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

Holiday Homes in Five Points

  • 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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Five Points holiday homes

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 €324
includes taxes & fees
20 Sept - 21 Sept
Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce
A modern living room with a wooden floor, a leopard print rug, a white console table with a lamp, and a large plant.

2. 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.
Cottage on Ridge- Short & Extended Stays
A two-story house with a white exterior, a brick chimney, and a covered porch.

3. 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 €197
includes taxes & fees
20 Sept - 21 Sept
Upstairs at the Estate - Across from SP Golf Club
A two-story house with a porch, a white picket fence, and a small garden with pink flowers.

4. Beautiful 1920's Craftsman-Downtown Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines
Southern Pines
10.0 out of 10, Exceptional, (96 reviews)
"Great location and was a perfect place to stay for a golf trip"
United States
Sean M.
The price is €275
includes taxes & fees
17 Sept - 18 Sept
Beautiful 1920's Craftsman-Downtown Southern Pines
A bedroom with a large bed, two bedside tables with lamps, a nightstand, a dresser, and a window with curtains.

5. Charming Downtown Cottage

Charming Downtown Cottage
Southern Pines
9.8 out of 10, Exceptional, (58 reviews)
"Comfortable, convenient and all around enjoyable stay! Thank you to the hosts!"
United States
Jennifer G.
The price is €268
includes taxes & fees
17 Sept - 18 Sept
Charming Downtown Cottage
A single-story house with a gray exterior, white trim, and a front porch.

6. Walkable Cottage, Pet Friendly with Fenced Patio

Walkable Cottage, Pet Friendly with Fenced Patio
West Southern Pines
10.0 out of 10, Exceptional, (15 reviews)
"Perfect little place to stay with our dog! Would stay again."
United States
Katrina M.
The price is €163
includes taxes & fees
4 Oct - 5 Oct
Walkable Cottage, Pet Friendly with Fenced Patio
A kitchen with white cabinets, a black refrigerator, a sink, and two stools.

7. Quiet country living only minutes from town & golf.

Quiet country living only minutes from town & golf.
Aberdeen
9.4 out of 10, Exceptional, (31 reviews)
"Was a fantastic spot and the 2nd time we've stayed. Will continue to try to book here when we travel to Aberdeen!"
United States
Jordan W.
The price is €473
includes taxes & fees
27 Sept - 28 Sept
Quiet country living only minutes from town & golf.
A rustic wooden cabin with a black door, a window with colorful mugs, and a welcome mat on the deck.

8. Loft Cottage on Ridge<br>? Short & Extended Stays?

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
9.8 out of 10, Exceptional, (42 reviews)
"The loft cottage was perfect for my visit with children's families in the area. It provided an quiet off the street place to sleep and recover from full days with grandchildren. I especially enjoyed the small second floor deck in the trees for morning coffee. I hope to stay there again when in the area!"
United States
Ted D.
The price is €138
includes taxes & fees
17 Sept - 18 Sept
Loft Cottage on Ridge<br>? Short & Extended Stays?
A modern kitchen with a central island, stainless steel appliances, and large windows.

9. The Cowboy

The Cowboy
Southern Pines
10.0 out of 10, Exceptional, (21 reviews)
"Great stay. Very pleased with the amenities of the house, the cleanliness and condition. Will plan to book here again next time we are coming to Southern Pines!"
United States
Michael M.
The Cowboy
A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

10. 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, (21 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is €218
includes taxes & fees
21 Sept - 22 Sept
The McCaskill Cottage in the Village of Pinehurst!
A bedroom with a bed, a ceiling fan, a window with blinds, a bedside table with a lamp, and a door.

11. Polo & Pine Retreat

Polo & Pine Retreat
Pinehurst
10.0 out of 10, Exceptional, (1 review)
"The property was clean and looked exactly like the pictures. It was a great value and we enjoyed our stay."
United States
kevin t.
The price is €334
includes taxes & fees
22 Sept - 23 Sept
Polo & Pine Retreat
A dining area with a round table, chairs, a woven basket, and a view of trees through large windows.

12. Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn

Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
Pinehurst
8.8 out of 10, Excellent, (18 reviews)
"Clean, space looked just like the description. Great location "
United States
Eli J.
The price is €209
includes taxes & fees
17 Sept - 18 Sept
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
A spacious living room with a fireplace, a ceiling fan, a sofa, a coffee table, and a rug.

13. 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 €374
includes taxes & fees
29 Sept - 30 Sept
Peaceful Pinehurst Retreat, 3BR Home Near Resort Golf, Sleeps 8, Private Deck
A modern kitchen with wooden cabinets, a granite countertop, a stainless steel refrigerator, and a central island with a blue towel.

14. Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines

Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines
Southern Pines
9.6 out of 10, Exceptional, (10 reviews)
"The host was very accommodating and we had a wonderful stay!The home is lovely and the host thought of everything, we wanted for nothing while we were there.The neighborhood is a great place to walk as is the downtown area!We can’t wait to visit again!"
United States
Michelle B.
The price is €349
includes taxes & fees
21 Sept - 22 Sept
Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines
A modern living room with a white sofa, a wooden coffee table, and a blue rug.

15. Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!

Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!
Downtown Southern Pines
9.8 out of 10, Exceptional, (29 reviews)
"It was perfect, beds extremely comfortable and safe location "
United States
Shane H.
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!
A modern living space with a loft bedroom, kitchen, and dining area.

16. 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
House in the Pines - Tiny Home Near Southern Pines
A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

17. 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, (34 reviews)
"Amazing place!"
United States
Jeremy
The price is €271
includes taxes & fees
6 Oct - 7 Oct
Isle of the Pines, 1 mile from The Village of Pinehurst!
A modern kitchen with wooden cabinets, a central island, and a dining area with chairs.

18. Relaxing home w/ putting green 5 min to Pinehurst

Relaxing home w/ putting green 5 min to Pinehurst
Pinehurst
9.8 out of 10, Exceptional, (8 reviews)
"A great place to stay in Pinehurst!!!"
United States
tyler c.
The price is €473
includes taxes & fees
20 Sept - 21 Sept
Relaxing home w/ putting green 5 min to Pinehurst
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a large island with bar stools.

19. NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!
Pine Hurst
9.4 out of 10, Exceptional, (99 reviews)
"VRBO was clean and a good size for our family. Everything mentioned in the listing is as seen. Home appears to be newly remodeled. We had a nice weekend family gathering of 5."
United States
Wendy A.
The price is €382
includes taxes & fees
21 Sept - 22 Sept
NEW! Pinehurst Eight Sleeps 10!
A deck with a glass table and chairs overlooking a golf course.

20. Golf Front Retreat on Pinehurst No. 6 with 3 Bedrooms /2 Bath /4 beds / Sleeps 8

Golf Front Retreat on Pinehurst No. 6 with 3 Bedrooms /2 Bath /4 beds / Sleeps 8
Pinehurst
10.0 out of 10, Exceptional, (64 reviews)
"Perfect for our golf trip. Loved it and will be back."
United States
John M.
Golf Front Retreat on Pinehurst No. 6 with 3 Bedrooms /2 Bath /4 beds / Sleeps 8
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

Econo Lodge & Suites Southern Pines - Pinehurst

Econo Lodge & Suites Southern Pines - Pinehurst

10/10 Excellent
"I typically stay here a couple of times each year because my family lives in Moore county. I always enjoy seeing the Patels and they make me feel so welcome. The property is clean, safe, affordable and they provide a nice breakfast. I would absolutely stay here again."
Melissa S 2-night trip
Posted 1 day ago
Econo Lodge & Suites Southern Pines - Pinehurst

Find out more about Five Points

Five Points Holiday Homes information

Number of reviews
428
Accommodation
366 Holiday Homes
Lowest Price
€138
Highest Price
€473