A dense forest with tall trees and a grassy clearing.

Whispering Pines Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Whispering Pines vacation rentals

A dining area with a large table, chairs, and a view of a lake through glass doors.

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.
$468 nightly
The price is $529
Nov 17 - Nov 18
Total with taxes and fees
Lakefront Retreat Mins to Golf! Sleeps 8 guests!
A bedroom with a bed, a desk, a chair, a ceiling fan, and a view through a glass door.

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.
$135 nightly
The price is $153
Nov 9 - Nov 10
Total with taxes and fees
Located in # 6 golf community, close to First Health Moore Regional Hospital.
A modern living room with a wooden floor, a leopard print rug, a white console table with a lamp, and a large plant.

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.
$152 nightly
The price is $157
Nov 8 - Nov 9
Total with taxes and fees
Cottage on Ridge- Short & Extended Stays
A house with a front porch, steps leading to a green door, and a welcome mat.

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.
$187 nightly
The price is $211
Nov 8 - Nov 9
Total with taxes and fees
The Cottage at Knollwood Manor
A modern bedroom with a bed, a desk, and a balcony with a chair.

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.
$221 nightly
The price is $250
Nov 8 - Nov 9
Total with taxes and fees
The Lucky Lie - Entire Condo in Pinehurst
A single-story house with a gray exterior, white trim, and a front porch.

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.
$155 nightly
The price is $169
Nov 8 - Nov 9
Total with taxes and fees
Walkable Cottage, Pet Friendly with Fenced Patio
A kitchen with wooden cabinets, a stainless steel sink, a dishwasher, an oven, and a stovetop.

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
$153 nightly
The price is $172
Nov 9 - Nov 10
Total with taxes and fees
Studio Seven at Pine Valley
A modern kitchen with a double sink, a coffee maker, and a variety of snacks on the counter.

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.
$184 nightly
The price is $208
Nov 10 - Nov 11
Total with taxes and fees
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
A modern kitchen with white cabinets, a stainless steel refrigerator, a dishwasher, and a microwave. There are two bar stools and a breakfast bar with various items on it.

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.
$179 nightly
The price is $202
Nov 8 - Nov 9
Total with taxes and fees
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
A modern kitchen with a white island, yellow bar stools, stainless steel appliances, and large windows with curtains.

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.
$228 nightly
The price is $258
Nov 16 - Nov 17
Total with taxes and fees
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
A bedroom with a bed, a ceiling fan, a window with blinds, a bedside table with a lamp, and a door.

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.
$317 nightly
The price is $358
Nov 16 - Nov 17
Total with taxes and fees
Polo & Pine Retreat
A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

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.
$339 nightly
The price is $383
Nov 10 - Nov 11
Total with taxes and fees
Isle of the Pines, 1 mile from The Village of Pinehurst!
A spacious living room with a fireplace, a dining area, and a view of the outdoors.

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.
$387 nightly
The price is $438
Nov 9 - Nov 10
Total with taxes and fees
The Mulligan!
A modern kitchen with white cabinets, stainless steel appliances, and a black countertop.

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.
$258 nightly
The price is $291
Nov 15 - Nov 16
Total with taxes and fees
Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
A two-story house with a white exterior, a brick chimney, and a covered porch.

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.
$197 nightly
The price is $204
Nov 8 - Nov 9
Total with taxes and fees
Upstairs at the Estate - Across from SP Golf Club
A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

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
$232 nightly
The price is $262
Nov 9 - Nov 10
Total with taxes and fees
The McCaskill Cottage in the Village of Pinehurst!
A modern living space with a loft bedroom, kitchen, and dining area.

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
$210 nightly
The price is $238
Nov 16 - Nov 17
Total with taxes and fees
House in the Pines - Tiny Home Near Southern Pines
A rustic wooden cabin with a black door, a window with colorful mugs, and a welcome mat on the deck.

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.
$134 nightly
The price is $139
Nov 8 - Nov 9
Total with taxes and fees
Loft Cottage on Ridge<br>? Short & Extended Stays?
A lake with houses and a dock.

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.
$258 nightly
The price is $291
Nov 11 - Nov 12
Total with taxes and fees
Stunning Lake front views in Pinehurst with a pool!
A modern kitchen with white cabinets, a dining area with a wooden table and chairs, and a large window with a view of the outside.

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.
$238 nightly
The price is $269
Nov 9 - Nov 10
Total with taxes and fees
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.
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Top Whispering Pines Hotel Reviews

Springhill Suites By Marriott Pinehurst Southern Pines

Springhill Suites By Marriott Pinehurst Southern Pines

10/10 Excellent
"The room was very nice and had plenty of extra room for the 2 of us"
Len 1-night trip
Posted 1 day ago
Springhill Suites By Marriott Pinehurst Southern Pines

Find out more about Whispering Pines

Everything you need to know about Whispering Pines vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Whispering Pines vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Whispering Pines vacation 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 low season months. For more hustle and bustle, you may prefer to visit Whispering Pines in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $150 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Whispering Pines rentals

At Expedia, we put the best Whispering Pines vacation 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 vacation.

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.

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.