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

Five Points Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Five Points vacation 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, (10 reviews)
"Wonderful property! I look forward to staying there again for the next horse show. "
United States
Kathryn G.
The price is ￥15,532
￥62,806 total
includes taxes & fees
Sep 8 - Sep 9
Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce

2. StudioRes by Marriott Fayetteville West

StudioRes by Marriott Fayetteville West
2.0 star property
Fayetteville
8.8 out of 10, Excellent, (13 reviews)
"Was an great place all around i will be returning"
United States
Demarcus
The price is ￥15,819
￥17,875 total
includes taxes & fees
Sep 2 - Sep 3
StudioRes by Marriott Fayetteville West
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 ￥13,448
￥28,508 total
includes taxes & fees
Sep 7 - Sep 8
Cottage on Ridge- Short & Extended Stays
A modern kitchen with white cabinetry, a black countertop, and a stainless steel sink.

4. 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 ￥13,499
￥32,409 total
includes taxes & fees
Sep 2 - Sep 3
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
A house with a front porch, steps leading to a green door, and a welcome mat.

5. 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 ￥14,221
￥33,765 total
includes taxes & fees
Sep 2 - Sep 3
The Cottage at Knollwood Manor
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 ￥14,062
￥32,681 total
includes taxes & fees
Sep 2 - Sep 3
Upstairs at the Estate - Across from SP Golf Club
A modern kitchen with a white island, yellow bar stools, stainless steel appliances, and large windows with curtains.

7. 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, (51 reviews)
"Very clean, great location, minutes from Pinehurst main complex, perfect for our stay"
United States
James D.
The price is ￥15,180
￥43,337 total
includes taxes & fees
Sep 2 - Sep 3
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
A modern bedroom with a bed, a desk, and a balcony with a chair.

8. The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.6 out of 10, Exceptional, (63 reviews)
"Always a wonderful stay!"
United States
Whitney S.
The price is ￥14,381
￥42,434 total
includes taxes & fees
Sep 7 - Sep 8
The Lucky Lie - Entire Condo in Pinehurst
A living room with a fireplace, a flat-screen TV mounted above it, a round coffee table with a bowl, and a sofa.

9. 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 hotel room with a bed, a desk with a computer, a TV, a chair, and a view of the outdoors.

10. 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, (90 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 ￥13,346
￥32,776 total
includes taxes & fees
Sep 3 - Sep 4
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
A living room with a sofa, armchair, coffee table, and a view through a glass door to the outside.

11. Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.4 out of 10, Exceptional, (10 reviews)
"Great stay"
United States
Lauren
The price is ￥8,111
￥31,196 total
includes taxes & fees
Sep 9 - Sep 10
Studio Seven at Pine Valley
A dining area with a poker table, chairs, a hanging light fixture, and a view of the outside through large windows.

12. 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 ￥13,087
￥53,066 total
includes taxes & fees
Sep 2 - Sep 3
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
A bedroom with a bed, a desk, a chair, a ceiling fan, and a view through a glass door.

13. 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, (77 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 ￥10,386
￥24,376 total
includes taxes & fees
Sep 3 - Sep 4
Located in # 6 golf community, close to First Health Moore Regional Hospital.
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.

14. 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 ￥17,257
￥46,043 total
includes taxes & fees
Sep 2 - Sep 3
The Perfect Lie in Pinehurst! A golfer's paradise!
A single-story house with a gray exterior, white trim, and a front porch.

15. 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 ￥12,895
￥26,301 total
includes taxes & fees
Sep 3 - Sep 4
Walkable Cottage, Pet Friendly with Fenced Patio
A modern kitchen with white cabinetry, a stainless steel refrigerator, a granite countertop, and a dining area with a table and chairs.

16. 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 stay!"
United States
Anonymous traveler
The price is ￥13,742
￥33,570 total
includes taxes & fees
Sep 9 - Sep 10
19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3
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 ￥11,930
￥41,340 total
includes taxes & fees
Sep 3 - Sep 4
The McCaskill Cottage in the Village of Pinehurst!
A dining area with a round table, chairs, a woven basket, and a view of trees through large windows.

18. 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 ￥15,519
￥37,741 total
includes taxes & fees
Sep 2 - Sep 3
Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn
A wooden chair facing a glass door with a view of trees.

19. 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 ￥17,770
￥42,696 total
includes taxes & fees
Sep 9 - Sep 10
Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort
A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

20. 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, (32 reviews)
"Amazing place!"
United States
Jeremy
The price is ￥13,047
￥47,785 total
includes taxes & fees
Sep 15 - Sep 16
Isle of the Pines, 1 mile from The Village of Pinehurst!
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

Springhill Suites By Marriott Pinehurst Southern Pines

Springhill Suites By Marriott Pinehurst Southern Pines

10/10 Excellent
"This was a great hotel. We had a great experience. It was clean. The breakfast was good. It was close to stores and restaurants. It was safe and the parking was ample. Definitely recommend."
Rebecca 1-night trip
Posted 21 hours ago
Springhill Suites By Marriott Pinehurst Southern Pines

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 vacation rentals in Five Points?

Yes, we give you a choice of vacation rentals close to popular points of interest in Five Points, or you can select a secluded option if you want a relaxing place to stay. Five Points is known for its golf courses.

What are some of the best vacation rentals in Five Points?

Lakefront home in a Gated Community, 10 miles from Pinehurst Village: Visitors like this Five Points vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Five Points?

With 4 Expedia vacation rentals, you're sure 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 vacation rentals like in Five Points?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Five Points. Vacation rentals provide amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for small groups.