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Five Points Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Five Points vacation rentals

Interior

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, (8 reviews)
"Wonderful property! I look forward to staying there again for the next horse show. "
United States
Kathryn G.
The price is AED 357
AED 1,436 total
includes taxes & fees
16 Aug - 17 Aug
Near Carolina Horse Park Family Friendly 4BR Home w/ Poker Room & Bocce
Coffee/tea maker, fridge, microwave, oven

2. 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 AED 1,221
AED 2,049 total
includes taxes & fees
16 Aug - 17 Aug
Quiet country living only minutes from town & golf.
Dining

3. Nine + Pine - Minutes to Pinehurst Golf with Simulator & Putting Green

Nine + Pine - Minutes to Pinehurst Golf with Simulator & Putting Green
Aberdeen
10.0 out of 10, Exceptional, (2 reviews)
"THE BEST HOUSE FOR A GOLF TRIP! We honestly can’t say enough about how positive our experience was! Nine Pine is appointed perfectly for a group stay! The house is immaculate and beautiful but also so comfortable and homey. Every detail was thought of for the guests comfort! We were celebrating my Husbands 50th with some friends and let me tell you that Abby and the house Manager, Amy, went Above and Beyond! Communication was excellent from the very beginning and they offered to have me ship...
United States
Karissa F.
The price is AED 785
AED 2,058 total
includes taxes & fees
17 Aug - 18 Aug
Nine + Pine - Minutes to Pinehurst Golf with Simulator & Putting Green
Smart TV, fireplace

4. 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.
The price is AED 476
AED 1,376 total
includes taxes & fees
16 Aug - 17 Aug
Putt in the Pines 3BD 2 BA Charming Quiet Home
Exterior

5. 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 AED 331
AED 759 total
includes taxes & fees
17 Aug - 18 Aug
Upstairs at the Estate - Across from SP Golf Club
2 bedrooms, iron/ironing board, travel crib, WiFi

6. 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 AED 547
AED 1,179 total
includes taxes & fees
13 Sep - 14 Sep
Charming Downtown Cottage
Smart TV, books

7. 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.
Charming Downtown Corner Cottage - 1 Block Walk to Food & Fun - Dog Friendly!
Exterior

8. Beautiful 1920's Craftsman-Downtown Southern Pines

Beautiful 1920's Craftsman-Downtown Southern Pines
Southern Pines
10.0 out of 10, Exceptional, (94 reviews)
"Great location and was a perfect place to stay for a golf trip"
United States
Sean M.
The price is AED 463
AED 1,146 total
includes taxes & fees
25 Aug - 26 Aug
Beautiful 1920's Craftsman-Downtown Southern Pines
TV

9. 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 AED 353
AED 704 total
includes taxes & fees
26 Aug - 27 Aug
Cottage on Ridge- Short & Extended Stays
Terrace/patio

10. The Birdie Bungalow - 3 Bedroom Golf Getaway Near Pinehurst

The Birdie Bungalow - 3 Bedroom Golf Getaway Near Pinehurst
Southern Pines
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved our stay here! The house is beautifully designed and just a short walk to downtown Southern Pines, where there are so many great restaurants and shops. Everything felt fresh, modern, and thoughtfully decorated with a fun mid-century vibe.Our favorite spot was definitely the Carolina room. It had the perfect cozy, dark-and-moody feel, with a huge window looking outside. Every morning we found ourselves sitting there with a cup of coffee, and it quickly became our favorite...
United States
Andrea S.
The price is AED 631
AED 1,091 total
includes taxes & fees
13 Sep - 14 Sep
The Birdie Bungalow - 3 Bedroom Golf Getaway Near Pinehurst
Terrace/patio

11. Bourbon & Bubbles with Speakeasy & Hot Tub in Downtown Southern Pines!

Bourbon & Bubbles with Speakeasy & Hot Tub in Downtown Southern Pines!
Southern Pines
10.0 out of 10, Exceptional, (12 reviews)
"Great location and home. Host was very nice and quick with replies through VRBO. We enjoyed the experience. "
United States
Joseph T.
Bourbon & Bubbles with Speakeasy & Hot Tub in Downtown Southern Pines!
Private kitchen

12. The Cowboy

The Cowboy
Southern Pines
10.0 out of 10, Exceptional, (18 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
Coffee/tea maker, fridge, microwave, oven

13. 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 AED 572
AED 1,568 total
includes taxes & fees
17 Aug - 18 Aug
Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines
Private kitchen

14. The 19th Hole, Your Dream Getaway In Pinehurst

The 19th Hole, Your Dream Getaway In Pinehurst
Aberdeen
4.0 out of 10, (1 review)
"The house was beautiful and spacious and the game room kept our teens busy. However, there was a ant infestation in two of the bedrooms. There were ants in 3 of the beds and one of the beds had blood stains on the linens.Dishwasher was still full of clean dishes, and the master bathroom shower drain was full of hair."
United States
Mark O.
The price is AED 833
AED 2,261 total
includes taxes & fees
17 Aug - 18 Aug
The 19th Hole, Your Dream Getaway In Pinehurst
Interior

15. Golf & Hunting Retreat - Luxury Historic Barn Near Pinehurst

Golf & Hunting Retreat - Luxury Historic Barn Near Pinehurst
Southern Pines
The price is AED 2,387
AED 4,243 total
includes taxes & fees
27 Aug - 28 Aug
Golf & Hunting Retreat - Luxury Historic Barn Near Pinehurst
Exterior

16. 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 AED 296
AED 605 total
includes taxes & fees
26 Aug - 27 Aug
Walkable Cottage, Pet Friendly with Fenced Patio
Exterior detail

17. 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 AED 323
AED 776 total
includes taxes & fees
18 Aug - 19 Aug
The Cottage at Knollwood Manor
Dining

18. Knollwood Manor - The Historic Mid Pines Mansion

Knollwood Manor - The Historic Mid Pines Mansion
Southern Pines
10.0 out of 10, Exceptional, (41 reviews)
"Host was very helpful and pleasant. Perfect location and perfect amount of beds and bathrooms for our group."
United States
Theresa P.
The price is AED 1,484
AED 3,096 total
includes taxes & fees
16 Aug - 17 Aug
Knollwood Manor - The Historic Mid Pines Mansion
Outdoor pool

19. ThePalmerGetaway-SaltWaterPool•HotTub•FirePit•CentralDr.MinsToDT.SP/Pinehurst

ThePalmerGetaway-SaltWaterPool•HotTub•FirePit•CentralDr.MinsToDT.SP/Pinehurst
Southern Pines
8.8 out of 10, Excellent, (5 reviews)
"Amazing location super clean and a great place for a family to stay! "
United States
Larry K.
The price is AED 889
AED 1,967 total
includes taxes & fees
13 Sep - 14 Sep
ThePalmerGetaway-SaltWaterPool•HotTub•FirePit•CentralDr.MinsToDT.SP/Pinehurst
Interior

20. 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.
Relaxing home w/ putting green 5 min to 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

Holiday Inn Express Hotel & Suites Southern Pines by IHG

Holiday Inn Express Hotel & Suites Southern Pines by IHG

10/10 Excellent
"Clean"
Karen 3-night trip
Posted 13 hours ago
Holiday Inn Express Hotel & Suites Southern Pines by IHG

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.