See all properties
Entire home·Private host

The Cowboy

Choose dates to view prices

Photo gallery for The Cowboy

Private kitchen
Living area
Dining
Exterior
4 bedrooms, iron/ironing board, WiFi, bed sheets

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 10

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning

Explore the area

View in a map
Southern Pines, NC
  • Place, Weymouth Woods-Sandhills Nature Preserve
    ‪10 min walk‬
  • Place, Sunrise Theater
    ‪15 min walk‬
  • Place, Hyland Hills Golf Club
    ‪2 min drive‬
  • Airport, Fayetteville, NC (FAY-Fayetteville Regional)
    ‪57 min drive‬

Room options

Similar properties

Exterior
Embassy Suites by Hilton Fayetteville Fort Bragg
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
4.6 out of 5, Wonderful, 1,000 reviews
The price is €144
includes taxes & fees
12 Apr - 13 Apr
Embassy Suites by Hilton Fayetteville Fort Bragg

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

The Cowboy

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!
During your stay at this vacation home, you'll be within walking distance of Weymouth Woods-Sandhills Nature Preserve. You'll find features like laundry facilities. The vacation home offers a kitchen and 3 bathrooms.
  • Air-conditioned home with kitchen, washing machine, and 3 bathrooms
  • Amenities include laundry facilities
  • Within a 15-minute walk of Weymouth Woods-Sandhills Nature Preserve and Sunrise Theater
This vacation home offers its guests laundry facilities. The front desk is open around the clock.

Property amenities

Internet

  • Available in the house: WiFi

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Games

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Safety features

  • 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)

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

The Cowboy Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 12 out of 12 reviews
Rating 8 - Good. 0 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

jorie f.

Liked: Cleanliness
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!
Stayed 4 nights in Nov 2025

10/10 Excellent

MONICA F.

Liked: Cleanliness
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!
Stayed 3 nights in Nov 2025

10/10 Excellent

Jack V.

Liked: Cleanliness
The home, amenities, and location are all fantastic. Thank you!
Stayed 3 nights in Sep 2025

10/10 Excellent

Greg A., Washington, D.C.

Liked: Cleanliness
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.
Stayed 3 nights in Sep 2025

10/10 Excellent

Jayne Q.

Liked: Cleanliness
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!
Stayed 3 nights in Aug 2025

10/10 Excellent

John Michael H.

Liked: Cleanliness

Southern pines

Overall it was great
Stayed 6 nights in Jul 2025

10/10 Excellent

TERESA D.

Liked: Cleanliness
Stayed 3 nights in Apr 2025

10/10 Excellent

A B.

Liked: Cleanliness

Great experience!

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.
Stayed 3 nights in Apr 2025

10/10 Excellent

Sam G.

Liked: Cleanliness
Stayed 1 night in Sep 2024

10/10 Excellent

Bruce T.

Liked: Cleanliness

Golf Getaway

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.
Stayed 3 nights in Oct 2024

10/10 Excellent

James B.

Liked: Cleanliness

Very nice stay

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.
Stayed 3 nights in Jun 2024

10/10 Excellent

Damond V.

Liked: Cleanliness

Pinehurst Visit

Great visit / Excellent communication and the property was in top shape. Great experience +++
Stayed 1 night in Jun 2024