The Cowboy
Southern Pines, North Carolina
4
Bed
3
Bath
Private Vacation Home
Property Type
10
Max Sleeps
Welcome to The Cowboy, hosted by Isle of the Pines Property Group – a striking home seamlessly blending modern-western decor in a prime location near downtown Southern Pines. This thoughtfully designed home offers a unique atmosphere, embodying a luxury cowboy vibe!
We pride ourselves on the inviting space we provide through offering luxury amenities such as a fully equipped kitchen, abundantly stocked coffee bar, toiletries upon arrival, several family oriented games, and so muc
Features
Map
Availability
Review
Features
-
PETS
No Pets Allowed -
SAFETY
Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property) -
BEDROOM
4 Bedrooms Bed Sheets Provided -
LAUNDRY
Laundry Facilities Washing Machine And Dryer -
INTERNET
WiFi Available -
BATHROOMS
3 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided -
ENTERTAINMENT
Games -
CLIMATE CONTROL
Air Conditioning Heating -
SERVICES AND CONVENIENCES
Iron/ironing Board -
SUITABILITY/ACCESSIBILITY
Smoke-free Property
Check-in : 04:00 PM
Check-out : 11:00 AM
No Wheelchair
No smoking
No pets
Children allowed
Max occupancy : 10
Map
Availability
Review
-
Kevin O.
Submitted Apr 20, 2026
Stayed Apr 18, 2026This was the perfect home for a golf weekend in Southern Pines. Great space for four people and close to downtown and the courses. Communication with the owners was as great as well.
-
Melissa C.
Submitted Apr 16, 2026
Stayed Apr 11, 2026The home was lovely. The beds and linens were very comfortable and we all slept so well. The kids adored the game room and the host was incredibly communicative. We would love to stay again.
-
Sherry K.
Submitted Mar 27, 2026
Stayed Mar 24, 2026The Cowboy is a wonderful place to stay. It’s fresh and clean, well equipped, beautifully decorated. Perfect for our group. We would definitely stay here again if the need arises.
-
Michael M.
Submitted Mar 23, 2026
Stayed Mar 18, 2026Great stay. Very pleased with the amenities of the house, the cleanliness and condition. Will plan to book here again next time we are coming to Southern Pines!
-
jorie f.
Submitted Nov 24, 2025
Stayed Nov 9, 2025We loved our stay here - the home is super clean and cozy. Well stocked kitchen and lots of space in the open concept 1st floor. Loved the back yard with fire pit and the kids especially loved the game room in the garage. Walkable to town, and all together would 100% stay here again when we come back!
-
MONICA F.
Submitted Nov 16, 2025
Stayed Nov 13, 2025The Cowboy was the most fun house I have ever stayed in. From check in to check out, our crew had a blast. The back yard fire pit and garage game room was a hit with the teenagers and the adults appreciated nice comfortable beds after a long day at the horse park. We had all of the amenities and more we wanted in a house and hope to come back and stay here again sometime!
-
Jack V.
Submitted Sep 28, 2025
Stayed Sep 25, 2025The home, amenities, and location are all fantastic. Thank you!
-
Greg A.
Submitted Sep 25, 2025
Stayed Sep 11, 2025Awesome upscale property in Southern Pines. Beautiful kitchen and living area and big yard with fire pit and grill. The host couldn't of been more responsive or helpful. Highly recommend.
-
Jayne Q.
Submitted Sep 1, 2025
Stayed Aug 8, 2025This property was perfect! Very clean, great layout with ample room, and loved the backyard amenities and game room! It made for a perfect get-away!
-
John Michael H.
Submitted Aug 5, 2025
Stayed Jul 28, 2025Overall it was great
-
A B.
Submitted Apr 24, 2025
Stayed Apr 10, 2025Place was as advertised and host was easy to work with. Went on a golf trip and the location was amazing for several of our courses.
-
Bruce T.
Submitted Oct 25, 2024
Stayed Oct 21, 2024The Cowboy worked well for 4 couples in Pinehurst for golf. Very well appointed. Our group loved spending nights in back around the firepit with that fun mural on the garage--felt like our own private bar. Location works. The common area downstairs could be a bit larger to accommodate all guests at once. Overall, highly recommend this property.
