Whispering Pines Holiday Rentals

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Holiday Rentals in Whispering Pines

Property grounds
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub
10.0 out of 10, Exceptional, (82)
"Had a quick getaway trip and loved this place, especially the outdoor space for relaxing. Will definitely be back."
The price is NZ$1,814
includes taxes & fees
28 May - 29 May
Pool Open and Heated March 13: King Beds, Walk to Village, Fire Pit, Hot Tub
View from property
Newly Renovated Property.
10.0 out of 10, Exceptional, (78)
"The girls when to Pinehurst for a3 days of golfing and shopping and had a great time. Everything was just as expected, in fact even better. Would hightly recommend to anyone and will stay again in future."
The price is NZ$514
includes taxes & fees
27 May - 28 May
Newly Renovated Property.
Pool
Pinehurst Vacation House w/ pool & (9) beds
10.0 out of 10, Exceptional, (117)
"Everything was as described. Great Stay, Great property!"
Pinehurst Vacation House w/ pool & (9) beds
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Property grounds
Pinehurst Tree House
9.8 out of 10, Exceptional, (82)
"or communication. Would still highly recommend this property. I just am disappointed and quite frustrated with the management company."
Pinehurst Tree House
Private kitchen
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
10.0 out of 10, Exceptional, (12)
"Nice house in a good location. We enjoyed our visit."
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
Pool
NEW LISTING!! 9 Pinehurst Golf-Front Condo! AVAILABLE FOR THE U.S. OPEN
10.0 out of 10, Exceptional, (2)
"We came to visit my parents and it was great to have rooms for each of our two kids. It was very clean and had a very nice decor. We had a great time and would love to stay here again."
The price is NZ$669
includes taxes & fees
27 May - 28 May
NEW LISTING!! 9 Pinehurst Golf-Front Condo! AVAILABLE FOR THE U.S. OPEN
Pool
600 Linden Rented for 2024 Open!
10.0 out of 10, Exceptional, (49)
"Great overall home for our group of 16 on an annual golf trip! The location was convenient to the surrounding courses, restaurants; etc. in Pinehurst/Southern Pines. Thanks!"
600 Linden Rented for 2024 Open!
Exterior
Walk to the US Open!
9.8 out of 10, Exceptional, (121)
"Condo was exactly as listed, well stocked, and quiet."
Walk to the US Open!
Property grounds
ASK ME ABOUT DISCOUNTS BEFORE YOU BOOK!
10.0 out of 10, Exceptional, (16)
"Super quiet, very comfy and cozy 😊! The only problem we had, was having to go back to our stressful lives 😂. Definitely will come back?"
ASK ME ABOUT DISCOUNTS BEFORE YOU BOOK!
Fridge, microwave, oven, dishwasher
Chipping-Inn 12 Bed Golf House
10.0 out of 10, Exceptional, (48)
"We stayed here for Easter weekend along. Great set up for kids and adults - indoor/outdoor games, clean house, comfortable sleeping and bathroom arrangements. Would definitely recommend!"
Chipping-Inn 12 Bed Golf House
Fridge, microwave, oven, dishwasher
25 McQueen - 4 Bedroom House with Pool - Available for 2024 Open!
9.8 out of 10, Exceptional, (30)
"Nestled in a beautiful, wooded neighborhood this property is modern and sparkling new inside! It’s located close to everything you need. We stayed over Thanksgiving and it was perfect for our adult children and their significant others."
25 McQueen - 4 Bedroom House with Pool - Available for 2024 Open!
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
9.8 out of 10, Exceptional, (168)
"We rented this cabin for friends, a mother and 2 small children. This is the 7th or 8th time we've rented it for friends and it never disappoints. The size is perfect, the furnishings are nice and outside is perfect for adults or children. We love this cabin!"
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
Fridge, microwave, oven, stovetop
11 E Pinehurst Manor (Rented during 2024 US Open)
9.4 out of 10, Exceptional, (24)
"Clean and perfect. Not ideal for anyone with mobility issues due to steps leading down to entrance."
The price is NZ$293
includes taxes & fees
27 May - 28 May
11 E Pinehurst Manor (Rented during 2024 US Open)
Balcony
Stunning Lake front views in Pinehurst with a pool!
10.0 out of 10, Exceptional, (85)
"The location of the property is absolutely ideal, providing short trips to the villages of Pinehurst, Southern Pines and Aberdeen. The setting provides a totally unobstructed view of Pinehurst Lake and the condominium itself was absolutely perfect for the four of us traveling together, for the three days we were there. Communication with the host was flawless, the directions extremely concise and the home itself was very well equipped for our short stay. Highly enjoyable and recommended."
The price is NZ$566
includes taxes & fees
27 May - 28 May
Stunning Lake front views in Pinehurst with a pool!
Property grounds
Center of Old Town, private pool, and walk to restaurants and bars!
9.4 out of 10, Exceptional, (102)
"The location of McCaskill Cottage is perfect for easy walks to the Village of Pinehurst. Everything in the listing was exactly as described and the photos are all accurate. The area is beautifully quaint and we enjoyed our visit very much!"
Center of Old Town, private pool, and walk to restaurants and bars!
Property grounds
1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12
10.0 out of 10, Exceptional, (57)
"What an epic weekend and this house made it even better. We had plenty of room for everyone and plenty of space to hangout even with the size of our group. Having the downstairs game room was awesome we mainly hangout in that room all weekend. Location was awesome right down road from Pinehurst Country Club and surrounded by golf courses. Plenty of space for cars to park. We fit two in the garage and 6 in the driveway just overall an amazing weekend."
1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12
Fridge, microwave, oven, stovetop
Luxurious, peaceful and cozy townhome in the heart of Pinehurst
10.0 out of 10, Exceptional, (33)
"This was our second stay at Andrea’s condo and it is everything as advertised and more! My family was there for a golf tournament my 2 daughters were playing in and we were welcomed not only with a clean and beautiful condo, but also a lovely gift basket by the door with goodies for my daughters including golf balls, water bottles, and a game for us to play in the evenings - it was a wonderful way to start the trip! We like to cook as much as possible when we are on the road and the kitchen was...
The price is NZ$543
includes taxes & fees
27 May - 28 May
Luxurious, peaceful and cozy townhome in the heart of Pinehurst
Fridge, microwave, oven, stovetop
NEW! Pinehurst Eight Sleeps 10!
9.4 out of 10, Exceptional, (59)
"Beautiful, quiet neighborhood close to everything we needed."
The price is NZ$922
includes taxes & fees
27 May - 28 May
NEW! Pinehurst Eight Sleeps 10!
Fridge, microwave, oven, stovetop
19F Pinehurst Condo (Available During 2024 US Open)
9.0 out of 10, Wonderful, (34)
"Very clean and conveniently located."
The price is NZ$312
includes taxes & fees
27 May - 28 May
19F Pinehurst Condo (Available During 2024 US Open)
Pool
Peaceful Southern Pines Home w/ Pool + Yard!
9.6 out of 10, Exceptional, (21)
"To say this property meets all of the printed expectations is a simple response. ABOVE AND BEYOND what we expected! Plenty of comfort upgrades, little notes to help at each area we may have had issues and quick response from property helped us to settle in quickly and enjoy the lovely weather and quiet neighborhood!"
Peaceful Southern Pines Home w/ Pool + Yard!
Don't see what you're looking for?
See all available properties in Whispering Pines
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.

