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Compare 365 Vacation Homes in Whispering Pines with updated reviews, rates, and availability.

Beautiful 1920's Craftsman-Downtown Southern Pines
Kitchen area

Beautiful 1920's Craftsman-Downtown Southern Pines

10.0 out of 10, Exceptional, (58)
"Location of this traditional home in So Pines was great. Beds were very comfy and our host was attentive to our every need. Would definitely stay again. "
The price is AED 496
AED 1,139 total
includes taxes & fees
5 Jan - 6 Jan
Beautiful 1920's Craftsman-Downtown Southern Pines
Jan & Feb DISCOUNT! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table
Spacious Living Room

Jan & Feb DISCOUNT! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

10.0 out of 10, Exceptional, (41)
"The house was clean, well appointed and comfortable. It was the perfect spot for our girls weekend!"
Jan & Feb DISCOUNT! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table
Rustic Pinehurst House w/ Fire Pit & Game Room
Pinehurst Vacation Rental | 6BR | 3BA | 4 Stairs to Access | 4,500 Sq Ft

Rustic Pinehurst House w/ Fire Pit & Game Room

9.0 out of 10, Wonderful, (12)
"Excellent communication and reception from the host."
Rustic Pinehurst House w/ Fire Pit & Game Room
🌟"Home-Away-From-Home" Beauty; Kid, Baby & Dog-Friendly; Veteran-Owned🌟
Exterior

🌟"Home-Away-From-Home" Beauty; Kid, Baby & Dog-Friendly; Veteran-Owned🌟

10.0 out of 10, Exceptional, (11)
"Home is beautiful- great for family visiting Fort Liberty. And Marilyn is an awesome host!! Great communication!"
🌟"Home-Away-From-Home" Beauty; Kid, Baby & Dog-Friendly; Veteran-Owned🌟
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses,
Welcome to Enchanted Escape - a beautiful 1917 bungalow and 2 tiny homes.

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

10.0 out of 10, Exceptional, (104)
"Great"
The price is AED 1,058
AED 3,751 total
includes taxes & fees
6 Jan - 7 Jan
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses,
NEW! Pinehurst Eight Sleeps 10!
Primary Bedroom with en suite

NEW! Pinehurst Eight Sleeps 10!

9.6 out of 10, Exceptional, (73)
"What a beautiful place!!! It’s just as gorgeous as the photos! I highly recommend this property! I made a booking blunder and the host went above and beyond to help me get it fixed. The communication was amazing throughout the stay. The house was stocked with everything you would need. The location is great! I would definitely book this property again. "
The price is AED 428
AED 1,696 total
includes taxes & fees
6 Jan - 7 Jan
NEW! Pinehurst Eight Sleeps 10!
1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12

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

10.0 out of 10, Exceptional, (71)
"Everyone loved the house! A must rent again for another gathering! "
1025 Diamondhead: 5 BR, 3 BA House in Pinehurst, Sleeps 12
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
bright and airy open concept living space

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

10.0 out of 10, Exceptional, (25)
"We absolutely loved this house!!! We were in town for a wedding and it was a perfect location to get to everything!! I just wish we could have been able to spend more time there, it is a perfect place to stay, hope we can get back sometime! Highly recommend!!!"
The price is AED 826
AED 1,842 total
includes taxes & fees
5 Jan - 6 Jan
The 19th Hole: Sleeps 10. Pool Table, Fire Pit
The Mulligan!
Game room

The Mulligan!

9.8 out of 10, Exceptional, (14)
"The house was wonderful. It accommodated all of us quite well."
The price is AED 353
AED 1,600 total
includes taxes & fees
6 Jan - 7 Jan
The Mulligan!
Luxury Golf Simulator, Golden Tee, Shuffleboard, Hot Tub and Stunning Views!
Interior

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

10.0 out of 10, Exceptional, (20)
"We came down for the US Kids golf tournament. This was perfect for our family. Simulator, games, hot tub, and spacious. We had some difficulty getting the simulator started and the communication with the owner was great! Quick response! We will definitely stay here again!"
Luxury Golf Simulator, Golden Tee, Shuffleboard, Hot Tub and Stunning Views!
Golf Destination w/ Private Driving Range w/ Lights, and Bar.
Exterior

Golf Destination w/ Private Driving Range w/ Lights, and Bar.

