We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Whispering Pines Holiday Rentals

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Distance from
1 mi
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
50 rentals in Whispering Pines.
Sort by:
Tripadvisor Sort
Secluded 22 ac with 6,500 sq ft home 4 BR/ 5 BA pool, deck 2 ½ ac pond, kid area, holiday rental in Whispering Pines

Secluded 22 ac with 6,500 sq ft home 4 BR/ 5 BA pool, deck 2 ½ ac pond, kid area

4 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Trendy 3 Bedroom 2 Bathroom In Historic Village - Walk To Everything, holiday rental in Whispering Pines

Trendy 3 Bedroom 2 Bathroom In Historic Village - Walk To Everything

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Exclusive Carriage House, Historic District, Five Star Accommodations!, holiday rental in Whispering Pines

Exclusive Carriage House, Historic District, Five Star Accommodations!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Flexible Cancellation Policy! Executive Golf House on First Tee, holiday rental in Whispering Pines

Flexible Cancellation Policy! Executive Golf House on First Tee

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Condo in the Pines! 2BR/2BA, holiday rental in Whispering Pines

Condo in the Pines! 2BR/2BA

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
The Craddock - Tufts Home & Antique Carriage House | 6BR 5.5 Baths | Sleeps 12+, holiday rental in Whispering Pines

The Craddock - Tufts Home & Antique Carriage House | 6BR 5.5 Baths | Sleeps 12+

6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Relaxing Golf Getaway in Pinehurst #6!, holiday rental in Whispering Pines

Relaxing Golf Getaway in Pinehurst #6!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Pinehurst Vacation House w/ pool & (9) beds, holiday rental in Whispering Pines

Pinehurst Vacation House w/ pool & (9) beds

4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Cleaning UPDATE! Newly Renovated! Golf Front. Single Family Home., holiday rental in Whispering Pines

Cleaning UPDATE! Newly Renovated! Golf Front. Single Family Home.

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Hollister House - Modern Luxury in the heart of the Village of Pinehurst, holiday rental in Whispering Pines

Hollister House - Modern Luxury in the heart of the Village of Pinehurst

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Save time - get the best Whispering Pines rentals sent straight to your email!
Welcome to Eagle's Nest! Beautiful Golf Front Home on Pinehurst #6, holiday rental in Whispering Pines

Welcome to Eagle's Nest! Beautiful Golf Front Home on Pinehurst #6

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
The Robin's Egg -Walk to the Village!, holiday rental in Whispering Pines

The Robin's Egg -Walk to the Village!

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Attractive Custom Home In Pinehurst Golf Community, holiday rental in Whispering Pines

Attractive Custom Home In Pinehurst Golf Community

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
3,100+ Sq. Ft, 12 Beds, Gourmet Kitchen, Foosball/Shuffleboard, holiday rental in Whispering Pines

3,100+ Sq. Ft, 12 Beds, Gourmet Kitchen, Foosball/Shuffleboard

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Moonshine Cottage - Rest & Relax!, holiday rental in Whispering Pines

Moonshine Cottage - Rest & Relax!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Tanglewood Farm B&B - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm, holiday rental in Whispering Pines

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

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Delightful Home in 'Old Town' Pinehurst! Close to The Village! Sleeps 8-12, holiday rental in Whispering Pines

Delightful Home in 'Old Town' Pinehurst! Close to The Village! Sleeps 8-12

6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Tanglewood Farm B&B - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm, holiday rental in Whispering Pines

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

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Tanglewood Farm B&B-Horse & Hound Dog Friendly1 BR/2BA Private Apt on Horse Farm, holiday rental in Whispering Pines

Tanglewood Farm B&B-Horse & Hound Dog Friendly1 BR/2BA Private Apt on Horse Farm

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
***NEW LISTING*** PERFECT PINEHURST LOCATION/WHITE GLOVE SERVICE, holiday rental in Whispering Pines

***NEW LISTING*** PERFECT PINEHURST LOCATION/WHITE GLOVE SERVICE

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Beautiful & Historic home in the heart of The Village of Pinehurst!, holiday rental in Whispering Pines

Beautiful & Historic home in the heart of The Village of Pinehurst!

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
One Market Square - Comfortable Luxury Condo in the Center of Downtown Pinehurst, holiday rental in Whispering Pines

One Market Square - Comfortable Luxury Condo in the Center of Downtown Pinehurst

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Newly renovated home in prime location with golf view and pool table., holiday rental in Whispering Pines

Newly renovated home in prime location with golf view and pool table.

