Whispering Pines Vacation Rentals

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Check prices for these dates

Tonight
Aug 5 - Aug 6
Tomorrow
Aug 6 - Aug 7
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Vacation Rentals in Whispering Pines

Secluded Cabin in the Woods, near Carolina Horse Park and Valkyrie Sporthorses
Situated in a forested area, this cabin offers a welcoming entrance with a large window and door.

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

10.0 out of 10, Exceptional, (56)
"This cabin was absolutely wonderful. It's quiet and secluded but still feels safe. It's convenient to the Carolina Horse Park and not too far from Southern Pines for dinner. Would love to come stay here again!"
Secluded Cabin in the Woods, near Carolina Horse Park and Valkyrie Sporthorses
NEW! Pinehurst Eight Sleeps 10!
Enjoy cooking in the well-equipped kitchen with stainless steel appliances and a central island.

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (85)
"Excellent location and beautiful home. Very clean and had everything we needed. Would definitely stay again!"
The price is ￥20,152
￥70,651 total
includes taxes & fees
Aug 11 - Aug 12
NEW! Pinehurst Eight Sleeps 10!
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
Relax on the deck surrounded by trees, with a serene lake view.

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

9.8 out of 10, Exceptional, (189)
"Super nice property , quiet close to Pinehurst golf ! "
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room
Enjoy a serene stay in this two-story house surrounded by mature trees and a well-maintained lawn.

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

10.0 out of 10, Exceptional, (4)
"Great place and even better host! "
The price is ￥78,122
￥175,923 total
includes taxes & fees
Aug 6 - Aug 7
NEW 6BR 4BA w/ Golf Sim Hot Tub Sauna Game Room
SPECTACULAR PINEHURST #5 GOLF VIEW VILLA
Stunning single-story home with a garage and beautifully manicured lawn.

SPECTACULAR PINEHURST #5 GOLF VIEW VILLA

9.8 out of 10, Exceptional, (33)
"Great house for a buddies golf trip. Plenty of beds, huge tv to watch sports. Ideal location on Pinehurst #5. Would stay here again. "
SPECTACULAR PINEHURST #5 GOLF VIEW VILLA
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Guest room with a comfortable bed, sitting area, and kitchenette, offering a desk and chair for work and a large window with a view of the outdoors.

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

10.0 out of 10, Exceptional, (57)
"Really nice place with a great balcony. "
The price is ￥12,297
￥28,880 total
includes taxes & fees
Aug 13 - Aug 14
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Newly Renovated Property.
Cozy living space with a fireplace, TV, and comfortable seating area.

Newly Renovated Property.

10.0 out of 10, Exceptional, (119)
"nice clean place excellent location and view stayed there at least 3 times "
The price is ￥19,899
￥42,643 total
includes taxes & fees
Aug 24 - Aug 25
Newly Renovated Property.
The Barn @ Fairway Farm - 5 miles to Pinehurst CC
Pool

The Barn @ Fairway Farm - 5 miles to Pinehurst CC

10.0 out of 10, Exceptional, (18)
"This is the only place I will stay in the Pinehurst area. Owners were dynamite!"
The Barn @ Fairway Farm - 5 miles to Pinehurst CC
Lakeside Condo on Pinehurst #5
Modern kitchen with appliances, including a coffee maker, kettle, and toaster, set against a patterned tile backsplash and dark stone floor.

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 ￥15,389
￥41,411 total
includes taxes & fees
Aug 11 - Aug 12
Lakeside Condo on Pinehurst #5
Cottage on Ridge- Short & Extended Stays
Relax in this stylish living room with a comfortable sofa, dining area, and lush greenery.

Cottage on Ridge- Short & Extended Stays

9.8 out of 10, Exceptional, (32)
"Perfect little place for our long weekend."
The price is ￥13,561
￥27,225 total
includes taxes & fees
Aug 10 - Aug 11
Cottage on Ridge- Short & Extended Stays
The Bobby Jones on Pinehurst No. 3, 2BD / 2BA surrounded by Pinehurst Golf
Cozy up by the fireplace in this inviting living room, featuring comfortable seating and a sliding glass door to the outdoors.

