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Holiday Homes in Five Points

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

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, (9 reviews)
"Wonderful property! I look forward to staying there again for the next horse show. "
United States
Kathryn G.
The price is AU$533
includes taxes & fees
24 Aug - 25 Aug
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.
The price is AU$264
includes taxes & fees
27 Aug - 28 Aug
Cottage on Ridge- Short & Extended Stays
A single-story house with a gray exterior, white trim, and a front porch.

3. 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)
"We loved our stay. The place was clean and had everything we needed to rest and enjoy a night away. "
United States
M T.
The price is AU$232
includes taxes & fees
24 Aug - 25 Aug
Walkable Cottage, Pet Friendly with Fenced Patio
A living room with a wooden dining table, blue chairs, a sofa, and a television on the wall.

4. Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.

Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.
West Southern Pines
9.0 out of 10, Wonderful, (18 reviews)
"Everything was perfect. We enjoyed our stay! "
United States
Brandon S.
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.

5. Beautiful 1 Bed Condo on Pinehurst Course No.5!

Beautiful 1 Bed Condo on Pinehurst Course No.5!
Pinehurst
9.0 out of 10, Wonderful, (18 reviews)
"Enjoyed our time here!"
United States
Scot W.
The price is AU$376
includes taxes & fees
24 Aug - 25 Aug
Beautiful 1 Bed Condo on Pinehurst Course No.5!
A living room with a fireplace, a flat-screen TV mounted above it, a round coffee table with a bowl, and a sofa.

6. 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.
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.

7. 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, (45 reviews)
"We had a great stay. The beds were super comfortable, the condo was in a great location and check in and check out were seamless. We will be back! "
United States
Matea S.
The price is AU$287
includes taxes & fees
24 Aug - 25 Aug
Upstairs at the Estate - Across from SP Golf Club
A modern living space with a loft bedroom, kitchen, and dining area.

8. 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 AU$313
includes taxes & fees
25 Aug - 26 Aug
House in the Pines - Tiny Home Near Southern Pines
A kitchen with white cabinets, a black refrigerator, a sink, and two stools.

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

Quiet country living only minutes from town & golf.
Aberdeen
9.4 out of 10, Exceptional, (30 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 AU$772
includes taxes & fees
24 Aug - 25 Aug
Quiet country living only minutes from town & golf.
A dining area with a round table, chairs, a woven basket, and a view of trees through large windows.

10. 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 AU$314
includes taxes & fees
24 Aug - 25 Aug
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

11. 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 AU$366
includes taxes & fees
31 Aug - 1 Sept
The McCaskill Cottage in the Village of Pinehurst!
A covered outdoor patio with a fire pit, seating area, and a grill.

12. Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf

Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf
Pinehurst
9.4 out of 10, Exceptional, (18 reviews)
"Great place for a family or golf getaway! "
United States
Mike S.
The price is AU$460
includes taxes & fees
24 Aug - 25 Aug
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf
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 AU$586
includes taxes & fees
2 Sept - 3 Sept
Peaceful Pinehurst Retreat, 3BR Home Near Resort Golf, Sleeps 8, Private Deck
A bedroom with a large bed, two bedside tables with lamps, a nightstand, a dresser, and a window with curtains.

14. 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 AU$417
includes taxes & fees
24 Aug - 25 Aug
Charming Downtown Cottage
A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

15. 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, (31 reviews)
"Amazing place!"
United States
Jeremy
The price is AU$382
includes taxes & fees
25 Aug - 26 Aug
Isle of the Pines, 1 mile from The Village of Pinehurst!
A modern living room with a white sofa, a wooden coffee table, and a blue rug.

16. 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, (27 reviews)
"Perfect place for a group. Everything was clean and well maintained. Great location "
United States
Evan M.
The price is AU$592
includes taxes & fees
24 Aug - 25 Aug
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a large island with bar stools.

17. NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!
Pine Hurst
9.4 out of 10, Exceptional, (98 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 AU$604
includes taxes & fees
25 Aug - 26 Aug
NEW! Pinehurst Eight Sleeps 10!
A modern kitchen with white cabinets, a granite countertop, and three grey bar stools.

18. Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!

Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!
Pine Hurst
10.0 out of 10, Exceptional, (52 reviews)
"Great host, great house. Plenty of amenities. This was our third time staying at this location, we will be back"
United States
Randy F.
The price is AU$597
includes taxes & fees
25 Aug - 26 Aug
Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!
A spacious living area with two black sofas, a wooden floor, and a modern side table.

19. Fayetteville, NC, close to I-295 and Fort Bragg

Fayetteville, NC, close to I-295 and Fort Bragg
Fayetteville
8.8 out of 10, Excellent, (10 reviews)
"Great stay "
United States
Tiara W.
The price is AU$423
includes taxes & fees
24 Aug - 25 Aug
Fayetteville, NC, close to I-295 and Fort Bragg
A rustic wooden cabin with a black door, a window with colorful mugs, and a welcome mat on the deck.

20. 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 AU$216
includes taxes & fees
26 Aug - 27 Aug
Loft Cottage on Ridge<br>? Short & Extended Stays?
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

10/10 Excellent
"All good and breakfast simple"
Demis 1-night trip
Posted 2 hours ago
Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst

Find out more about Five Points

Five Points Holiday Homes information

Number of reviews
567
Accommodation
384 Holiday Homes
Lowest Price
AU$216
Highest Price
AU$772