A dense forest with tall trees and a grassy clearing.

Whispering Pines Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Whispering Pines vacation rentals

1. Lakefront Retreat Mins to Golf! Sleeps 8 guests!

Lakefront Retreat Mins to Golf! Sleeps 8 guests!
Whispering Pines
9.4 out of 10, Exceptional, (28 reviews)
"Wonderful place to go to let yourself and relax. I love how the owners had a bundle of firewood waiting and were extremely accommodating for a veteran with disabilities."
United States
Jason A.
The price is CA $227
CA $706 total
includes taxes & fees
Nov 16 - Nov 17
Lakefront Retreat Mins to Golf! Sleeps 8 guests!

2. Located in # 6 golf community, close to First Health Moore Regional Hospital.

Located in # 6 golf community, close to First Health Moore Regional Hospital.
Pinehurst
10.0 out of 10, Exceptional, (80 reviews)
"Nice cozy suite, just right for two people. Wife and I were in town for a nearby wedding and stayed here. Excellent place to stay."
United States
Thomas M.
The price is CA $95
CA $213 total
includes taxes & fees
Nov 9 - Nov 10
Located in # 6 golf community, close to First Health Moore Regional Hospital.

3. Cottage on Ridge- Short & Extended Stays

Cottage on Ridge- Short & Extended Stays
Southern Pines
9.8 out of 10, Exceptional, (50 reviews)
"Convenient, clean...a really cute place to stay."
United States
Jeffrey S.
The price is CA $105
CA $220 total
includes taxes & fees
Nov 8 - Nov 9
Cottage on Ridge- Short & Extended Stays

4. The Cottage at Knollwood Manor

The Cottage at Knollwood Manor
West Southern Pines
10.0 out of 10, Exceptional, (21 reviews)
"This is a favorite place for us to stay when in Southern Pines. It is lovely, comfortable, the host is very helpful and the location is great. "
United States
Tracey W.
The price is CA $137
CA $292 total
includes taxes & fees
Nov 8 - Nov 9
The Cottage at Knollwood Manor

5. The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.8 out of 10, Exceptional, (66 reviews)
"Always a wonderful stay!"
United States
Whitney S.
The price is CA $126
CA $349 total
includes taxes & fees
Nov 8 - Nov 9
The Lucky Lie - Entire Condo in Pinehurst

6. Walkable Cottage, Pet Friendly with Fenced Patio

Walkable Cottage, Pet Friendly with Fenced Patio
West Southern Pines
9.8 out of 10, Exceptional, (16 reviews)
"Perfect little place to stay with our dog! Would stay again."
United States
Katrina M.
The price is CA $130
CA $237 total
includes taxes & fees
Nov 8 - Nov 9
Walkable Cottage, Pet Friendly with Fenced Patio

7. Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.6 out of 10, Exceptional, (15 reviews)
"Great stay"
United States
Lauren
The price is CA $58
CA $243 total
includes taxes & fees
Nov 9 - Nov 10
Studio Seven at Pine Valley

8. Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Pinehurst
10.0 out of 10, Exceptional, (57 reviews)
"The place is very clean and well taken care of!"
United States
Britni H.
The price is CA $133
CA $289 total
includes taxes & fees
Nov 10 - Nov 11
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse

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

To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
Pinehurst
10.0 out of 10, Exceptional, (97 reviews)
"Highly recommend this location if you are staying at Pinehurst. Everything was first class all the way, we really enjoyed our stay!"
United States
Marc S. B.
The price is CA $128
CA $282 total
includes taxes & fees
Nov 8 - Nov 9
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse

10. The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Pinehurst
10.0 out of 10, Exceptional, (54 reviews)
"Very clean, great location, minutes from Pinehurst main complex, perfect for our stay"
United States
James D.
The price is CA $133
CA $360 total
includes taxes & fees
Nov 9 - Nov 10
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC

11. Polo & Pine Retreat

Polo & Pine Retreat
Pinehurst
10.0 out of 10, Exceptional, (2 reviews)
"The property was clean and looked exactly like the pictures. It was a great value and we enjoyed our stay."
United States
kevin t.
The price is CA $93
CA $499 total
includes taxes & fees
Nov 16 - Nov 17
Polo & Pine Retreat

12. Isle of the Pines, 1 mile from The Village of Pinehurst!

Isle of the Pines, 1 mile from The Village of Pinehurst!
Pinehurst
10.0 out of 10, Exceptional, (37 reviews)
"Great place, great location, great hosts."
United States
Aaron Z.
The price is CA $107
CA $536 total
includes taxes & fees
Nov 10 - Nov 11
Isle of the Pines, 1 mile from The Village of Pinehurst!

