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Five Points Vacation Rentals

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Our top choices for Five Points vacation rentals

"Charming 3-Bedroom Home with Private Gym in Prime Neighborhood!"

"Charming 3-Bedroom Home with Private Gym in Prime Neighborhood!"
Westover
9.0 out of 10, Wonderful, (12 reviews)
"I would book again"
United States
Warren J.
The price is CA $155
CA $475 total
includes taxes & fees
Jun 29 - Jun 30
"Charming 3-Bedroom Home with Private Gym in Prime Neighborhood!"

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Southern Pines
9.8 out of 10, Exceptional, (76 reviews)
"We had a wonderful stay at this unique horse farm bed and breakfast/VRBO. The setting is peaceful and beautiful, with horses right outside your window adding to the charm. The accommodations were clean, comfortable, and thoughtfully prepared. The hosts were warm, welcoming, and attentive without being overbearing. We look forward to staying here again when we visit our NC family members."
United States
chris c.
The price is CA $170
CA $311 total
includes taxes & fees
Jun 29 - Jun 30
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

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, (75 reviews)
"It was a great place to stay. I would definitely recommend to anyone. Host very friendly and helpful! "
United States
Krystal B.
The price is CA $92
CA $217 total
includes taxes & fees
Jul 2 - Jul 3
Located in # 6 golf community, close to First Health Moore Regional Hospital.

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 CA $116
CA $471 total
includes taxes & fees
Jun 29 - Jun 30
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

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 CA $124
CA $323 total
includes taxes & fees
Jun 30 - Jul 1
House in the Pines - Tiny Home Near Southern Pines

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, (9 reviews)
"Great stay "
United States
Tiara W.
The price is CA $226
CA $465 total
includes taxes & fees
Jul 6 - Jul 7
Fayetteville, NC, close to I-295 and Fort Bragg

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 CA $141
CA $346 total
includes taxes & fees
Jun 29 - Jun 30
Beautiful 1 Bed Condo on Pinehurst Course No.5!

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
9.8 out of 10, Exceptional, (47 reviews)
"The place is very clean and well taken care of!"
United States
Britni H.
The price is CA $116
CA $286 total
includes taxes & fees
Jul 13 - Jul 14
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

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

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
10.0 out of 10, Exceptional, (38 reviews)
"The kitchen was fully equipped and very clean. The place was nicely furnished and comfortable! Host was very helpful and provided easy check in/out directions and recommendations for dining and entertainment!We thoroughly enjoyed our stay!"
United States
Jerri H.
The price is CA $111
CA $226 total
includes taxes & fees
Jul 2 - Jul 3
Loft Cottage on Ridge<br>? Short & Extended Stays?

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, (15 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is CA $132
CA $399 total
includes taxes & fees
Jul 1 - Jul 2
The McCaskill Cottage in the Village of Pinehurst!

2 Br Condo on resort Property access to members benefits pool/hottub/golf cart

2 Br Condo on resort Property access to members benefits pool/hottub/golf cart
Pinehurst
8.0 out of 10, Very good, (2 reviews)
"We had a fantastic stay at this condo! We were here for 10 days while attending the US Kids World Championships, and it was the perfect base. The location is spot on, everything we needed was close by, and the condo had everything to make our stay comfortable. We would definitely return and highly recommend it!"
United Kingdom
James B.
The price is CA $164
CA $533 total
includes taxes & fees
Jul 1 - Jul 2
2 Br Condo on resort Property access to members benefits pool/hottub/golf cart

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
Southern Pines
10.0 out of 10, Exceptional, (60 reviews)
"Clean, easy to find and get into our room. Really nice, definitely will stay again! Our dog liked it too "
United States
Katrina M.
The price is CA $185
CA $321 total
includes taxes & fees
Jun 29 - Jun 30
Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm

Walkable Cottage, Pet Friendly with Fenced Patio

Walkable Cottage, Pet Friendly with Fenced Patio
West Southern Pines
10.0 out of 10, Exceptional, (13 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 CA $117
CA $237 total
includes taxes & fees
Jun 29 - Jun 30
Walkable Cottage, Pet Friendly with Fenced Patio

The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.6 out of 10, Exceptional, (62 reviews)
"Clean and comfortable. Hosts were very helpful and friendly. Will definitely stay here again"
United States
Andrew
The price is CA $136
CA $387 total
includes taxes & fees
Jul 1 - Jul 2
The Lucky Lie - Entire Condo in Pinehurst

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)
"Love this place!!!"
United States
Chris B.
The price is CA $136
CA $305 total
includes taxes & fees
Jun 29 - Jun 30
Upstairs at the Estate - Across from SP Golf Club

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, (49 reviews)
"Perfect location, perfect size....simple furnishings, but exactly what we needed for the trip!"
United States
Sue M.
The price is CA $136
CA $387 total
includes taxes & fees
Jul 14 - Jul 15
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.4 out of 10, Exceptional, (8 reviews)
"Great stay"
United States
Lauren
The price is CA $100
CA $310 total
includes taxes & fees
Jul 19 - Jul 20
Studio Seven at Pine Valley

NEW Golf Stay on Pinehurst No. 3 Fairway. Walk to Cradle. Near Resort, Fair Barn

NEW Golf Stay on Pinehurst No. 3 Fairway. Walk to Cradle. Near Resort, Fair Barn
Pinehurst
10.0 out of 10, Exceptional, (10 reviews)
"This place was absolutely amazing. I would definitely stay here again. Very clean and comfortable quiet and the location couldn’t have been better."
United States
Angela S.
The price is CA $211
CA $501 total
includes taxes & fees
Jul 6 - Jul 7
NEW Golf Stay on Pinehurst No. 3 Fairway. Walk to Cradle. Near Resort, Fair Barn

NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!
Pine Hurst
9.6 out of 10, Exceptional, (97 reviews)
"Almost new home. Very clean and well supplied. Great access to the Pinehurst/Southern Pines area. Nice quiet neighborhood. "
United States
Timothy L.
The price is CA $164
CA $670 total
includes taxes & fees
Jun 29 - Jun 30
NEW! Pinehurst Eight Sleeps 10!

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, (70 reviews)
"Comfortably furnished and a great location. Perfect for our needs!"
United States
Jenni F.
The price is CA $159
CA $390 total
includes taxes & fees
Jul 14 - Jul 15
The Perfect Lie in Pinehurst! A golfer's paradise!
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

Find out more about Five Points

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Five Points. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

2 Miles to Pinehurst Resort, Private Cottage on 2-Acres: Visitors like this Five Points vacation home rental. It is located next to a golf course and offers a patio, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.