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Modern Scandinavian Styled Home on the 7th Hole of Pinehurst #1, holiday rental in Whispering Pines

Modern Scandinavian Styled Home on the 7th Hole of Pinehurst #1

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Hip Modern Golf Front Property on Pinehurst #3, holiday rental in Whispering Pines

Hip Modern Golf Front Property on Pinehurst #3

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Beautiful, quiet retreat, holiday rental in Whispering Pines

Beautiful, quiet retreat

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Beautiful home in Pinehurst! Great location near the Resort and golf courses!, holiday rental in Whispering Pines

Beautiful home in Pinehurst! Great location near the Resort and golf courses!

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Charming Historic Golf Cottage With Pool. Walk to Town! Pet Friendly w/ Big Yard, holiday rental in Whispering Pines

Charming Historic Golf Cottage With Pool. Walk to Town! Pet Friendly w/ Big Yard

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Beautiful 4- Bedroom Villa overlooking the 9th Green at Pinehurst National No.9, holiday rental in Whispering Pines

Beautiful 4- Bedroom Villa overlooking the 9th Green at Pinehurst National No.9

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
The Chatham House-Pinehurst, holiday rental in Whispering Pines

The Chatham House-Pinehurst

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
AOS VACATION COTTAGE, holiday rental in Whispering Pines

AOS VACATION COTTAGE

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
The Cottage at Bourbonville, holiday rental in Whispering Pines

The Cottage at Bourbonville

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
**BEST LOCATION IN PINEHURST**  AN ORIGINAL 1895 PINEHURST COTTAGE, holiday rental in Whispering Pines

**BEST LOCATION IN PINEHURST** AN ORIGINAL 1895 PINEHURST COTTAGE

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Cardinal House, holiday rental in Whispering Pines

Cardinal House

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
The Tudor Cottage Sum, holiday rental in Whispering Pines

The Tudor Cottage Sum

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Best in Pinehurst, new construction, sleeps 12, holiday rental in Whispering Pines

Best in Pinehurst, new construction, sleeps 12

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Antiquing and Golfing in the Sandhills of NC, holiday rental in Whispering Pines

Antiquing and Golfing in the Sandhills of NC

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Spacious central Pinehurst location, 12 beds, holiday rental in Whispering Pines

Spacious central Pinehurst location, 12 beds

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Downtown Townhome; Walk to Dine & Shop on Broad St, holiday rental in Whispering Pines

Downtown Townhome; Walk to Dine & Shop on Broad St

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Convenient to everything in Pinehurst and Southern Pines, WiFi and FireTV, holiday rental in Whispering Pines

Convenient to everything in Pinehurst and Southern Pines, WiFi and FireTV

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
You Had Me At The Front Porch!, holiday rental in Whispering Pines

You Had Me At The Front Porch!

4 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
The Barn at Bourbonville, holiday rental in Whispering Pines

The Barn at Bourbonville

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
The Tudor Cottage, holiday rental in Whispering Pines

The Tudor Cottage

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Sweet Southern Pines Abode w/ Yard & Covered Porch, holiday rental in Whispering Pines

Sweet Southern Pines Abode w/ Yard & Covered Porch

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Chic Pinehurst No. 6 Home w/ Library + Coffee Bar!, holiday rental in Whispering Pines

Chic Pinehurst No. 6 Home w/ Library + Coffee Bar!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Pinehurst Condo ~2 Miles to Downtown & Resort!, holiday rental in Whispering Pines

Pinehurst Condo ~2 Miles to Downtown & Resort!

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Downtown Bungalow Near Base, Golf, Dining, Brewery, holiday rental in Whispering Pines

Downtown Bungalow Near Base, Golf, Dining, Brewery

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
NEW! Quaint Apt w/ Yard: 1 Mi to Nature Preserve!, holiday rental in Whispering Pines

NEW! Quaint Apt w/ Yard: 1 Mi to Nature Preserve!

2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
NEW! Charming Southern Pines Abode - Walk to Dtwn!, holiday rental in Whispering Pines

NEW! Charming Southern Pines Abode - Walk to Dtwn!

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
The Fairway Villa at Talamore Golf Resort, holiday rental in Whispering Pines

The Fairway Villa at Talamore Golf Resort

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
PreviousNext
1
Frequently Asked Questions about Whispering Pines