Whispering Pines Holiday Rentals

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Holiday Rentals in Whispering Pines

Lakefront home in a Gated Community, 10 miles from Pinehurst Village
9.8 out of 10, Exceptional, (191)
"We had a fabulous time at your home. The kayaks, the canoe and lake were wonderful!"
United States
Shannon W.
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
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$411
includes taxes & fees
22 Oct - 23 Oct
Lakeside Condo on Pinehurst #5
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub
10.0 out of 10, Exceptional, (129)
"The house location was ideal! It was great having separate spaces for all the couples. The landscaping was gorgeous, and pool was pristine despite all the rain and storms we had leading up to the week which we appreciated! We very much enjoyed our time!"
United States
Brogyn B.
The price is AU$1,930
includes taxes & fees
5 Nov - 6 Nov
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub
The Cottage at Knollwood Manor
2.0 star property
10.0 out of 10, Exceptional, (11)
"Beautiful cottage and well managed. Close to great food and golf. Would definitely stay again!"
United States
Sue R.
The Cottage at Knollwood Manor
Moonshine Cottage - Time to GOLF!
9.8 out of 10, Exceptional, (205)
"Close to everything."
United States
Larry D.
Moonshine Cottage - Time to GOLF!
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$421
includes taxes & fees
20 Oct - 21 Oct
The McCaskill Cottage in the Village of Pinehurst!
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
10.0 out of 10, Exceptional, (32)
"I had a great stay! The house was beautiful, clean, spacious, and really well set up for a relaxing trip. Everything was just as described, and the location was perfect. Would definitely stay here again!"
United States
Megan S.
The price is AU$306
includes taxes & fees
20 Oct - 21 Oct
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Pinehurst Vacation House w/ pool & (9) beds
10.0 out of 10, Exceptional, (151)
"Great house with lots of space for our golf group. Hope to be back one day! "
United States
Trey B.
Pinehurst Vacation House w/ pool & (9) beds
Ramsey Cottage on Pinehurst No 9 - Spectacular️ Golf Views - Sleeps 26
10.0 out of 10, Exceptional, (38)
"Perfect place for your golf trip to stay!"
United States
Shane H.
The price is AU$2,243
includes taxes & fees
20 Oct - 21 Oct
Ramsey Cottage on Pinehurst No 9 - Spectacular️ Golf Views - Sleeps 26
NEW! Pinehurst Eight Sleeps 10!
9.4 out of 10, Exceptional, (90)
"Property was amazing. Super clean and conveniently located to town. Definitely recommend and would book again. "
United States
Brandon G.
The price is AU$713
includes taxes & fees
22 Oct - 23 Oct
NEW! Pinehurst Eight Sleeps 10!
Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village
9.8 out of 10, Exceptional, (25)
"Beautiful large home for inside get togethers with enough room for everyone to spread out. "
United States
Morgan K.
Luxurious Historic Villa - 8300ft², 7 bedrooms, 7.5 bath, on 2 acres in Village
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
10.0 out of 10, Exceptional, (44)
"Staying in Southern Pines is a great choice if visiting the Pinehurst area. Our VRBO was as advertised and we had a perfect stay."
United States
Craig D.
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
The Quail House - Marvelous 3-bedroom house - Modern luxury on Pinehurst #3
The price is AU$729
includes taxes & fees
4 Nov - 5 Nov
The Quail House - Marvelous 3-bedroom house - Modern luxury on Pinehurst #3
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
2.0 star property
9.8 out of 10, Exceptional, (10)
"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."
United States
Ian Z.
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
10.0 out of 10, Exceptional, (41)
"Love the place. Nice neighborhood and very comfortable.Excellent host!"
United States
Ronald T.
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
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$416
includes taxes & fees
19 Oct - 20 Oct
The Perfect Lie in Pinehurst! A golfer's paradise!
Great golf property - walking distance to Pinehurst Resort
10.0 out of 10, Exceptional, (100)
"Really enjoyed our stay!"
United States
Bailey B.
The price is AU$448
includes taxes & fees
20 Oct - 21 Oct
Great golf property - walking distance to Pinehurst Resort
Newly Renovated Property.
10.0 out of 10, Exceptional, (126)
"Great place"
United States
Darron G.
The price is AU$457
includes taxes & fees
2 Nov - 3 Nov
Newly Renovated Property.
Washington house
10.0 out of 10, Exceptional, (4)
"We will definitely try to stay here again when in area!"
United States
Alison W.
The price is AU$561
includes taxes & fees
16 Nov - 17 Nov
Washington house
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$378
includes taxes & fees
20 Oct - 21 Oct
The Lucky Lie - Entire Condo in 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.
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Top Whispering Pines Hotel Reviews

Find out more about Whispering Pines

Everything you need to know about Whispering Pines 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 Whispering Pines 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 Whispering Pines holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Whispering Pines holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Whispering Pines. 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 Whispering Pines 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 Whispering Pines holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Whispering Pines rentals

At Expedia, we put the best Whispering Pines 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 Whispering Pines 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 Whispering Pines 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 Whispering Pines. 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

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?

Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub: This holiday home rental outside of Whispering Pines 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.

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 Hillcrest 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.