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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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.
The price is ￥25,475
￥81,382 total
includes taxes & fees
Oct 14 - Oct 15
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, (79 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 ￥10,765
￥25,581 total
includes taxes & fees
Oct 15 - Oct 16
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.
The price is ￥12,374
￥26,890 total
includes taxes & fees
Oct 14 - Oct 15
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
9.8 out of 10, Exceptional, (20 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 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
9.6 out of 10, Exceptional, (65 reviews)
"Always a wonderful stay!"
United States
Whitney S.
The price is ￥14,248
￥40,250 total
includes taxes & fees
Oct 14 - Oct 15
The Lucky Lie - Entire Condo in Pinehurst
A modern kitchen with a stainless steel refrigerator, white cabinetry, and a marble countertop.

6. 19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3

19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3
Pinehurst
8.8 out of 10, Excellent, (68 reviews)
"Great location and plenty of room for the two of us. Dog friendly neighborhood and very walkable. Nice work area off the dining room. Kitchen was stocked pretty well from a dishes/pans/glasses perspective. The only issues were: no hangers in any of the closets, no hair dryer, and the floors were really dirty (ruined a couple pairs of socks) so needed to wear shoes all the time."
United States
sheri m.
The price is ￥13,773
￥33,269 total
includes taxes & fees
Oct 14 - Oct 15
19 F Pinehurst Manor: 1 BR, 1 BA Condominium in Pinehurst, Sleeps 3
A single-story house with a gray exterior, white trim, and a front porch.

7. 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 ￥14,723
￥28,301 total
includes taxes & fees
Oct 18 - Oct 19
Walkable Cottage, Pet Friendly with Fenced Patio
A modern kitchen with dark cabinetry, stainless steel appliances, and a wooden floor.

8. 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)
"Amazing place!"
United States
Jeremy
The price is ￥13,878
￥48,487 total
includes taxes & fees
Oct 19 - Oct 20
Isle of the Pines, 1 mile from The Village of Pinehurst!
A two-story house with a white exterior, a brick chimney, and a covered porch.

9. 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 ￥14,595
￥32,932 total
includes taxes & fees
Oct 14 - Oct 15
Upstairs at the Estate - Across from SP Golf Club
A modern kitchen with a double sink, a coffee maker, and a variety of snacks on the counter.

10. 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, (54 reviews)
"The place is very clean and well taken care of!"
United States
Britni H.
The price is ￥14,438
￥33,845 total
includes taxes & fees
Oct 14 - Oct 15
Long Drive On No. 5 - 1BR Condo w/ GREAT Golf Views, Minutes From Clubhouse
A dining area with a poker table, chairs, a hanging light fixture, and a view of the outside through large windows.

11. 5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip

5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
Pinehurst
9.4 out of 10, Exceptional, (19 reviews)
"Great place for a short golf getaway "
United States
Jay G.
The price is ￥12,993
￥52,149 total
includes taxes & fees
Oct 15 - Oct 16
5 minute walk to Pinehurst Resort - Perfect 2BR Condo for buddies golf trip
A modern kitchen with white cabinets, stainless steel appliances, and a black countertop.

12. 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 ￥12,823
￥41,862 total
includes taxes & fees
Oct 25 - Oct 26
Cozy Pinehurst 2BR Apartment w/3 Beds • Across from Pinehurst #6 • Firepit
A bedroom with a bed, a ceiling fan, a window with blinds, a bedside table with a lamp, and a door.

13. Polo & Pine Retreat

Polo & Pine Retreat
Pinehurst
10.0 out of 10, Exceptional, (1 review)
The price is ￥14,049
￥64,097 total
includes taxes & fees
Oct 20 - Oct 21
Polo & Pine Retreat
A modern kitchen with a central island, pendant lighting, and built-in cabinetry.

14. 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 ￥11,968
￥40,538 total
includes taxes & fees
Nov 2 - Nov 3
The McCaskill Cottage in the Village of Pinehurst!
A living room with a sofa, armchair, coffee table, and a view through a glass door to the outside.

15. Studio Seven at Pine Valley

Studio Seven at Pine Valley
Pinehurst
9.6 out of 10, Exceptional, (11 reviews)
"Great stay"
United States
Lauren
The price is ￥7,523
￥29,968 total
includes taxes & fees
Oct 15 - Oct 16
Studio Seven at Pine Valley
A modern kitchen with a dining area, a flat-screen TV, and a coffee maker.

16. 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, (94 reviews)
"I would highly recommend staying here when visiting Pinehurst and Southern Pines. It was one of the best VRBO experiences we have enjoyed."
United States
Jenny I.
The price is ￥15,039
￥34,706 total
includes taxes & fees
Oct 29 - Oct 30
To The Green On #17 - Boutique Studio w/ GREAT Views, 5 Minutes From Clubhouse
A dining area with a wooden table and chairs, a hanging light fixture, and wall-mounted artwork.

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

The Mulligan Manor - 1BR/1BA Condo in Pinehurst
Pinehurst
10.0 out of 10, Exceptional, (24 reviews)
"We loved our stay. The condo was perfect and very close to Pinehurst. We would stay there again!"
United States
Candice J.
The price is ￥14,248
￥41,682 total
includes taxes & fees
Oct 14 - Oct 15
The Mulligan Manor - 1BR/1BA Condo in Pinehurst
A modern kitchen with a white island, yellow bar stools, stainless steel appliances, and large windows with curtains.

18. 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, (53 reviews)
The price is ￥15,705
￥43,381 total
includes taxes & fees
Nov 2 - Nov 3
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
A modern living space with a loft bedroom, kitchen, and dining area.

19. 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 ￥14,706
￥37,233 total
includes taxes & fees
Oct 27 - Oct 28
House in the Pines - Tiny Home Near Southern Pines
A spacious living room with a fireplace, a dining area, and a view of the outdoors.

20. The Mulligan!

The Mulligan!
Pinehurst
9.8 out of 10, Exceptional, (42 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 ￥19,703
￥74,610 total
includes taxes & fees
Oct 19 - Oct 20
The Mulligan!
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

Comfort Suites Sanford

Comfort Suites Sanford

10/10 Excellent
"Friendly staff and easy check in Room was very large and spacious Will stay here again upon our return"
Lisa 1-night trip
Posted 1 hour ago
Comfort Suites Sanford

Find out more about Whispering Pines

Search for holiday rentals in Whispering Pines on Expedia! You can easily find your home rentals, villas, holiday apartments in Whispering Pines using one of the methods below:

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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.