13. The Mulligan!

The Mulligan!
Pinehurst
9.8 out of 10, Exceptional, (43 reviews)
"Great location to get to all of the golf courses we played. Plenty of room for the 6 of us. Host very attentive."
United States
James N.
The price is CA $153
CA $615 total
includes taxes & fees
Nov 9 - Nov 10
The Mulligan!

14. Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit

Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
Pinehurst
10.0 out of 10, Exceptional, (13 reviews)
"Great stay!"
United States
Amanda B.
The price is CA $123
CA $407 total
includes taxes & fees
Nov 16 - Nov 17
Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit

15. Upstairs at the Estate - Across from SP Golf Club

Upstairs at the Estate - Across from SP Golf Club
Southern Pines
10.0 out of 10, Exceptional, (48 reviews)
"Great stay, just one night but had everything we needed. Queen beds are very comfortable!"
United States
Gaynell B.
The price is CA $137
CA $282 total
includes taxes & fees
Nov 8 - Nov 9
Upstairs at the Estate - Across from SP Golf Club

16. The McCaskill Cottage in the Village of Pinehurst!

The McCaskill Cottage in the Village of Pinehurst!
Old Town Pinehurst
10.0 out of 10, Exceptional, (22 reviews)
"Great location, updated interior, great overall experience"
United States
Timothy
The price is CA $128
CA $370 total
includes taxes & fees
Nov 9 - Nov 10
The McCaskill Cottage in the Village of Pinehurst!

17. House in the Pines - Tiny Home Near Southern Pines

House in the Pines - Tiny Home Near Southern Pines
Vass
10.0 out of 10, Exceptional, (1 review)
"Clean and cozy! Beat our expectations and then some. 2 mini splits so temperature control can be adjusted in the bedroom and in the living room (we liked that). Felt like home and the area and property are beautiful! Host was extremely responsive and friendly. We had a wonderful experience 👍 Thank you!"
United States
Robert
The price is CA $146
CA $332 total
includes taxes & fees
Nov 16 - Nov 17
House in the Pines - Tiny Home Near Southern Pines

18. Loft Cottage on Ridge<br>? Short & Extended Stays?

Loft Cottage on Ridge<br>? Short & Extended Stays?
Southern Pines
9.8 out of 10, Exceptional, (47 reviews)
"Great location in the middle of town but still quiet. It was just what we needed for the weekend. We visit the area regularly and would book again!"
United States
Yasmine G.
The price is CA $94
CA $194 total
includes taxes & fees
Nov 8 - Nov 9
Loft Cottage on Ridge<br>? Short & Extended Stays?

19. Stunning Lake front views in Pinehurst with a pool!

Stunning Lake front views in Pinehurst with a pool!
Pinehurst
10.0 out of 10, Exceptional, (113 reviews)
"Great place to stay!"
United States
Jody W.
The price is CA $157
CA $407 total
includes taxes & fees
Nov 11 - Nov 12
Stunning Lake front views in Pinehurst with a pool!

20. The Perfect Lie in Pinehurst! A golfer's paradise!

The Perfect Lie in Pinehurst! A golfer's paradise!
Pinehurst
9.8 out of 10, Exceptional, (82 reviews)
"Great location"
United States
Launi M.
The price is CA $145
CA $374 total
includes taxes & fees
Nov 10 - Nov 11
The Perfect Lie in Pinehurst! A golfer's paradise!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Whispering Pines Hotel Reviews

Find out more about Whispering Pines

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.

Explore a world of travel with Expedia

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?

Pristine Pinehurst #6 home - Gated backyard - 2 min to courses. Handicap Access: This vacation home near Whispering Pines is located next to a golf course and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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?

Thagard Lake and Spring Valley Lake are a couple of lovely local spots to get outside and enjoy nature. 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.