A dense forest with tall trees and a grassy clearing.

Whispering Pines Holiday Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Whispering Pines holiday rentals

Dining

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, (50 reviews)
"Perfect location, perfect size....simple furnishings, but exactly what we needed for the trip!"
United States
Sue M.
The price is HK$745
HK$2,099 total
includes taxes & fees
15 Jul - 16 Jul
The Duffer's Drop - 2BR/2BA Condo in Pinehurst, NC
Exterior

Quiet Condo on Golf Course with EV Plug near Pinehurst

Quiet Condo on Golf Course with EV Plug near Pinehurst
Foxfire
9.4 out of 10, Exceptional, (22 reviews)
"The condo was perfect for our stay. Very comfortable, clean and well supplied. It is a 10-20 minute drive anywhere, not to mention the view of hole 18 on the red course. We loved being right in front of the pickle ball courts as well, which we definitely enjoyed. "
United States
Kim C.
The price is HK$882
HK$2,121 total
includes taxes & fees
15 Jul - 16 Jul
Quiet Condo on Golf Course with EV Plug near Pinehurst
Exterior detail

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 HK$713
HK$1,668 total
includes taxes & fees
15 Jul - 16 Jul
The Cottage at Knollwood Manor
Interior

2nd-floor Unit w/ Shared Pool, Playground & Gym

2nd-floor Unit w/ Shared Pool, Playground & Gym
3.0 star property
Cameron
The price is HK$894
HK$1,932 total
includes taxes & fees
15 Jul - 16 Jul
2nd-floor Unit w/ Shared Pool, Playground & Gym
Property grounds

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm

Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
Southern Pines
10.0 out of 10, Exceptional, (60 reviews)
"Clean, easy to find and get into our room. Really nice, definitely will stay again! Our dog liked it too "
United States
Katrina M.
The price is HK$1,019
HK$1,754 total
includes taxes & fees
16 Jul - 17 Jul
Tanglewood Farm - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
Fridge, microwave, oven, stovetop

A Slice of Seven – Refined Golf‑Front Retreat With Exceptional Water Views!

A Slice of Seven – Refined Golf‑Front Retreat With Exceptional Water Views!
Pinehurst
9.8 out of 10, Exceptional, (86 reviews)
"Host was great. Location was outstanding. We enjoyed our views of the lake and the golf course. "
United States
Charles G.
The price is HK$3,351
HK$5,850 total
includes taxes & fees
15 Jul - 16 Jul
A Slice of Seven – Refined Golf‑Front Retreat With Exceptional Water Views!
Outdoor dining

Greenside Getaway️! Walk to Clubhouse and Cradle! Panoramic Golf Views!

Greenside Getaway️! Walk to Clubhouse and Cradle! Panoramic Golf Views!
Pinehurst
10.0 out of 10, Exceptional, (84 reviews)
"Clean, comfortable beds, updated accommodations, cozy porch with excellent views of course, easy to contact, recommended a taxi list, Uber is not dependable in the area. Would definitely stay again for a girls spa weekend. "
United States
April M.
The price is HK$1,176
HK$2,994 total
includes taxes & fees
19 Jul - 20 Jul
Greenside Getaway️! Walk to Clubhouse and Cradle! Panoramic Golf Views!
Smart TV, fireplace

Putt in the Pines 3BD 2 BA Charming Quiet Home

Putt in the Pines 3BD 2 BA Charming Quiet Home
Aberdeen
9.6 out of 10, Exceptional, (23 reviews)
"Great location, clean house"
United States
Kirsten L.
The price is HK$1,270
HK$3,224 total
includes taxes & fees
18 Jul - 19 Jul
Putt in the Pines 3BD 2 BA Charming Quiet Home
TV

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 HK$684
HK$1,792 total
includes taxes & fees
15 Jul - 16 Jul
House in the Pines - Tiny Home Near Southern Pines
Property grounds

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm

Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Southern Pines
9.8 out of 10, Exceptional, (76 reviews)
"Overnight stay, beautiful horse ranch in the country"
United States
gAil h.
The price is HK$941
HK$1,718 total
includes taxes & fees
21 Jul - 22 Jul
Tanglewood Farm - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Outdoor dining

A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6

A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
Pinehurst
10.0 out of 10, Exceptional, (63 reviews)
"Perfect for our golf trip. Loved it and will be back."
United States
John M.
The price is HK$1,129
HK$2,950 total
includes taxes & fees
15 Jul - 16 Jul
A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6
Fridge, microwave, oven, stovetop

