Entire home·Private host

The Cowboy

Holiday home in Southern Pines with kitchen

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.

Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 10

Popular amenities

Dryer
Washer
Kitchen
Air conditioning

includes taxes & fees

18 Nov - 19 Nov

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

Washer
Dryer
Air conditioning

includes taxes & fees

16 Nov - 17 Nov

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

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

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

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

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
Pine Needles Golf Club - 3 min drive - 2.3 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
‪The Bell Tree Tavern - ‬15 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 15 Nov 2025, prices found for a 1-night stay for 2 adults at The Cowboy on 18 Nov 2025 start from €343.40, 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.

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The Cowboy Reviews

10

Exceptional

10

Cleanliness

9.8

Location

10/10 Excellent

John Michael H.

5 Aug 2025

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

Southern pines

Overall it was great

Stayed 6 nights in Jul 2025

10/10 Excellent

A B.

24 Apr 2025

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

Bruce T.

25 Oct 2024

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

James B.

21 Jun 2024

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