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Five Points Holiday Rentals

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Holiday Rentals in Five Points

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (74)
"This home was beautifully decorated, spacious, and clean! Also, it was so convenient to both Pinehurst and Southern Pines, where we enjoyed all the shopping and dining opportunities. Check in and check out were super-easy…that was a real plus. The host communicated in a timely manner and was very welcoming. Would stay here again in a heartbeat!"
The price is AU$752
includes taxes & fees
10 Feb - 11 Feb
NEW! Pinehurst Eight Sleeps 10!

Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub

10.0 out of 10, Exceptional, (106)
"The property is great for a couples trip which we did. Walkability to the Village is wonderful. Back yard space is enjoyable and the hot tub was great. We look forward to coming back. "
The price is AU$1,565
includes taxes & fees
16 Feb - 17 Feb
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub

1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12

10.0 out of 10, Exceptional, (73)
"Loved the house and location and will stay here again on the next trip to Pinehurst. "
1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12

Newly Renovated Property.

10.0 out of 10, Exceptional, (99)
"If you’re a golf fanatic this place is perfect. Nestled between 17 green on No 5 and 18 green on No 3 this condo is a golfers’ paradise. 5 min walk to Cradle, Thistle Dhu, main Pinehurst Clubhouse, No 2 & No 4, the Deuce restaurant and more. Inside the condo is golf theme and decor everywhere. The condo the clean, comfortable and perfect for our needs. 4 people total. 2 dads and 2 sons (kids age 12) for a golf trip. Will definitely stay here again."
The price is AU$472
includes taxes & fees
9 Feb - 10 Feb
Newly Renovated Property.

The 19th Hole: Sleeps 10. Pool Table, Fire Pit

10.0 out of 10, Exceptional, (25)
"We absolutely loved this house!!! We were in town for a wedding and it was a perfect location to get to everything!! I just wish we could have been able to spend more time there, it is a perfect place to stay, hope we can get back sometime! Highly recommend!!!"
The price is AU$809
includes taxes & fees
9 Feb - 10 Feb
The 19th Hole: Sleeps 10. Pool Table, Fire Pit

Lakefront home in a Gated Community, 10 miles from Pinehurst Village

9.8 out of 10, Exceptional, (178)
"Long weekend visiting extended family in NC. We thoroughly enjoyed this property especially the ample outdoor space. Morning coffee on the porch as the sun rose, paddling around the lake during the day, relaxing evenings... a great stay. The house is older but was meticulously clean. Would stay again."
Lakefront home in a Gated Community, 10 miles from Pinehurst Village

Lakefront Pinehurst Condo 2BD/2BA

10.0 out of 10, Exceptional, (45)
"A very clean place to stay with all of the conveniences needed. Great views of the lake! We will come back for sure!"
Lakefront Pinehurst Condo 2BD/2BA

Pinehurst Tree House

9.8 out of 10, Exceptional, (103)
"Great property and location! Only issue was that the GPS took us to the wrong section of tree houses and it was difficult to find the correct entrance in the dark. Otherwise the place was great, our kids loved it, and the location was excellent!"
Pinehurst Tree House

The Perfect Lie in Pinehurst! A golfer's paradise!

10.0 out of 10, Exceptional, (27)
"Nice condo. Well equipped and clean. "
The price is AU$426
includes taxes & fees
9 Feb - 10 Feb
The Perfect Lie in Pinehurst! A golfer's paradise!

High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

10.0 out of 10, Exceptional, (26)
"This property is conveniently located in Pinehurst. It has great amenities, is adorably decorated and just a cozy spot. My husband, daughter and I stayed here for 4 nights. There was "
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

Beautiful 1920's Craftsman-Downtown Southern Pines

10.0 out of 10, Exceptional, (59)
"We stayed for a short golf trip . The house is full of characters. Clean and nicely decorated. We loved it and will return for longer stay . "
The price is AU$505
includes taxes & fees
23 Feb - 24 Feb
Beautiful 1920's Craftsman-Downtown Southern Pines

Lakeside Condo on Pinehurst #5

10.0 out of 10, Exceptional, (9)
"Wonderful property with gorgeous view. Everyone had a great time. "
The price is AU$468
includes taxes & fees
9 Mar - 10 Mar
Lakeside Condo on Pinehurst #5

The Mulligan!

