Whispering Pines Holiday Rentals

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Holiday Rentals in Whispering Pines

Our top choices for Whispering Pines holiday rentals

The Bobby Jones on Pinehurst No. 3, 2BD / 2BA surrounded by Pinehurst Golf

9.8 out of 10, Exceptional, (39)
"Had a great time staying here. Played No. 3 and No. 1 then hung out at the cradle for a few drinks and then just walked back. Top notch location."
The price is AU$428
includes taxes & fees
24 Aug - 25 Aug
The Bobby Jones on Pinehurst No. 3, 2BD / 2BA surrounded by Pinehurst Golf

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (86)
"Property was amazing. Super clean and conveniently located to town. Definitely recommend and would book again. "
The price is AU$717
includes taxes & fees
25 Aug - 26 Aug
NEW! Pinehurst Eight Sleeps 10!

Pinehurst 3BR/2BA. Walking distance to clubhouse. North & South and US kids.

9.8 out of 10, Exceptional, (72)
"Great accommodations, great location. The updates to the condo were fantastic!"
Pinehurst 3BR/2BA. Walking distance to clubhouse. North & South and US kids.

Spacious Family Gem in Sanford with playground and WiFi. Enjoy your stay!

9.6 out of 10, Exceptional, (9)
"The home is clean and spacious with comfortable beds and a modern kitchen. Check in was easy and the owner was very responsive. We would definitely stay here again."
Spacious Family Gem in Sanford with playground and WiFi. Enjoy your stay!

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

9.8 out of 10, Exceptional, (189)
"We enjoyed our stay it was a very quiet,cozy,peaeful location. Made memories with our grand baby cousins from WI & NC met in person fir the first time. Hope to come again. "
Lakefront home in a Gated Community, 10 miles from Pinehurst Village

Golf front home with 8 beds

9.8 out of 10, Exceptional, (148)
"The house was beautiful and had all we needed for our stay. The golf memorabilia that the owner had on display was fantastic. We had a great time. "
Golf front home with 8 beds

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

9.8 out of 10, Exceptional, (51)
"Clean great views centrally located "
The price is AU$399
includes taxes & fees
25 Aug - 26 Aug
The Perfect Lie in Pinehurst! A golfer's paradise!

Newly Renovated Property.

10.0 out of 10, Exceptional, (121)
"nice clean place excellent location and view stayed there at least 3 times "
The price is AU$505
includes taxes & fees
1 Sept - 2 Sept
Newly Renovated Property.

Secluded Cabin in the Woods, near Carolina Horse Park and Valkyrie Sporthorses

10.0 out of 10, Exceptional, (57)
"Always look forward to staying at this cabinSo peaceful free a crazy day at the horse show"
Secluded Cabin in the Woods, near Carolina Horse Park and Valkyrie Sporthorses

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

10.0 out of 10, Exceptional, (125)
"Our group really enjoyed the home and the property. The outdoor hot tub was amazing!"
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub

NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room

10.0 out of 10, Exceptional, (5)
"I’ve stayed at a lot of rentals in Pinehurst and all over the world and this has to be #1Every room is unique and comfortable.It is decked out with amenities that are well taken care of! It feels like a high end hotel but can sleep 14!We looked at others that were lower priced but so glad we chose this one because it’s well worth it!"
The price is AU$1,815
includes taxes & fees
25 Aug - 26 Aug
NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room

Lakeside Condo on Pinehurst #5

10.0 out of 10, Exceptional, (20)
"Great location, quiet building, easy instructions, clean and updated, comfortable beds and plenty of space. As advertised. Would stay again. "
The price is AU$438
includes taxes & fees
31 Aug - 1 Sept
Lakeside Condo on Pinehurst #5

Pinehurst Village Vacation House w/ private pool & (8) beds

10.0 out of 10, Exceptional, (70)
"Loved the game room, promixty to restaurants"
Pinehurst Village Vacation House w/ private pool & (8) beds

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

2.0 star property
9.8 out of 10, Exceptional, (7)
"This is the perfect golf weekend house, everyone. Super close to all the courses, super responsive owners, and is fairly priced.One note: Bring your own soap and shampoo."
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst

Great golf property - walking distance to Pinehurst Resort

10.0 out of 10, Exceptional, (98)
"Very nice for the price. The beds are small but what we expected. "
The price is AU$449
includes taxes & fees
24 Aug - 25 Aug
Great golf property - walking distance to Pinehurst Resort

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

10.0 out of 10, Exceptional, (60)
"The property was so clean and had so baby thoughtful touches. The kitchen was well stocked to make simple meals. The air-conditioning and fan made it a cool retreat in the unbreable heat! "
The price is AU$324
includes taxes & fees
24 Aug - 25 Aug
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

The Holiday House - 5 Bedroom Pinehurst Home

10.0 out of 10, Exceptional, (23)
"Beautiful property and very clean. Very close to Pinehurst golf courses "
The Holiday House - 5 Bedroom Pinehurst Home

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

9.4 out of 10, Exceptional, (71)
"Wonderful Condo.Really enjoyed our stay."
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, (143)
"Excellent stay for a friend's wedding with 8 adults. Plenty of beds as the place is set up for big groups/golf trips. Pool and chairs and outdoor bar were all excellent. Very responsive and helpful hosts."
Pinehurst Vacation House w/ pool & (9) beds

Peaceful Southern Pines Home w/ Pool + Yard!

9.6 out of 10, Exceptional, (42)
"Great house to hang together before and after rounds of golf. "
Peaceful Southern Pines Home w/ Pool + Yard!
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 Whispering Pines Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Whispering Pines?

Yes, there are holiday rentals close to the most popular sights in Whispering Pines, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Whispering Pines has to offer?

Historic Cottage with Private Pool, Firepit, EV Charging Walk to Village: This holiday home rental outside of Whispering Pines offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Whispering Pines?

Choose from 4 Expedia holiday rentals in Whispering Pines for a memorable holiday.

What’s there to see and do in Whispering Pines?

Explore the area and family-friendly sights such as Carolina Horse Park, or get out into nature at a spot like Sandhills Horticultural Gardens. Country Club of Whispering Pines and Talamore Golf Resort are a couple of places you'll find in the wider area.

What’s a holiday rental in Whispering Pines like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Whispering Pines. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a small group gathering.