Whispering Pines Holiday Rentals

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Our top choices for Whispering Pines holiday rentals

Holiday Home in Whispering Pines

Lakefront Retreat Mins to Golf! Sleeps 8 guests!
9.4 out of 10, Exceptional, (24)
"Perfect setting for family fishing!"
United States
Anonymous traveller
The price is NZ$849
includes taxes & fees
5 Jan - 6 Jan
Lakefront Retreat Mins to Golf! Sleeps 8 guests!
10.0 out of 10, Exceptional, (67)
"Great stay in Pinehurst!"
United States
jb22901
The price is NZ$263
includes taxes & fees
11 Jan - 12 Jan
Located in # 6 golf community, close to First Health Moore Regional Hospital.

Cottage in West Southern Pines

The Cottage at Knollwood Manor
2.0 star property
9.8 out of 10, Exceptional, (15)
"Love it, was perfect for us. "
United States
Creative Technical Solutions
The price is NZ$316
includes taxes & fees
5 Jan - 6 Jan
The Cottage at Knollwood Manor
9.6 out of 10, Exceptional, (51)
"It was a lovely stay at the Lucky Lie! Super clean and the beds were amazingly comfortable. Wonderful communication with the host as well."
United States
Kelly K.
The price is NZ$390
includes taxes & fees
6 Jan - 7 Jan
The Lucky Lie - Entire Condo in Pinehurst
10.0 out of 10, Exceptional, (3)
"A great location and everything you need to cook a thanksgiving dinner "
United States
SANDRA L.
The price is NZ$513
includes taxes & fees
12 Jan - 13 Jan
Historic Mayor`s Manor | 2 King Bds • Fenced Yard

Holiday Home in Old Town Pinehurst

The McCaskill Cottage in the Village of Pinehurst!
9.8 out of 10, Exceptional, (10)
"It was a perfect stay. It had everything I needed. Hosts were great communicators. Perfect for a short stay in pinehurst and close to the hospital and downtown. Will stay there again if I am in town. "
United States
Denise
The price is NZ$437
includes taxes & fees
6 Jan - 7 Jan
The McCaskill Cottage in the Village of Pinehurst!
10.0 out of 10, Exceptional, (66)
"Great place excellent time."
United States
Vincent M.
The price is NZ$355
includes taxes & fees
13 Jan - 14 Jan
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

Condo in Pinehurst

11 E Pinehurst Manor
9.6 out of 10, Exceptional, (54)
"Nice place "
United States
john w.
The price is NZ$380
includes taxes & fees
31 Jan - 1 Feb
11 E Pinehurst Manor
10.0 out of 10, Exceptional, (14)
"We enjoyed our stay here. The house is extremely comfortable, and we loved the community pool. We would stay here again."
United States
Paula M.
The price is NZ$592
includes taxes & fees
25 Jan - 26 Jan
Cozy 3BR/2BA home in Carolina Trace ~ Sleeps 8 ~ Deck ~ Fence ~ Golf Course View
10.0 out of 10, Exceptional, (37)
"Loved Gene’s Greens! Roomy kitchen and master bedroom. Great location. Condo was perfect for our family!"
United States
Kaylan L.
The price is NZ$633
includes taxes & fees
12 Jan - 13 Jan
Gene's Green - Mins from downtown!
9.6 out of 10, Exceptional, (15)
"Great golf stay"
United States
Patrick K.
The price is NZ$575
includes taxes & fees
4 Jan - 5 Jan
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
10.0 out of 10, Exceptional, (3)
"The space was clean, comfortable and the shower was amazing!"
United States
David M.
The price is NZ$215
includes taxes & fees
3 Jan - 4 Jan
Sanford Suite Retreat - B&B near Downtown
10.0 out of 10, Exceptional, (41)
"Everything was great Location was perfect for our golf overnight!"
United States
Maria M.
The price is NZ$416
includes taxes & fees
6 Jan - 7 Jan
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

Holiday Home in Aberdeen

Putt in the Pines
9.8 out of 10, Exceptional, (17)
"We needed a stop on our way to the beach and picked Putt in the Pines because of the location and accommodating us having our dog. Everything was very nice and a lot more relaxing than a hotel. "
United States
Bob M.
The price is NZ$577
includes taxes & fees
3 Jan - 4 Jan
Putt in the Pines
9.0 out of 10, Wonderful, (17)
"This property was perfect for our last minute trip to the Pinehurst area. Easy parking and great communication for easy access at check in time. We will definitely stay here again if it is available on our next trip."
United States
Michael
The price is NZ$370
includes taxes & fees
2 Jan - 3 Jan
Beautiful 1 Bed Condo on Pinehurst Course No.5!
9.8 out of 10, Exceptional, (36)
"Great! Nice host and place"
United States
Tim K.
The price is NZ$351
includes taxes & fees
4 Jan - 5 Jan
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
10.0 out of 10, Exceptional, (9)
"Walkable to downtown and perfect weekend getaway location!"
United States
Scott B.
The price is NZ$511
includes taxes & fees
8 Jan - 9 Jan
The Downtown Pines Hideaway - Walkable to Downtown Southern Pines!
9.8 out of 10, Exceptional, (6)
"Great location !!Great condo !!"
United States
Eric Z.
The price is NZ$599
includes taxes & fees
3 Jan - 4 Jan
NEW LISTING! Pinehurst Tee Time Retreat

Holiday Home in West Southern Pines

Updated, Fenced, Pet Friendly Downtown Cottage
2.0 star property
9.8 out of 10, Exceptional, (8)
"Adorable place, clean and as advertised. Lovely and will we be back. "
United Kingdom
Molly H.
The price is NZ$306
includes taxes & fees
4 Jan - 5 Jan
Updated, Fenced, Pet Friendly Downtown Cottage

Holiday Home in Pinehurst

The Tin Cup on Pinehurst #5
9.6 out of 10, Exceptional, (38)
"Host was accommodating as needed and fantastic location"
United States
Jan R.
The price is NZ$794
includes taxes & fees
6 Jan - 7 Jan
The Tin Cup on Pinehurst #5
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 favorite 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 depends 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 NZ$243 per night. Entering your travel dates in the search wizard you might find 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?

The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit: This holiday home rental outside of Whispering Pines offers a patio, a pool table 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.

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.