9.8 out of 10, Exceptional, (15)
"Overall perfect placeGreat location SpotlessComfortable Would definitely stay again "
The price is AU$749
includes taxes & fees
11 Feb - 12 Feb
The Mulligan!

Jan & Feb DISCOUNT! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

10.0 out of 10, Exceptional, (41)
"We had a wonderful stay at the house. The place was just as advertised and then some. The host was very accommodating and attentive to our needs. The location is great and you just can’t go wrong with this place. Added bonus, the family enjoyed fun time at the pool table which was a nice extra feature. "
Jan & Feb DISCOUNT! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

2.0 star property
10.0 out of 10, Exceptional, (2)
"This house was perfect for our group's needs. With all beds in each of the bedrooms and bathrooms throughout the house, we settled in comfortably. The house was wonderful for gathering in the common areas as well. It was in a neighborhood, but still felt somewhat secluded. Everything felt clean and well maintained. "
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

235 SW Lake Forest - Pinehurst Lake House With Hot Tub & Pool - 6 Bedrooms

9.0 out of 10, Wonderful, (26)
"Very nice home that is spacious and can accommodate a large group. A lot of amenities provided as well to entertain guests. Really enjoyed my stay and will recommend. "
235 SW Lake Forest - Pinehurst Lake House With Hot Tub & Pool - 6 Bedrooms

136 Lakeview - 2 bed/2 bath condo with access to the community pool!

9.6 out of 10, Exceptional, (52)
"Very nice property "
136 Lakeview - 2 bed/2 bath condo with access to the community pool!

Gene's Green - Mins from downtown!

10.0 out of 10, Exceptional, (23)
"Very nice rental, clean and was well stocked so not necessary to go to the store for your basic needs. Great location to Pinehurst club house too. Highly recommend this rental very well priced. "
The price is AU$578
includes taxes & fees
10 Feb - 11 Feb
Gene's Green - Mins from downtown!

Pinehurst Lake House Retreat - Pinehurst Lake Front Property With a Pool

9.4 out of 10, Exceptional, (27)
"This house was a great place for our group. Well located to golf, plenty of beds and good areas for gathering our group together for activities (pool, cards, swimming). 5/5 stars all around!"
Pinehurst Lake House Retreat - Pinehurst Lake Front Property With a Pool

600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20

9.8 out of 10, Exceptional, (58)
"This place has it all. 11 guys coming together for a weekend of golf and this place provided everything we needed to enjoy ourselves all weekend. The house was in fantastic condition, all of the amenities were accounted for and is a 10 out of 10 on the luxury scale. Recommend to anyone. "
600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20
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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Other types of properties in Five Points you may be interested in

Springhill Suites By Marriott Pinehurst Southern Pines

3.0 star property
8.8 out of 10, Excellent, (380)
"The staff were all extremely friendly and the breakfast was good."
The price is AU$209
includes taxes & fees
23 Feb - 24 Feb
Springhill Suites By Marriott Pinehurst Southern Pines

Comfort Inn Pinehurst - Southern Pines

2.5 star property
8.4 out of 10, Very good, (850)
"My trip was nice."
The price is AU$183
includes taxes & fees
2 Mar - 3 Mar
Comfort Inn Pinehurst - Southern Pines

Days Inn & Conf Center by Wyndham Southern Pines Pinehurst

2.0 star property
6.6 out of 10, (781)
"Everything was alright. Nice checkvin, clerk was very friendly, and thoughtful."
The price is AU$94
includes taxes & fees
23 Feb - 24 Feb
Days Inn & Conf Center by Wyndham Southern Pines 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.

Frequently asked questions

Are there holiday rentals in Five Points?

Yes, there are holiday rentals in Five Points close to Carolina Horse Park, 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?

NEW! Pinehurst Eight Sleeps 10!: 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.

What can I see and do in Five Points?

While exploring the area, visit family-friendly sights like Carolina Horse Park, or get outside and enjoy nature at Lake Rim Park. In the wider area, you’ll find Deercroft Golf Course and Southern Pines Golf Club.

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.