Photo by Got The Travel Bug Too

Holiday Rentals in Five Points

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Holiday Rentals in Five Points

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

10.0 out of 10, Exceptional, (104)
"Great"
The price is €1,018
includes taxes & fees
20 Jan - 21 Jan
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (73)
"What a beautiful place!!! It’s just as gorgeous as the photos! I highly recommend this property! I made a booking blunder and the host went above and beyond to help me get it fixed. The communication was amazing throughout the stay. The house was stocked with everything you would need. The location is great! I would definitely book this property again. "
The price is €455
includes taxes & fees
20 Jan - 21 Jan
NEW! Pinehurst Eight Sleeps 10!

Pinehurst Tree House

9.8 out of 10, Exceptional, (101)
"Great stay at a unique spot! We’ve been coming to Pinehurst for 10 years and mixed things up to try the tree house. What a treat! Cozy and convenient. Loved the location and the lake views especially at sunrise.Hope to be back!"
Pinehurst Tree House

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 €270
includes taxes & fees
22 Jan - 23 Jan
Newly Renovated Property.

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

10.0 out of 10, Exceptional, (72)
"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

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 €499
includes taxes & fees
17 Feb - 18 Feb
The 19th Hole: Sleeps 10. Pool Table, Fire Pit

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

Lakefront Pinehurst Condo 2BD/2BA

10.0 out of 10, Exceptional, (44)
"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

19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3

9.2 out of 10, Wonderful, (46)
"The property was good size for just the two of us. It was clean, however the lighting was terrible, several light bulbs wereout. There was no hairdryer which should be a standard in any unit. whdifficult to read. "
The price is €215
includes taxes & fees
18 Jan - 19 Jan
19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3

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!

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

10.0 out of 10, Exceptional, (26)
"Nice condo. Well equipped and clean. "
The price is €266
includes taxes & fees
24 Jan - 25 Jan
The Perfect Lie in Pinehurst! A golfer's paradise!

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 €312
includes taxes & fees
20 Jan - 21 Jan
Beautiful 1920's Craftsman-Downtown Southern Pines

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

9.6 out of 10, Exceptional, (52)
"We were very pleased with this property. It was very clean, and the kitchen had everything we needed. Also very quiet! Highly recommend!"
136 Lakeview - 2 bed/2 bath condo with access to the community pool!

Pinehurst Vacation House w/ pool & (9) beds

10.0 out of 10, Exceptional, (129)
"Everything about the house was perfect. There is plenty of room, the layout is great for everyone having their own space, the backyard is amazing, location is great for quick store runs, honestly was just the perfect house for our stay! "
Pinehurst Vacation House w/ pool & (9) beds

Gene's Green - Mins from downtown!

10.0 out of 10, Exceptional, (21)
"Spontaneous trip to get away and found ourselves at Gene’s Green for our first trip to Pinehurst. The location was perfect for exploring the area. The apartment was just as described, so welcoming. Cozy throws for cool evenings were a nice touch.The bed in the primary bedroom was so comfortable! I worked during the day from the dining room, which worked perfectly. I had my own designated space out of the way of the main living area and a window for natural light. We are already planning our...
The price is €359
includes taxes & fees
2 Feb - 3 Feb
Gene's Green - Mins from downtown!

Pool side Paradise near Fort Liberty, Pinehurst, Southern Pines, hot tub & Golf!

9.6 out of 10, Exceptional, (39)
"The house was nice and roomy. "
Pool side Paradise near Fort Liberty, Pinehurst, Southern Pines, hot tub & Golf!

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

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

Large House w/ Private pool - perfect for Golfing Groups (12) beds

10.0 out of 10, Exceptional, (69)
"We enjoyed staying at this house, lots of activities for children between pool and ping pong! We hope to stay here again!"
Large House w/ Private pool - perfect for Golfing Groups (12) beds
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.
Don't see what you're looking for?
See all available properties in Five Points
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Five Points you may be interested in

Springhill Suites By Marriott Pinehurst Southern Pines

3.0 star property
8.6 out of 10, Excellent, (673)
"Great hotel in a nice location. Lots of dining options close by. Staff was warm and welcoming. Hotel room was spacious, comfortable and clean!!"
The price is €126
includes taxes & fees
15 Feb - 16 Feb
Springhill Suites By Marriott Pinehurst Southern Pines

Comfort Inn Pinehurst - Southern Pines

2.5 star property
8.4 out of 10, Very good, (843)
"Place is always very clean . Staff always friendly and efficient. "
The price is €113
includes taxes & fees
30 Jan - 31 Jan
Comfort Inn Pinehurst - Southern Pines

Carolina Pine Inn

2.0 star property
8.8 out of 10, Excellent, (363)
"Create a relaxing and enjoyable environment"
The price is €90
includes taxes & fees
5 Feb - 6 Feb
Carolina Pine Inn
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?

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 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.