees
31 Aug - 1 Sept
Lakeside Condo on Pinehurst #5

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

10.0 out of 10, Exceptional, (59)
"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 £156
includes taxes & fees
24 Aug - 25 Aug
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

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!

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!

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

10.0 out of 10, Exceptional, (70)
"Loved the game room, promixty to restaurants"
Pinehurst Village Vacation House w/ private pool & (8) beds

The Barn @ Fairway Farm - 5 miles to Pinehurst CC

10.0 out of 10, Exceptional, (18)
"This is the only place I will stay in the Pinehurst area. Owners were dynamite!"
The Barn @ Fairway Farm - 5 miles to Pinehurst CC

Pinehurst Vacation House w/ pool & (9) beds

10.0 out of 10, Exceptional, (141)
"Excellent stay for a friend's wedding with 8 adults. Plenty of beds as the place is set up for big groups/golf trips. Pool and chairs and outdoor bar were all excellent. Very responsive and helpful hosts."
Pinehurst Vacation House w/ pool & (9) beds
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

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.