Whispering Pines Vacation Rentals

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Vacation Rentals in Whispering Pines

Oasis: Walk to Village, Heated Pool, King Beds, Fire Pit, Hot Tub, 3 houses,
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 CA $1,613
CA $2,840 total
includes taxes & fees
Jun 9 - Jun 10
Oasis: Walk to Village, Heated Pool, King Beds, Fire Pit, Hot Tub, 3 houses,
Newly Renovated Property.
10.0 out of 10, Exceptional, (79)
"Went to visit a friend in Pinehurst for the weekend. The location was perfect as was the condo. We had a very enjoyable time."
The price is CA $204
CA $429 total
includes taxes & fees
Jun 2 - Jun 3
Newly Renovated Property.
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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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
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
10.0 out of 10, Exceptional, (13)
"Nice house in a good location. We enjoyed our visit."
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
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 CA $239
CA $558 total
includes taxes & fees
May 31 - Jun 1
NEW LISTING!! 9 Pinehurst Golf-Front Condo! AVAILABLE FOR THE U.S. OPEN
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!
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!
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!
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
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
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 CA $94
CA $246 total
includes taxes & fees
May 30 - May 31
11 E Pinehurst Manor (Rented during 2024 US Open)
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 CA $205
CA $467 total
includes taxes & fees
May 30 - May 31
Stunning Lake front views in Pinehurst with a pool!
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!
1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12
10.0 out of 10, Exceptional, (58)
"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
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 CA $189
CA $448 total
includes taxes & fees
May 30 - May 31
Luxurious, peaceful and cozy townhome in the heart of Pinehurst
NEW! Pinehurst Eight Sleeps 10!
9.4 out of 10, Exceptional, (59)
"Beautiful, quiet neighborhood close to everything we needed."
The price is CA $271
CA $769 total
includes taxes & fees
Jun 5 - Jun 6
NEW! Pinehurst Eight Sleeps 10!
19F Pinehurst Condo (Available During 2024 US Open)
9.0 out of 10, Wonderful, (34)
"Very clean and conveniently located."
The price is CA $108
CA $265 total
includes taxes & fees
Jun 3 - Jun 4
19F Pinehurst Condo (Available During 2024 US Open)
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!
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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

Days Inn & Conf Center by Wyndham Southern Pines Pinehurst
2.0 star property
6.6 out of 10, (697)
"Being renovated but was ok for my needs"
The price is CA $102
CA $112 total
includes taxes & fees
Jun 26 - Jun 27
Days Inn & Conf Center by Wyndham Southern Pines Pinehurst
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 CA $108
CA $119 total
includes taxes & fees
May 30 - May 31
SureStay Plus Hotel by Best Western Southern Pines Pinehurst
Comfort Inn Pinehurst
2.5 star property
8.2 out of 10, Very good, (728)
"Clean & accommodating."
The price is CA $160
CA $176 total
includes taxes & fees
Jun 23 - Jun 24
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Whispering Pines?

Yes, there are vacation rentals close to the most popular points of interest in Whispering Pines, or you can choose a more secluded option if you'd like a relaxing place to stay.

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

Oasis: Walk to Village, Heated Pool, King Beds, Fire Pit, Hot Tub, 3 houses,: This vacation home rental near Whispering Pines offers an indoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Whispering Pines?

Choose from 11 Expedia vacation rentals in Whispering Pines for a memorable vacation.

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 larger area.

What’s a vacation rental in Whispering Pines like?

Vacation rentals are privately owned properties you can book for several days or longer in Whispering Pines. Vacation rentals offer extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family trips.

Recent reviews of Whispering Pines properties
Expedia verified reviews