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)
"Everythibg was perfect!!!"
United States
Dominic R.
The price is HK$1,194
HK$4,077 total
includes taxes & fees
20 Jul - 21 Jul
Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10!
Microwave, oven, stovetop, dishwasher

Washington house

Washington house
Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Great stay. Perfect accommodations for a couple out of town travel baseball families."
United States
Cara
The price is HK$1,254
HK$2,799 total
includes taxes & fees
15 Jul - 16 Jul
Washington house
Terrace/patio

The Bungalow at Pebble Beach Canal Views with Hot Tub

The Bungalow at Pebble Beach Canal Views with Hot Tub
Sanford
The price is HK$1,776
HK$4,531 total
includes taxes & fees
15 Jul - 16 Jul
The Bungalow at Pebble Beach Canal Views with Hot Tub
Front of property

Pinehurst Condo ~ 2 Miles to Downtown & Resort!

Pinehurst Condo ~ 2 Miles to Downtown & Resort!
3.5 star property
Pinehurst
6.0 out of 10, (1 review)
"Property was ok. Owner was unresponsive to a problem with the property. Beds were very uncomfortable"
United States
Sheryl
The price is HK$862
HK$2,925 total
includes taxes & fees
19 Jul - 20 Jul
Pinehurst Condo ~ 2 Miles to Downtown & Resort!
Dining

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, (70 reviews)
"Comfortably furnished and a great location. Perfect for our needs!"
United States
Jenni F.
The price is HK$901
HK$2,152 total
includes taxes & fees
3 Aug - 4 Aug
The Perfect Lie in Pinehurst! A golfer's paradise!
Fridge, microwave, oven, stovetop

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, (28 reviews)
"Great place. Would stay again. "
United States
Keir S.
The price is HK$1,192
HK$3,482 total
includes taxes & fees
15 Jul - 16 Jul
The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit
Interior

Cozy Carolina Trace 3BR w/ Relaxing Golf Course Views - Deck & Fire Table

Cozy Carolina Trace 3BR w/ Relaxing Golf Course Views - Deck & Fire Table
Sanford
10.0 out of 10, Exceptional, (25 reviews)
"It was a very spacious and comfortable home with the amenities you need nestled in the woods, especially enjoyed the shower and the master bed. We would absolutely stay there again when in the area."
United States
David M.
The price is HK$777
HK$2,665 total
includes taxes & fees
15 Jul - 16 Jul
Cozy Carolina Trace 3BR w/ Relaxing Golf Course Views - Deck & Fire Table
Smart TV, ping pong, books

The Mulligan!

The Mulligan!
Pinehurst
9.8 out of 10, Exceptional, (36 reviews)
"We had an excellent stay here! My kids (15,11,6) loved the downstairs rec space. The beds were comfortable, and the rooms spacious. We would totally stay here again while visiting family in the area! "
United States
Laura J.
The price is HK$1,024
HK$3,815 total
includes taxes & fees
15 Jul - 16 Jul
The Mulligan!
Coffee/tea maker, fridge, microwave, oven

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 HK$1,427
HK$3,139 total
includes taxes & fees
19 Jul - 20 Jul
Golf Front Longleaf Condo2BR/2BA
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

Residence Inn by Marriott Southern Pines/Pinehurst NC

Residence Inn by Marriott Southern Pines/Pinehurst NC

8/10 Good
"The room was fine. The towels were fluffy. The breakfast was typical. The location was convenient for our needs. Across the street we were able to get a late night bite to eat(overall the area is not open as late as we are used to in our travels)"
Lorra 1-night trip
Posted 2 hours ago
Residence Inn by Marriott Southern Pines/Pinehurst NC

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:

  • View our selection of featured holiday rentals in Whispering Pines
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Look no further and take a look at our great range of rental properties in Whispering Pines!

Frequently asked questions

Can I find a holiday rental in Whispering Pines?

Yes, there are holiday rentals close to the most popular sights in Whispering Pines, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Whispering Pines has to offer?

Beautiful 1920's Craftsman-Downtown Southern Pines: This holiday home rental outside of Whispering Pines is located next to a golf course, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Whispering Pines?

Choose from 4 Expedia holiday rentals in Whispering Pines for a memorable holiday.

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 wider area.

What’s a holiday rental in Whispering Pines like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Whispering Pines. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a small group gathering.