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
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Whispering Pines vacation rentals

Dining

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, (27 reviews)
"Perfect setting for family fishing!"
United States
Anonymous traveler
Lakefront Retreat Mins to Golf! Sleeps 8 guests!
Exterior

2. Luxury Retreat on Pinehurst #2 w/ 11 beds & Sauna

Luxury Retreat on Pinehurst #2 w/ 11 beds & Sauna
Pinehurst
10.0 out of 10, Exceptional, (1 review)
"190 Midland was everything and more that a large group in town for golf or family could want. It’s on the 5th fairway of famous Pinehurst #2. Fully stocked, exceptionally clean, and endless amenities. The putting green, hot tub, pool table, and poker table kept everyone entertained the entire time. To top it off, the hosts were very pleasant and they even had a local concierge checking on us. Can’t wait for a visit back!"
United States
Will K.
The price is AED 2,314
AED 5,910 total
includes taxes & fees
26 Aug - 27 Aug
Luxury Retreat on Pinehurst #2 w/ 11 beds & Sauna
WiFi (free), bed sheets

3. 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, (76 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 AED 239
AED 560 total
includes taxes & fees
20 Aug - 21 Aug
Located in # 6 golf community, close to First Health Moore Regional Hospital.
Coffee/tea maker, fridge, microwave, oven

4. Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!

Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!
Pine Hurst
10.0 out of 10, Exceptional, (52 reviews)
"Great host, great house. Plenty of amenities. This was our third time staying at this location, we will be back"
United States
Randy F.
The price is AED 361
AED 1,653 total
includes taxes & fees
25 Aug - 26 Aug
Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!
TV

5. Cottage on Ridge- Short & Extended Stays

Cottage on Ridge- Short & Extended Stays
Southern Pines
9.8 out of 10, Exceptional, (49 reviews)
"Convenient, clean...a really cute place to stay."
United States
Jeffrey S.
The price is AED 342
AED 693 total
includes taxes & fees
1 Sep - 2 Sep
Cottage on Ridge- Short & Extended Stays
Exterior detail

6. The Cottage at Knollwood Manor

The Cottage at Knollwood Manor
West Southern Pines
9.8 out of 10, Exceptional, (18 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 AED 312
AED 760 total
includes taxes & fees
23 Aug - 24 Aug
The Cottage at Knollwood Manor
Interior

7. 11 E Pinehurst Manor

11 E Pinehurst Manor
Pinehurst
9.4 out of 10, Exceptional, (56 reviews)
"Nice place "
United States
john w.
The price is AED 349
AED 807 total
includes taxes & fees
20 Aug - 21 Aug
11 E Pinehurst Manor
Exterior

8. Walkable Cottage, Pet Friendly with Fenced Patio

Walkable Cottage, Pet Friendly with Fenced Patio
West Southern Pines
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay. The place was clean and had everything we needed to rest and enjoy a night away. "
United States
M T.
The price is AED 296
AED 605 total
includes taxes & fees
31 Aug - 1 Sep
Walkable Cottage, Pet Friendly with Fenced Patio
Coffee/tea maker, fridge, microwave, oven

9. Golf Front Longleaf Condo2BR/2BA

Golf Front Longleaf Condo2BR/2BA
Southern Pines
9.8 out of 10, Exceptional, (6 reviews)
"Everything was great! Host was very responsive. "
United States
Cindi N.
The price is AED 668
AED 1,488 total
includes taxes & fees
20 Aug - 21 Aug
Golf Front Longleaf Condo2BR/2BA
Dining

10. The Mulligan Manor - 1BR/1BA Condo in Pinehurst

The Mulligan Manor - 1BR/1BA Condo in Pinehurst
Pinehurst
10.0 out of 10, Exceptional, (23 reviews)
"Great stay!"
United States
Chris F.
The price is AED 331
AED 975 total
includes taxes & fees
20 Aug - 21 Aug
The Mulligan Manor - 1BR/1BA Condo in Pinehurst
Coffee/tea maker, fridge, microwave, oven

11. NEW! Pinehurst Eight Sleeps 10!

NEW! Pinehurst Eight Sleeps 10!
Pine Hurst
9.4 out of 10, Exceptional, (98 reviews)
"VRBO was clean and a good size for our family. Everything mentioned in the listing is as seen. Home appears to be newly remodeled. We had a nice weekend family gathering of 5."
United States
Wendy A.
The price is AED 369
AED 1,662 total
includes taxes & fees
25 Aug - 26 Aug
NEW! Pinehurst Eight Sleeps 10!
Dining

12. 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, (75 reviews)
"Great location"
United States
Andrew H.
The price is AED 380
AED 1,040 total
includes taxes & fees
1 Sep - 2 Sep
The Perfect Lie in Pinehurst! A golfer's paradise!
Desk, iron/ironing board, WiFi (free), bed sheets

13. The Lucky Lie - Entire Condo in Pinehurst

The Lucky Lie - Entire Condo in Pinehurst
Pinehurst
9.6 out of 10, Exceptional, (63 reviews)
"Clean and comfortable. Hosts were very helpful and friendly. Will definitely stay here again"
United States
Andrew
The price is AED 331
AED 938 total
includes taxes & fees
20 Aug - 21 Aug
The Lucky Lie - Entire Condo in Pinehurst
Terrace/patio

14. Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf

Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf
Pinehurst
9.4 out of 10, Exceptional, (18 reviews)
"Great place for a family or golf getaway! "
United States
Mike S.
The price is AED 314
AED 1,235 total
includes taxes & fees
20 Aug - 21 Aug
Calhoun Clubhouse 3BR/2BA Home • Sleeps 8 • Fire pit • Near #6 & Longleaf
Exterior

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, (45 reviews)
"We had a great stay. The beds were super comfortable, the condo was in a great location and check in and check out were seamless. We will be back! "
United States
Matea S.
The price is AED 345
AED 774 total
includes taxes & fees
20 Aug - 21 Aug
Upstairs at the Estate - Across from SP Golf Club
Coffee/tea maker, fridge, microwave, oven

16. The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit

The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit
Pinehurst
10.0 out of 10, Exceptional, (29 reviews)
"Great place. Would stay again. "
United States
Keir S.
The price is AED 621
AED 1,727 total
includes taxes & fees
23 Aug - 24 Aug
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit
TV

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 AED 375
AED 896 total
includes taxes & fees
15 Sep - 16 Sep
House in the Pines - Tiny Home Near Southern Pines
Smart TV, table tennis, books

18. The Mulligan!

The Mulligan!
Pinehurst
9.8 out of 10, Exceptional, (38 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 AED 476
AED 1,758 total
includes taxes & fees
20 Aug - 21 Aug
The Mulligan!
Coffee/tea maker, fridge, microwave, oven

19. 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
9.8 out of 10, Exceptional, (50 reviews)
"The place is very clean and well taken care of!"
United States
Britni H.
The price is AED 331
AED 784 total
includes taxes & fees
26 Aug - 27 Aug
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
Coffee/tea maker, fridge, microwave, oven

20. 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, (31 reviews)
"Amazing place!"
United States
Jeremy
The price is AED 275
AED 1,066 total
includes taxes & fees
1 Sep - 2 Sep
Isle of the Pines, 1 mile from The Village of 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.
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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
"Really enjoyed my stay. Would definitely stay here again."
Nicholas 4-night trip
Posted 5 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?

Lakefront home in a Gated Community, 10 miles from Pinehurst Village: This vacation home rental near Whispering Pines is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation 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 Sandhills Community College 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.