Other types of properties in Whispering Pines you may be interested in

Outdoor banquet area
Days Inn & Conf Center by Wyndham Southern Pines Pinehurst
2.0 star property
6.6 out of 10, (696)
"Very polite front desk help. Clean and safe feel to it. Great value for the money spent."
The price is NZ$118
includes taxes & fees
29 May - 30 May
Days Inn & Conf Center by Wyndham Southern Pines Pinehurst
In-room safe, desk, laptop workspace, iron/ironing board
SureStay Plus Hotel by Best Western Southern Pines Pinehurst
2.5 star property
7.6 out of 10, Good, (823)
"Great value for the price. Only downfall was the AC didn't cool very well."
The price is NZ$142
includes taxes & fees
27 May - 28 May
SureStay Plus Hotel by Best Western Southern Pines Pinehurst
Exterior
Comfort Inn Pinehurst
2.5 star property
8.2 out of 10, Very good, (727)
"Clean & accommodating."
The price is NZ$205
includes taxes & fees
27 May - 28 May
Comfort Inn 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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Whispering Pines holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Whispering Pines. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Whispering Pines. Seeing all the best attractions is bound to make you fall in love with Whispering Pines. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Whispering Pines short-term rentals, that won’t be hard to do.

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 an indoor pool, a fireplace 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. 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 11 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. The Carolina Golf Course and Pine Needles Golf Club 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.

Recent reviews of Whispering Pines properties
Expedia verified reviews