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

10.0 out of 10, Exceptional, (34)
"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 ￥17,776
￥40,471 total
includes taxes & fees
Aug 6 - Aug 7
The Bobby Jones on Pinehurst No. 3, 2BD / 2BA surrounded by Pinehurst Golf
Newly Renovated – 2BR, 2BA, Pinehurst #3 and #5, a skip and a hop to Clubhouse
Enjoy cooking in this well-lit kitchen with a microwave, stove, and white cabinetry.

Newly Renovated – 2BR, 2BA, Pinehurst #3 and #5, a skip and a hop to Clubhouse

10.0 out of 10, Exceptional, (75)
"Very clean great host perfect location "
Newly Renovated – 2BR, 2BA, Pinehurst #3 and #5, a skip and a hop to Clubhouse
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
Relax by the fire pit surrounded by Adirondack chairs and enjoy the peaceful atmosphere.

Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses

10.0 out of 10, Exceptional, (123)
"Our group really enjoyed the home and the property. The outdoor hot tub was amazing!"
The price is ￥83,266
￥203,631 total
includes taxes & fees
Aug 6 - Aug 7
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
Pinehurst Vacation House w/ pool & (9) beds
Relax by the pool in an outdoor space with a seating area and TV.

Pinehurst Vacation House w/ pool & (9) beds

10.0 out of 10, Exceptional, (141)
"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
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
Enter a beautifully appointed entryway with a patterned rug, a bench, and a decorative table with a vase of flowers.

Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf

9.6 out of 10, Exceptional, (12)
"This location and property served our needs very well thank you!"
The price is ￥176,304
￥269,907 total
includes taxes & fees
Aug 17 - Aug 18
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
Peaceful Southern Pines Home w/ Pool + Yard!
Relax by the pool and enjoy the serene atmosphere surrounded by tall trees.

Peaceful Southern Pines Home w/ Pool + Yard!

9.6 out of 10, Exceptional, (42)
"Great place for me, my wife and kids. "
Peaceful Southern Pines Home w/ Pool + Yard!
The Robin's Egg -Walk to the Village!
Step into the serene Village Arboretum, surrounded by lush gardens and mature trees.

The Robin's Egg -Walk to the Village!

9.8 out of 10, Exceptional, (137)
"Great little cottage convenient to everything in Pinehurst"
The Robin's Egg -Walk to the Village!
Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst
Relax by the pool in a serene outdoor space with a fireplace, comfortable seating, and lush greenery.

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

2.0 star property
9.6 out of 10, Exceptional, (5)
"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
New! Insane Golf Retreat & Simulator - Bogey Bunks
Two-story house with a lawn, mature trees, and a white picket fence.

New! Insane Golf Retreat & Simulator - Bogey Bunks

2.5 star property
10.0 out of 10, Exceptional, (9)
"The home was great and the location was even better for the rounds of golf we played. "
New! Insane Golf Retreat & Simulator - Bogey Bunks
Cypress Creek golf retreat. Pool and minutes from downtown!
Enjoy a functional workspace and casual dining area in this kitchen, featuring a large island and access to a serene outdoor space.

Cypress Creek golf retreat. Pool and minutes from downtown!

9.4 out of 10, Exceptional, (20)
"Great stay. Just need more towels in the bathroom. On my return trip hope to stay here"
The price is ￥30,941
￥65,066 total
includes taxes & fees
Aug 15 - Aug 16
Cypress Creek golf retreat. Pool and minutes from downtown!
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

Holiday Inn Express Hotel & Suites Southern Pines by IHG

Holiday Inn Express Hotel & Suites Southern Pines by IHG

10/10 Excellent
"very nice and convenient! "
lin 2-night trip
Posted 17 hours ago
Holiday Inn Express Hotel & Suites Southern Pines by IHG

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?

Large House w/ Private pool - perfect for Golfing Groups 12 beds: This vacation home rental near Whispering Pines offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the arcade game room in this rental home to help you unwind.

How many vacation rentals are there in Whispering Pines?

Choose from 4 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. Country Club of Whispering Pines and Talamore Golf Resort 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.