Search Vacation Homes in Whispering Pines

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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 442 Vacation Homes in Whispering Pines with updated reviews, rates, and availability.

Large House w/ Private pool - perfect for Golfing Groups (12) beds
Fridge, microwave, oven, stovetop

Large House w/ Private pool - perfect for Golfing Groups (12) beds

10.0 out of 10, Exceptional, (72)
"Perfect place for our trip to Pinehurst. Would definitely stay again!"
Large House w/ Private pool - perfect for Golfing Groups (12) beds
Beautiful 1920's Craftsman-Downtown Southern Pines
Exterior

Beautiful 1920's Craftsman-Downtown Southern Pines

10.0 out of 10, Exceptional, (62)
"This has been an annual stay for us. The house is very nice and in a great location!"
The price is SAR 525
SAR 1,185 total
includes taxes & fees
21 Apr - 22 Apr
Beautiful 1920's Craftsman-Downtown Southern Pines
Golf front home with 8 beds
Exterior

Golf front home with 8 beds

9.8 out of 10, Exceptional, (138)
"This is a great property for a guys golf trip or a family vacation. It is also in the perfect location. The host did a great job, and we would definitely stay there again."
Golf front home with 8 beds
1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12
Terrace/patio

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

10.0 out of 10, Exceptional, (77)
"Amazing place to stay if you are looking for a getaway that has it all. Hope to visit again."
1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12
Pinehurst Vacation House w/ pool & (9) beds
Outdoor pool

Pinehurst Vacation House w/ pool & (9) beds

10.0 out of 10, Exceptional, (129)
"Everything about the house was perfect. There is plenty of room, the layout is great for everyone having their own space, the backyard is amazing, location is great for quick store runs, honestly was just the perfect house for our stay! "
Pinehurst Vacation House w/ pool & (9) beds
New! Spacious 4 BD Golf Getaway with Game Room!
Fridge, microwave, oven, stovetop

New! Spacious 4 BD Golf Getaway with Game Room!

10.0 out of 10, Exceptional, (12)
"We were in town for an event in rockingham. This house and its location worked out great. Lots of room, very clean and updated. "
New! Spacious 4 BD Golf Getaway with Game Room!
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
Property grounds

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

9.8 out of 10, Exceptional, (181)
"We loved our stay at Black Lab Lodge, especially the beautiful deck and the dock! Having access to the canoe and kayaks was also very nice. This was the perfect home-base for a golf and shopping weekend with two teenagers!"
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
Property grounds

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

10.0 out of 10, Exceptional, (115)
"Comfortable and Spacious. Stroll distance to town/3-4 blocks"
The price is SAR 1,831
SAR 4,821 total
includes taxes & fees
21 Apr - 22 Apr
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses
Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table
Fridge, microwave, oven, stovetop

Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

10.0 out of 10, Exceptional, (44)
"Perfect place to spend time with our son."
Book GOLF with us! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8
Fridge, microwave, oven, stovetop

Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8

9.6 out of 10, Exceptional, (8)
"Very good rental for golfers on a budget"
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8
Moonshine Cottage - Time to GOLF!
Fridge, microwave, oven, stovetop

Moonshine Cottage - Time to GOLF!

9.8 out of 10, Exceptional, (194)
"Close to everything you’d need for a golf trip."
Moonshine Cottage - Time to GOLF!
Ducks Landing Accommodations at Southern Pines Golf Course
Miscellaneous

Ducks Landing Accommodations at Southern Pines Golf Course

2.0 star property
10.0 out of 10, Exceptional, (3)
"Quiet, clean and relaxing! It was nice to sit out on the patio at night! Anything we needed they answered right away. Would definitely stay here again! "
Ducks Landing Accommodations at Southern Pines Golf Course
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
Smart TV, fireplace

High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!

10.0 out of 10, Exceptional, (30)
"Very clean, well-appointed and beautiful property had everything we needed for our long weekend visit. Host was a good communicator and made us feel welcome. The property was located inside a very nice neighborhood that was close to good restaurants and shopping. Strongly recommended."
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
4 Bedroom Pinehurst Home with Pool and Hot Tub
Fridge, microwave, oven, stovetop

4 Bedroom Pinehurst Home with Pool and Hot Tub

9.6 out of 10, Exceptional, (41)
"We loved the property - it was quaint and yet spacious and it was so inviting - as if we were staying at a home that had many happy memories there! The hot tub was perfect and the pool - which we did not choose to heat - was a great cold plunge after rounds of golf! I would highly recommend it - it is within a short walk of the Pinehurst resort. The neighborhood was beautiful and we walked to town for dinner. Perfect! (Note there is a property with the same address in Southern Pines - that was...
4 Bedroom Pinehurst Home with Pool and Hot Tub
600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20
Pool

600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20

9.8 out of 10, Exceptional, (60)
"This was a beautiful house, meticulously clean, with terrific amenities and very responsive hosts! "
600 Linden: 7 BR, 5.5 BA House in Pinehurst, Sleeps 20
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
Outdoor dining

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

10.0 out of 10, Exceptional, (32)
"Really enjoyed our stay. Your home is beautiful and very comfortable. Location is perfect for a golf getaway. Thank you for accommodating us. "
The price is SAR 844
SAR 1,866 total
includes taxes & fees
20 Apr - 21 Apr
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (39)
"We had a great stay while our daughters were showing at the Carolina horse Park, which was about 15 minutes away. It was the perfect location! It was very clean and comfortable and had everything we needed! We would stay again next time!"
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
Upstairs at the Estate - Across from SP Golf Club
Aerial view

Upstairs at the Estate - Across from SP Golf Club

10.0 out of 10, Exceptional, (27)
"Upstairs at the Estate was a comfortable base for house hunting in Moore County."
The price is SAR 334
SAR 752 total
includes taxes & fees
21 Apr - 22 Apr
Upstairs at the Estate - Across from SP Golf Club
Charming Downtown Cottage
Terrace/patio

Charming Downtown Cottage

9.8 out of 10, Exceptional, (40)
"Extremely clean, convenient without losing original charm. Quiet neighborhood, beautiful street, easy walking to restaurants shops"
The price is SAR 559
SAR 1,168 total
includes taxes & fees
20 Apr - 21 Apr
Charming Downtown Cottage
Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed
Terrace/patio

Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed

9.8 out of 10, Exceptional, (37)
"We enjoyed a week long vacation with our pups. Our local contact was very responsive and helpful during arrival and check-out. Convenient location and comfortable furnishings with everything we needed for a great stay! "
Pinehurst Cottage ★ Serves 8 ★ No Stairs ★ King Bed
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!
Exterior

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

9.8 out of 10, Exceptional, (146)
"Great location, super clean, all the amenities! Process was super simple and host was great!Thanks!"
Cozy 1 bedroom condo in walking distance to the Club, the Cradle & the Village!
Lakefront Pinehurst Condo 2BD/2BA
Exterior

Lakefront Pinehurst Condo 2BD/2BA

10.0 out of 10, Exceptional, (47)
"Only issue was the washer and dryer. It didn’t drain my jacket , as far as spinning. The dryer also was cold. "
Lakefront Pinehurst Condo 2BD/2BA
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
Property grounds

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

9.8 out of 10, Exceptional, (181)
"We loved our stay at Black Lab Lodge, especially the beautiful deck and the dock! Having access to the canoe and kayaks was also very nice. This was the perfect home-base for a golf and shopping weekend with two teenagers!"
Lakefront home in a Gated Community, 10 miles from Pinehurst Village
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.