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Compare 61 Cottages in Whispering Pines with updated reviews, rates, and availability.

The Robin's Egg -Walk to the Village!

10.0 out of 10, Exceptional, (132)
"Great little cottage convenient to everything in Pinehurst"
The Robin's Egg -Walk to the Village!

It is the best little stay in The Village Convenient, clean, and comfortable....

10.0 out of 10, Exceptional, (100)
"I’ve stayed here "
It is the best little stay in The Village Convenient, clean, and comfortable....

Mystical Cottage in Southern Pines

9.8 out of 10, Exceptional, (41)
" Cottage was perfect and host was accommodating. Loved our stay."
The price is $252
includes taxes & fees
$229 per night
May 8 - May 9
Mystical Cottage in Southern Pines

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+

The Loft and Mane Cottage - Romantic Getaway

10.0 out of 10, Exceptional, (1)
"We went up to watch Golf and we found this cute little cottage. It was very clean and cozy!"
The price is $269
includes taxes & fees
$260 per night
May 4 - May 5
The Loft and Mane Cottage - Romantic Getaway

Cozy Southern Pines Retreat 1 Mi to Downtown!

2.0 star property
Cozy Southern Pines Retreat 1 Mi to Downtown!

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

10.0 out of 10, Exceptional, (1)
"We were very lucky to have booked this wonderful property. The owners were great to work with and very accommodating. The house was perfect distance from all the golf courses and it was so well kept and comfortable. Super quiet and great to unwind. Felt like our home away from home. Highly recommend and hopefully we will be able to book again the future!"
Chestnut and Bay - perfect for equine and golf events - ask about discount

The Cottage at Knollwood Manor

2.0 star property
10.0 out of 10, Exceptional, (7)
"We loved this place! It was so comfortable and clean. It had everything we needed and the attention to detail was incredible. I wish we could have stayed longer. "
The price is $194
includes taxes & fees
$176 per night
May 6 - May 7
The Cottage at Knollwood Manor

SoPi Cottage - Walk to Town - King Bed

10.0 out of 10, Exceptional, (28)
"Great house, location, amenities and communication. Will definitely book again. "
SoPi Cottage - Walk to Town - King Bed

Historic Cottage in the heart of Pinehurst Village

9.8 out of 10, Exceptional, (21)
"We enjoyed our visit very much. Lovely cottage, nice location."
Historic Cottage in the heart of Pinehurst Village

Pinehurst Golf Retreat

10.0 out of 10, Exceptional, (14)
"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

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+

Charming Pinehurst Cottage with Pool

10.0 out of 10, Exceptional, (93)
"Wonderful location, charming and comfortable"
Charming Pinehurst Cottage with Pool

Beautiful 4- Bedroom Cottage (WITH X2 QUEEN BEDS IN EACH BEDROOM) overlooking the 9th Green at Pinehurst National No.9

9.6 out of 10, Exceptional, (30)
"Excellent airbnb and Ms. Kim was a great host."
Beautiful 4- Bedroom Cottage (WITH X2 QUEEN BEDS IN EACH BEDROOM) overlooking the 9th Green at Pinehurst National No.9

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

10.0 out of 10, Exceptional, (81)
"Loved the decor, location and waking up to the singing cardinals!"
Exclusive Five Star CarriageHouse! Featured in March 2023 PineStraw Magazine!!

Butterfly Cottage Near Pinehurst Golfing

9.4 out of 10, Exceptional, (3)
"The VRBO is very clean and comfortable. The layout makes you feel at home and the size makes it feel like you’re in a cabin. The living room and bedroom both have a good TVs for easy entertainment, the bathroom is perfectly sized and has everything you’ll need, and you can make whatever you’d want to in the kitchen. It’s secluded yet well placed in regards to the rest of the Carthage/Pinehurst/Southern Pines area so nothing was more than 20 minutes away. I 100% would stay again if I’m ever in...
Butterfly Cottage Near Pinehurst Golfing

'sandhills Sanctuary' Home Near Golfing!

3.0 star property
'sandhills Sanctuary' Home Near Golfing!

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!

Spacious and Luxurious 4BR Cottage (WITH X2 DOUBLE BEDS IN EACH BEDROOM) Located on Pinehurst National No. 9

9.8 out of 10, Exceptional, (8)
"This was the perfect spot for our whole family. We were visiting family that lives in National and this made the trip so simple. The rooms were big with private baths off of each which was a plus. The beds were comfortable and the house clean."
Spacious and Luxurious 4BR Cottage (WITH X2 DOUBLE BEDS IN EACH BEDROOM) Located on Pinehurst National No. 9

Gorgeous Pinehurst No 6 Home w/ Two Patios!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a family trip to Pinehurst and found this lovely property! It was petfect. "
Gorgeous Pinehurst No 6 Home w/ Two Patios!
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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Other property types in Whispering Pines

Cozy 1 bedroom condo in walking distance to the Club, the Cradle & the Village!

9.6 out of 10, Exceptional, (147)
"Cozy, clean, and conveniently located condo. Great place to relax. Will stay again."
Cozy 1 bedroom condo in walking distance to the Club, the Cradle & the Village!

Lakefront home in a Gated Community, 10 miles from Pinehurst Village

9.8 out of 10, Exceptional, (182)
"Love staying at this property. Owners are very responsive, home is well-stocked and you cannot beat the beautiful location."
Lakefront home in a Gated Community, 10 miles from Pinehurst Village

Lakefront Pinehurst Condo 2BD/2BA

10.0 out of 10, Exceptional, (50)
"A very clean place to stay with all of the conveniences needed. Great views of the lake! We will come back for sure!"
Lakefront Pinehurst Condo 2BD/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.