The Cowboy

Southern Pines, North Carolina
$421 avg/night Minimum Stay 1 Nights
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 1 nights

Min Stay

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 much more!

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature 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

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • jorie f.

    Submitted Nov 24, 2025

    Stayed Nov 9, 2025

    We 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, 2025

    The 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, 2025

    The home, amenities, and location are all fantastic. Thank you!

  • Greg A.

    Submitted Sep 25, 2025

    Stayed Sep 11, 2025

    Awesome 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, 2025

    This 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, 2025

    Overall it was great

  • A B.

    Submitted Apr 24, 2025

    Stayed Apr 10, 2025

    Place 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, 2024

    The 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.

  • James B.

    Submitted Jun 21, 2024

    Stayed Jun 5, 2024

    We enjoyed our stay. Everything was nice and new. Very nice location. Easy to find and very well stocked. Would suggest this house for anyone planning to golf or just enjoy the area. Very clean and well managed. I give a 5 out of 5 only because 5 is the highest rating.

  • Damond V.

    Submitted Jun 12, 2024

    Stayed Jun 9, 2024

    Great visit / Excellent communication and the property was in top shape. Great experience +++

Your dates are Available!

Total

Includes taxes and fees
$421+
View details