Skip to main content
Entire home

The Cowboy

Holiday home in Southern Pines with kitchen

Photo gallery for The Cowboy

Private kitchen - The Cowboy (Southern Pines)
Living area - The Cowboy (Southern Pines)
Private kitchen - The Cowboy (Southern Pines)
Private kitchen - The Cowboy (Southern Pines)
Living area - The Cowboy (Southern Pines)
In the heart of downtown Southern Pines, The Cowboy offers a luxury cowboy vibe with modern-western decor. Relax in this inviting space equipped with a fully stocked coffee bar, family-oriented games, and luxurious toiletries upon arrival.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 10

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Air conditioning
The current price is AU$688
includes taxes & fees
9 Dec - 10 Dec

Add dates for prices

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!

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)

Similar properties

Bar (on property)
Deluxe Guestroom - 2 Queens · The Jefferson Inn Rm. 4
  • Air conditioning
  • Parking available
The price is AU$493
includes taxes & fees
14 Dec - 15 Dec
Deluxe Guestroom - 2 Queens · The Jefferson Inn Rm. 4

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

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
On-site 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

About the area

Map
Southern Pines, NC

What's nearby

  • Weymouth Woods-Sandhills Nature Preserve - 10 min walk - 0.9 km
  • Sunrise Theater - 15 min walk - 1.3 km
  • Campbell House Galleries - 18 min walk - 1.5 km
  • Hyland Hills Golf Club - 2 min drive - 1.4 km
  • Fort Bragg - 31 min drive - 43.3 km

Getting around

  • Southern Pines Station - 15 min walk
  • Fayetteville, NC (FAY-Fayetteville Regional) - 55 min drive

Restaurants

  • ‪Southern Pines Brewing Company - ‬2 min drive
  • ‪Chapman's Food and Spirits - ‬13 min walk
  • ‪Betsy's Crepes - ‬16 min walk
  • ‪Hatchet Brewing Compan - ‬3 min drive
  • ‪Busaba Cafe - ‬19 min walk

Frequently asked questions

Is The Cowboy pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at The Cowboy?

As of 8 Dec 2025, prices found for a 1-night stay for 2 adults at The Cowboy on 9 Dec 2025 start from AU$688.39, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at The Cowboy?

Check-in begins at 4:00 PM.

What time is check-out at The Cowboy?

Checkout is at 11:00 AM.

Where is The Cowboy located?

Situated in Southern Pines, this holiday home is within a 15-minute walk of Weymouth Woods-Sandhills Nature Preserve and Sunrise Theater. Campbell House Galleries and Hyland Hills Golf Club are also within 1 mile (2 km). Southern Pines Station is 15 minutes by foot.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

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

Jayne Q.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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

A B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

John Michael H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Southern pines

Overall it was great
Stayed 6 nights in Jul 2025

10/10 Excellent

Damond V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pinehurst Visit

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

10/10 Excellent

James B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

Bruce T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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

TERESA D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Apr 2025

10/10 Excellent

Sam G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 1 night in Sep 2024