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Compare 45 Cottages in Whispering Pines with updated reviews, rates, and availability.

The Cottage at Knollwood Manor

2.0 star property
10.0 out of 10, Exceptional, (2)
"Needed a last minute place during Christmas. Great all around. "
The price is SAR 266
SAR 668 total
includes taxes & fees
4 Feb - 5 Feb
The Cottage at Knollwood Manor

Charming Countryside Stay

Charming Countryside Stay

Cozy Southern Pines Retreat 1 Mi to Downtown!

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

Pinehurst Golf Retreat

10.0 out of 10, Exceptional, (14)
"The home was perfect and in the best location. The host was beyond accommodating !"
Pinehurst Golf Retreat

SoPi Cottage - Walk to Town - King Bed

10.0 out of 10, Exceptional, (26)
"We had a wonderful stay in Southern Pines at the SoPi Cottage. The property was very clean and well appointed. It was also extremely quiet and in a great location. Chris and Crystal were excellent in terms of communication and making sure we had what needed. A overall, and we will be back. "
SoPi Cottage - Walk to Town - King Bed

Mystical Cottage in Southern Pines

9.8 out of 10, Exceptional, (40)
" Cottage was perfect and host was accommodating. Loved our stay."
The price is SAR 596
SAR 953 total
includes taxes & fees
10 Feb - 11 Feb
Mystical Cottage in Southern Pines

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

10.0 out of 10, Exceptional, (95)
"I’ve stayed here "
It is the best little stay in The Village Convenient, clean, and comfortable....

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

10.0 out of 10, Exceptional, (81)
"The little carriage house is situated within walking distance of shops and restaurants in the historic district of Pinehurst. We quite enjoyed our stay. The home is very clean and is as listed. Only issue, as we are older, is that the stairs are steep with narrow treads. Recommend. "
Exclusive Five Star CarriageHouse! Featured in March 2023 PineStraw Magazine!!

Tremont Cottage | Private Pool | 2blk DT Pinehurst

10.0 out of 10, Exceptional, (93)
"Very comfortable and clean. Location was close and we took the Pinehurst shuttles from the Holly inn which was a 2 minute walk. Plenty of beds and rooms. Kitchen stocked with paper products/ trash bags/paper towels/spices and plenty of cooking and serving dishes. Laundry room stocked with detergent and dryer sheets even a first aid kit that came in handy. The pool table was fun and they had plenty of puzzles and board games. The pool and grill area was perfect and relaxing and pool towels were...
Tremont Cottage | Private Pool | 2blk DT Pinehurst

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

Lake Retreat in Carolina Trace w/ Resort Amenities

9.2 out of 10, Wonderful, (10)
"One of the best qualities of any VRBO is cleanliness and this place is spot on. Attention to detail was great and the place was in great order upon arrival. Thanks for a great experience."
Lake Retreat in Carolina Trace w/ Resort Amenities

Historic Cottage in the heart of Pinehurst Village

9.8 out of 10, Exceptional, (19)
"Great location, clean house"
Historic Cottage in the heart of Pinehurst Village

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!

Idyllic Pinehurst Home, Near Golf Course!

3.0 star property
Idyllic Pinehurst Home, Near Golf Course!

Lakeview Vacation Rental - Walk to Crystal Lake!

3.0 star property
Lakeview Vacation Rental - Walk to Crystal Lake!

Butterfly Cottage Near Pinehurst Golfing

9.4 out of 10, Exceptional, (3)
"The butterfly cottage is so super cute!! There were lots of extra amenities provided like a leash lead for our pups outside, bottled water, condiments, some food and snacks, toiletries, bug spray etc which was GREAT! The owner is super responsive kind and helpful and made our stay great! The outside firepit is wonderful but definitely use the bug spray this time of year lol! Also love how close we were to Pinehurst Golf course and Pinehurst village was AWESOME! DEFINITELY recommend this cute...
Butterfly Cottage Near Pinehurst Golfing

West End Home, Close to Pinehurst Golf Courses!

3.0 star property
6.0 out of 10, (1)
"The house itself was clean and in good shape, however, there is a lock on the thermostat (and no way of telling the temp) so we had 2 miserable nights of sleep. The owner never reached out to us to see how check in etc. went. The surrounding area was unexpected, especially at the entrance to the driveway. "
West End Home, Close to Pinehurst Golf Courses!

Lakefront Treehouse Retreat in Pinehurst – Perfect for Extended Stays

Lakefront Treehouse Retreat in Pinehurst – Perfect for Extended Stays

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!

Carolina Lakes Family Home w/ Pool, Kayaks & Dock!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Very comfortable and beautiful views. Highly recommend."
Carolina Lakes Family Home w/ Pool, Kayaks & Dock!
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

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (74)
"This home was beautifully decorated, spacious, and clean! Also, it was so convenient to both Pinehurst and Southern Pines, where we enjoyed all the shopping and dining opportunities. Check in and check out were super-easy…that was a real plus. The host communicated in a timely manner and was very welcoming. Would stay here again in a heartbeat!"
The price is SAR 429
SAR 1,702 total
includes taxes & fees
4 Feb - 5 Feb
NEW! Pinehurst Eight Sleeps 10!

Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses

10.0 out of 10, Exceptional, (106)
"The property is great for a couples trip which we did. Walkability to the Village is wonderful. Back yard space is enjoyable and the hot tub was great. We look forward to coming back. "
The price is SAR 930
SAR 3,646 total
includes taxes & fees
4 Feb - 5 Feb
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses

1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12

10.0 out of 10, Exceptional, (72)
"Loved the house and location and will stay here again on the next trip to Pinehurst. "
1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12
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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