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Compare 364 Vacation Homes in Whispering Pines with updated reviews, rates, and availability.

Beautiful 1920's Craftsman-Downtown Southern Pines

10.0 out of 10, Exceptional, (54)
"We've stayed here several times. It is a wonderful place to stay when visiting family at Penick. We're able to walk up to visit and also stroll into town for dinner, music, entertainment, etc. This house is a gem! We'll be back."
The price is SAR 507
SAR 1,177 total
includes taxes & fees
3 Dec - 4 Dec
Beautiful 1920's Craftsman-Downtown Southern Pines

Oasis: Walk to Village, Heated Pool, King Beds, Fire Pit, Hot Tub, 3 houses,

10.0 out of 10, Exceptional, (102)
"Great"
The price is SAR 1,457
SAR 4,116 total
includes taxes & fees
25 Nov - 26 Nov
Oasis: Walk to Village, Heated Pool, King Beds, Fire Pit, Hot Tub, 3 houses,

Golfers Dream at Pinehurst No. 6 with Pool Table

10.0 out of 10, Exceptional, (39)
"Great property clean and great location "
Golfers Dream at Pinehurst No. 6 with Pool Table

Peaceful Southern Pines Home w/ Pool + Yard!

9.4 out of 10, Exceptional, (30)
"My family and I thoroughly enjoyed our stay here. Pristine, spacious and comfortable. "
Peaceful Southern Pines Home w/ Pool + Yard!

Upstairs at the Estate - Across from SP Golf Club

9.8 out of 10, Exceptional, (20)
"Great location for this well appointed and super comfortable property!"
The price is SAR 297
SAR 717 total
includes taxes & fees
24 Nov - 25 Nov
Upstairs at the Estate - Across from SP Golf Club

The 19th Hole: Sleeps 10. Pool Table, Fire Pit

10.0 out of 10, Exceptional, (21)
"A group of ladies attending golf camp . The property was well worth the money. We enjoyed the peace and quiet neighborhood. "
The price is SAR 845
SAR 1,879 total
includes taxes & fees
24 Nov - 25 Nov
The 19th Hole: Sleeps 10. Pool Table, Fire Pit

Idyllic Pinehurst Home, Near Golf Course!

9.6 out of 10, Exceptional, (17)
"Nice VRBO. My only suggestion would be a new couch for the living room. "
Idyllic Pinehurst Home, Near Golf Course!

Luxury Golf Simulator, Golden Tee, Shuffleboard, Hot Tub and Stunning Views!

10.0 out of 10, Exceptional, (18)
"Ideal location with all the extras! If you want to tweak your swing or play another round you can use the simulator. If you are sore or need a recharge, get in the hot tub. Want to have some fun, play on the golden tee or just watch the golfers as they approach the green. Great house!"
Luxury Golf Simulator, Golden Tee, Shuffleboard, Hot Tub and Stunning Views!

New! Epic 12 Bed Golf Vacation - Chipping Inn

2.5 star property
10.0 out of 10, Exceptional, (3)
"Great place and clean as can be"
New! Epic 12 Bed Golf Vacation - Chipping Inn

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

10.0 out of 10, Exceptional, (70)
"Great house would definitely rent again"
1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12

Gorgeous Pinehurst No 6 Home w/ Two Patios!

10.0 out of 10, Exceptional, (24)
"The home was “as advertised “ and we all had a great time!!"
Gorgeous Pinehurst No 6 Home w/ Two Patios!

Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.

9.8 out of 10, Exceptional, (7)
"The house was more than adequate for us. We got more than we expected. Clean, comfortable and located near to the golf courses."
Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.

Palmer House - Pet Friendly

9.4 out of 10, Exceptional, (15)
"We enjoyed our stay at the Palmer House this past weekend. It is a comfortable, well laid out, and well equipped house. The shared bathroom toilet is missing a nut to secure the toilet seat. This allowed the seat to slide when used but we were still able to use the unit. The light on the garage door opener was burned out so we swapped it out with a bulb from the light fixture over the dining area table. It seems odd this was the only light switch we could find even though there a fluorescent...
Palmer House - Pet Friendly

The Mulligan!

9.8 out of 10, Exceptional, (14)
"The house was wonderful. It accommodated all of us quite well."
The price is SAR 369
SAR 1,641 total
includes taxes & fees
8 Dec - 9 Dec
The Mulligan!

Irons & Woods of Pinehurst

10.0 out of 10, Exceptional, (27)
" This place was great for a buddies golf trip. Plenty of space of in a really good and central location. Booking properties managed by a management can always be a gamble, but they were really communicative before the checkin process and made everything very easy. "
Irons & Woods of Pinehurst

Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!

10.0 out of 10, Exceptional, (35)
"The house is perfectly located for a Pine Needles, Mid Pines, Southern Pines golf trip. The town of Southern Pines has lots of good dining options just a walk or short drive away. "
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!

Downtown So. Pines - sleeps 8, walk to town.

10.0 out of 10, Exceptional, (13)
"The property was nice and clean. It would have been nice to have been told we should bring laundry detergent. Also, pillows need to be updated along with towels as they had bleach marks on them. Location was great and we enjoyed our stay 👍"
The price is SAR 390
SAR 1,135 total
includes taxes & fees
25 Nov - 26 Nov
Downtown So. Pines - sleeps 8, walk to town.

Cottage on Ridge- Short & Extended Stays

9.8 out of 10, Exceptional, (20)
"Nice little place, not far from downtown Southern Pines "
The price is SAR 312
SAR 650 total
includes taxes & fees
16 Dec - 17 Dec
Cottage on Ridge- Short & Extended Stays

Modern home, 4 bed/2 bath, Grill, Dog friendly!

9.6 out of 10, Exceptional, (14)
"The house is exactly as advertised - and lovely. My friends and I had a great stay and enjoyed each other's company as we have for over 30 years!"
Modern home, 4 bed/2 bath, Grill, Dog friendly!

Loft Cottage on Ridge<br>? Short & Extended Stays?

10.0 out of 10, Exceptional, (13)
"Meghan was a wonderful host! She responded to every question very quickly. We enjoyed our stay. The loft cottage was adorable and in a perfect location. I would definitely stay here again when I come back to North Carolina! Super cute decor….. "
The price is SAR 240
SAR 534 total
includes taxes & fees
25 Nov - 26 Nov
Loft Cottage on Ridge<br>? Short & Extended Stays?
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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Luxurious, peaceful and cozy townhome in the heart of Pinehurst

10.0 out of 10, Exceptional, (45)
"We made a last-minute decision to go play golf in Pinehurst and I checked to see if this property was available on the days we wanted, and it was! We stayed here before and loved it so much that we wanted to stay again. It's only 5 minutes to Pinehurst and it's perfect for two. We will be staying again in the future! Thanks again."
Luxurious, peaceful and cozy townhome in the heart of Pinehurst

Golfers Dream at Pinehurst No. 6 with Pool Table

10.0 out of 10, Exceptional, (39)
"Great property clean and great location "
Golfers Dream at Pinehurst No. 6 with Pool Table

The 19th Hole: Sleeps 10. Pool Table, Fire Pit

10.0 out of 10, Exceptional, (21)
"A group of ladies attending golf camp . The property was well worth the money. We enjoyed the peace and quiet neighborhood. "
The price is SAR 845
SAR 1,879 total
includes taxes & fees
24 Nov - 25 Nov
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
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.