10.0 out of 10, Exceptional, (1)
"I highly recommend this house. Every detail and accommodation were well thought out and executed to ensure the best possible stay. The host was incredible and very helpful with every step. Do yourself a favor and book it!"
Golf Destination w/ Private Driving Range w/ Lights, and Bar.
Peaceful Southern Pines Home w/ Pool + Yard!
Southern Pines Vacation Rental | 4BR | 3.5BA | 2,560 Sq Ft | Stairs Required

Peaceful Southern Pines Home w/ Pool + Yard!

9.4 out of 10, Exceptional, (31)
"My family and I thoroughly enjoyed our stay here. Pristine, spacious and comfortable. "
Peaceful Southern Pines Home w/ Pool + Yard!
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
Gather around the breakfast bar to enjoy that first cup of coffee!

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

10.0 out of 10, Exceptional, (26)
"This house was the perfect place! Due to last minute issues with another property, we scrambled to find a place the day before we were to travel and found this gem. The house is beautiful, spacious, and comfortable, and Kim made the whole process so smooth. Highly recommend this property for anyone looking for a great place to stay and play golf. "
High Cotton! Completelyrenovated 3BR, 2.5BA home! 1.5 mi to the Village!
235 SW Lake Forest: 6 BR, 5.5 BA House in Pinehurst, Sleeps 13

235 SW Lake Forest: 6 BR, 5.5 BA House in Pinehurst, Sleeps 13

9.0 out of 10, Wonderful, (26)
"Very nice home that is spacious and can accommodate a large group. A lot of amenities provided as well to entertain guests. Really enjoyed my stay and will recommend. "
235 SW Lake Forest: 6 BR, 5.5 BA House in Pinehurst, Sleeps 13
The Casement Cottage

The Casement Cottage

9.8 out of 10, Exceptional, (54)
"Very convenient to the village"
The Casement Cottage
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8
Private kitchen

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

9.8 out of 10, Exceptional, (7)
"The home was very nice. It is well kept and in a great location near old downtown, parks, shopping, and restaurants. Plenty of room for my family on the thanksgiving holiday. The kitchen had dishes, cooking items, and coffee! One of my emails had the incorrect door code but when i called Anthony he responded immediately with the correct code and we got right in with no other issues. Thank you for your hospitality!"
Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8
Historic Home w/hot tub, steps from everything!
Terrace/patio

Historic Home w/hot tub, steps from everything!

10.0 out of 10, Exceptional, (18)
"Beautiful and spotless historic home located in a very central location with lots of things to do. The owner was incredibly helpful, and made our stay even more special. Would definitely re-book for future trip"
The price is AED 826
AED 2,380 total
includes taxes & fees
4 Jan - 5 Jan
Historic Home w/hot tub, steps from everything!
Cottage on Ridge- Short & Extended Stays

Cottage on Ridge- Short & Extended Stays

10.0 out of 10, Exceptional, (21)
"Nice little place, not far from downtown Southern Pines "
The price is AED 305
AED 644 total
includes taxes & fees
3 Feb - 4 Feb
Cottage on Ridge- Short & Extended Stays
Private Pool! WaterEdge Lake House

Private Pool! WaterEdge Lake House

The price is AED 1,892
AED 4,160 total
includes taxes & fees
6 Jan - 7 Jan
Private Pool! WaterEdge Lake House
#6 near Village w/ King * Pinehurst Brews and Snooze * EV Charger * 4 Beds
Open the doors to the decks to let the fresh scent of pine trees in!

#6 near Village w/ King * Pinehurst Brews and Snooze * EV Charger * 4 Beds

10.0 out of 10, Exceptional, (31)
"Everything we needed in the process and stay "
#6 near Village w/ King * Pinehurst Brews and Snooze * EV Charger * 4 Beds
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

Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses,
Welcome to Enchanted Escape - a beautiful 1917 bungalow and 2 tiny homes.

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

10.0 out of 10, Exceptional, (104)
"Great"
The price is AED 1,058
AED 3,751 total
includes taxes & fees
6 Jan - 7 Jan
Oasis: Walk to Village, Heated Pool, Putting Green,Fire Pit, Hot Tub, 3 houses,
Jan & Feb DISCOUNT! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table
Spacious Living Room

Jan & Feb DISCOUNT! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table

10.0 out of 10, Exceptional, (41)
"The house was clean, well appointed and comfortable. It was the perfect spot for our girls weekend!"
Jan & Feb DISCOUNT! Luxury Emerson Cottage at Pinehurst No. 6 with Pool Table
Pinehurst Tree House

Pinehurst Tree House

9.6 out of 10, Exceptional, (100)
"Mushroom house was so cute and comfortable for our fam of 3."
Pinehurst Tree House
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.