Search Cottages in Whispering Pines

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sep - 14 Sep
In two months
10 Oct - 12 Oct

Cottages in Whispering Pines

The Cottage at Knollwood Manor
Exterior

The Cottage at Knollwood Manor

2.0 star property
10.0 out of 10, Exceptional, (8)
"Beautiful cottage and well managed. Close to great food and golf. Would definitely stay again!"
The price is SAR 368
SAR 776 total
includes taxes & fees
25 Aug - 26 Aug
The Cottage at Knollwood Manor
The Robin's Egg -Walk to the Village!
Exterior

The Robin's Egg -Walk to the Village!

9.8 out of 10, Exceptional, (137)
"Great little cottage convenient to everything in Pinehurst"
The Robin's Egg -Walk to the Village!
Scituate House Walk to the US Open - Old Town Charm 6BR - 6.5 Baths - Sleeps 12+
Exterior

Scituate House Walk to the US Open - Old Town Charm 6BR - 6.5 Baths - Sleeps 12+

10.0 out of 10, Exceptional, (62)
"Great location"
Scituate House Walk to the US Open - Old Town Charm 6BR - 6.5 Baths - Sleeps 12+
It's just right. Relax and enjoy. Close, clean, and comfortable! You'll love it!
Exterior

It's just right. Relax and enjoy. Close, clean, and comfortable! You'll love it!

10.0 out of 10, Exceptional, (105)
"Super cute"
It's just right. Relax and enjoy. Close, clean, and comfortable! You'll love it!
The Loft and Mane Cottage - Romantic Getaway
Property grounds

The Loft and Mane Cottage - Romantic Getaway

10.0 out of 10, Exceptional, (2)
"We went up to watch Golf and we found this cute little cottage. It was very clean and cozy!"
The price is SAR 335
SAR 1,004 total
includes taxes & fees
12 Aug - 13 Aug
The Loft and Mane Cottage - Romantic Getaway
The Craddock - Tufts Home & Antique Carriage House - 6BR 5.5 Baths - Sleeps 12+
Exterior

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

10.0 out of 10, Exceptional, (71)
"Second year in a row staying at this outstanding property. Looking forward to more stays ahead. "
The Craddock - Tufts Home & Antique Carriage House - 6BR 5.5 Baths - Sleeps 12+
SoPi Cottage - Walk to Town - King Bed
Outdoor dining

SoPi Cottage - Walk to Town - King Bed

10.0 out of 10, Exceptional, (29)
"this was a great property and we will be back!"
SoPi Cottage - Walk to Town - King Bed
Pinehurst Golf Retreat
Exterior

Pinehurst Golf Retreat

9.8 out of 10, Exceptional, (16)
"We loved this house! It was so clean and the location was great. I definitely would recommend to anyone looking to stay in Pinehurst!"
Pinehurst Golf Retreat
Historic Cottage in the heart of Pinehurst Village
Exterior

Historic Cottage in the heart of Pinehurst Village

9.8 out of 10, Exceptional, (22)
"We enjoyed our visit very much. Lovely cottage, nice location."
Historic Cottage in the heart of Pinehurst Village
'sandhills Sanctuary' Home Near Golfing!
Interior

'sandhills Sanctuary' Home Near Golfing!

3.0 star property
'sandhills Sanctuary' Home Near Golfing!
Cozy Southern Pines Retreat 1 Mi to Downtown!
Exterior

Cozy Southern Pines Retreat 1 Mi to Downtown!

2.0 star property
Cozy Southern Pines Retreat 1 Mi to Downtown!
Charming 3BR/2BA Cottage in the Village of Pinehurst –Walk to Almost Everything!
Exterior

Charming 3BR/2BA Cottage in the Village of Pinehurst –Walk to Almost Everything!

10.0 out of 10, Exceptional, (2)
"Reunion with a longtime friend. We have met here in Pinehurst on golf related visits over the years."
Charming 3BR/2BA Cottage in the Village of Pinehurst –Walk to Almost Everything!
Mystical Cottage in Southern Pines
Exterior

Mystical Cottage in Southern Pines

9.8 out of 10, Exceptional, (42)
" Cottage was perfect and host was accommodating. Loved our stay."
The price is SAR 537
SAR 863 total
includes taxes & fees
22 Aug - 23 Aug
Mystical Cottage in Southern Pines
Historic Tremont Cottage with Pool
Exterior

Historic Tremont Cottage with Pool

10.0 out of 10, Exceptional, (93)
"Wonderful location, charming and comfortable"
Historic Tremont Cottage with Pool
Lakeview Vacation Rental - Walk to Crystal Lake!
Interior

Lakeview Vacation Rental - Walk to Crystal Lake!

3.0 star property
Lakeview Vacation Rental - Walk to Crystal Lake!
Spacious Home w/ Fireplace - Near Pinehurst Golf!
Exterior

Spacious Home w/ Fireplace - Near Pinehurst Golf!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great house located very close to Pinehurst golf and tennis facilities. "
Spacious Home w/ Fireplace - Near Pinehurst Golf!
Chestnut and Bay - perfect for equine and golf events - ask about discount
Exterior

Chestnut and Bay - perfect for equine and golf events - ask about discount

10.0 out of 10, Exceptional, (3)
"Max was inviting and accommodating when we arrived, made us feel right at home. Very calm and quiet location. So conveniently located near Southern Pines and all the local shoping places."
Chestnut and Bay - perfect for equine and golf events - ask about discount
Exclusive Five Star CarriageHouse! Featured in March 2023 PineStraw Magazine!!
Property grounds

Exclusive Five Star CarriageHouse! Featured in March 2023 PineStraw Magazine!!

10.0 out of 10, Exceptional, (83)
"Loved the decor, location and waking up to the singing cardinals!"
Exclusive Five Star CarriageHouse! Featured in March 2023 PineStraw Magazine!!
Pinehurst Golf Paradise - 2 Mi to Clubhouse!
Terrace/patio

Pinehurst Golf Paradise - 2 Mi to Clubhouse!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Wonderful house - great area. Had a problem with the AC and they were very quick to get a tech out to fix it right away. Would definitely stay here again."
Pinehurst Golf Paradise - 2 Mi to Clubhouse!
Golfer's Dream Near Clubhouse of PCC No 6!
Exterior

Golfer's Dream Near Clubhouse of PCC No 6!

3.0 star property
10.0 out of 10, Exceptional, (1)
Golfer's Dream Near Clubhouse of PCC No 6!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Whispering Pines Hotel Reviews

Homewood Suites by Hilton Olmsted Village (near Pinehurst)

Homewood Suites by Hilton Olmsted Village (near Pinehurst)

10/10 Excellent
"Clean and quite"
Diego 6-night trip
Posted 3 days ago
Homewood Suites by Hilton Olmsted Village (near Pinehurst)

Frequently asked questions

Why book your cottage in Whispering Pines with Expedia?
Reserving a cottage in Whispering Pines is as simple as clicking on your travel dates and selecting your ideal place for a getaway in the outdoors. From upmarket retreats to inexpensive stays and cottages that offer amenities like laundry facilities, Expedia has something for all styles and tastes. As for irresistible deals? We've have them as well!
How can I find cheap cottages in Whispering Pines?
A wonderful way to score cheap cottages in Whispering Pines is with Expedia's handy filter tool. Narrow your search results by star rating, amenities and budget to snag unbeatable bargains with only a few clicks.