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Five Points Holiday Rentals

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Holiday Rentals in Five Points

The Wanderlust Bungalow on May - Walking Distance to Downtown Southern Pines!
2.0 star property
10.0 out of 10, Exceptional, (5)
"Nice place in a nice area"
United States
Sherri T.
The price is AU$381
includes taxes & fees
26 Oct - 27 Oct
The Wanderlust Bungalow on May - Walking Distance to Downtown Southern Pines!
Located in # 6 golf community, close to First Health Moore Regional Hospital.
10.0 out of 10, Exceptional, (63)
"Great stay in Pinehurst!"
United States
jb22901
The price is AU$231
includes taxes & fees
2 Nov - 3 Nov
Located in # 6 golf community, close to First Health Moore Regional Hospital.
The Loft and Mane Cottage
10.0 out of 10, Exceptional, (4)
"We went up to watch Golf and we found this cute little cottage. It was very clean and cozy!"
United States
keith F.
The price is AU$415
includes taxes & fees
27 Oct - 28 Oct
The Loft and Mane Cottage
Gene's Green - Mins from downtown!
10.0 out of 10, Exceptional, (32)
"Loved Gene’s Greens! Roomy kitchen and master bedroom. Great location. Condo was perfect for our family!"
United States
Kaylan L.
The price is AU$557
includes taxes & fees
29 Oct - 30 Oct
Gene's Green - Mins from downtown!
Lakeside Condo on Pinehurst #5
10.0 out of 10, Exceptional, (21)
"Great location for a golf outing to Pinehurst. "
United States
Charles C.
The price is AU$406
includes taxes & fees
27 Oct - 28 Oct
Lakeside Condo on Pinehurst #5
Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥
2.0 star property
10.0 out of 10, Exceptional, (7)
"Great hospitality and very nice place for an overnight or more stay. "
United States
Robbie B.
The price is AU$801
includes taxes & fees
3 Nov - 4 Nov
Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥
The Lucky Lie - Entire Condo in Pinehurst
9.8 out of 10, Exceptional, (47)
"It was a great property and the host communicated promptly!"
United States
Mark B.
The price is AU$377
includes taxes & fees
29 Oct - 30 Oct
The Lucky Lie - Entire Condo in Pinehurst
Great golf property - walking distance to Pinehurst Resort
10.0 out of 10, Exceptional, (101)
"Really enjoyed our stay!"
United States
Bailey B.
The price is AU$438
includes taxes & fees
30 Oct - 31 Oct
Great golf property - walking distance to Pinehurst Resort
Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
10.0 out of 10, Exceptional, (6)
"My family and I really enjoyed our stay. We would book again when we return for a future trip to Pinehurst. "
United States
RANDY H.
The price is AU$396
includes taxes & fees
23 Oct - 24 Oct
Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
The Mulligan Manor - 1BR/1BA Condo in Pinehurst
10.0 out of 10, Exceptional, (5)
"Everything was great. Easy communication. Photos were accurate."
United States
Jodi G.
The price is AU$379
includes taxes & fees
3 Nov - 4 Nov
The Mulligan Manor - 1BR/1BA Condo in Pinehurst
The Perfect Lie in Pinehurst! A golfer's paradise!
9.8 out of 10, Exceptional, (55)
"Great location, very comfortable beds, very clean. "
United States
kristine r.
The price is AU$404
includes taxes & fees
30 Oct - 31 Oct
The Perfect Lie in Pinehurst! A golfer's paradise!
The McCaskill Cottage in the Village of Pinehurst!
10.0 out of 10, Exceptional, (5)
"Went away for my birthday, and I have to say this house is amazing. Cleanliness was top notch. Everything you would need for your stay. Feels very homey, a place where you are comfortable. Nice neighborhood, quite. But plenty of shopping that can be done. Communication is key to me, and that they did. I would recommend this to a couple, and even up to 2 children. We will be back!"
United States
Gloria M.
The price is AU$425
includes taxes & fees
27 Oct - 28 Oct
The McCaskill Cottage in the Village of Pinehurst!
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
10.0 out of 10, Exceptional, (62)
"We really enjoyed our stay. It is very comfortable, clean and has all the amenities for a couples trip to Pinehurst. The view of the golf course was good and the location is great for Pinehurst resort and Pinehurst Village. We will stay here again when we can. "
United States
Curtis B.
The price is AU$307
includes taxes & fees
26 Oct - 27 Oct
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
"Charming 3-Bedroom Home with Private Gym in Prime Neighborhood!"
9.0 out of 10, Wonderful, (12)
"I would book again"
United States
Warren J.
The price is AU$502
includes taxes & fees
27 Oct - 28 Oct
"Charming 3-Bedroom Home with Private Gym in Prime Neighborhood!"
Modern Home Near Medical Center and Fort Bragg
8.4 out of 10, Very good, (5)
"Our stay was really nice! The concerns we did have when we first arrived were taken care of very quickly and to our satisfaction! Christine is friendly, helpful and accommodating! The house was in a good neighborhood, we felt safe, very nice home to stay in!"
United States
Tammy M.
The price is AU$551
includes taxes & fees
23 Oct - 24 Oct
Modern Home Near Medical Center and Fort Bragg
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
9.8 out of 10, Exceptional, (39)
"We really enjoyed staying at this property. It was clean, had everything that we needed and was very convenient to Pinehurst and Southern Pines. We are definitely planning on returning."
United States
Arlesia D.
The price is AU$702
includes taxes & fees
27 Oct - 28 Oct
A Home in One ⛳️ Sleeps 10 & 🎱 Table!
Cottage on Ridge- Short & Extended Stays
9.8 out of 10, Exceptional, (34)
"This was a great cottage to stay that was quiet and amazing "
United States
David L.
The price is AU$258
includes taxes & fees
23 Oct - 24 Oct
Cottage on Ridge- Short & Extended Stays
Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort
2.0 star property
10.0 out of 10, Exceptional, (1)
"Very clean and many helpful items for our stay.Extra towels and blankets, coffee every detail was noticed and I thank you"
United States
Melissa T.
The price is AU$355
includes taxes & fees
29 Oct - 30 Oct
Three Little Pines Condo 2BD 2BA with Pool Close to Village and Pinehurst Resort
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
9.8 out of 10, Exceptional, (71)
"Overnight stay, beautiful horse ranch in the country"
United States
gAil h.
The price is AU$331
includes taxes & fees
3 Nov - 4 Nov
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Timber Ridge Guest House - Quiet & Convenient
10.0 out of 10, Exceptional, (10)
"We visited during Christmas/New Year to see our son stationed at Bragg. The home was exceptionally clean and very comfortable! We will definitely plan to stay here again for future visits! "
United States
little r.
The price is AU$499
includes taxes & fees
26 Oct - 27 Oct
Timber Ridge Guest House - Quiet & Convenient
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

Everything you need to know about Five Points holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Five Points holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Five Points holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Five Points holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Five Points. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Five Points holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Five Points holiday rentals we have selected for you start as low as AU$187 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Five Points rentals

At Expedia, we put the best Five Points holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Five Points rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Five Points holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Five Points. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Five Points?

Yes, there are holiday rentals close to the most popular sights in Five Points, or you can select a more secluded option if you're looking for a relaxing stay. Five Points is known for its golf courses.

What are some of the best holiday rentals that Five Points has to offer?

Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub: This holiday home rental outside of Five Points offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

What can I see and do in Five Points?

While you're exploring the area, Lake Rim Park and Beaver Creek 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 holiday rentals like in Five Points?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Five Points. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family gatherings.