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The Cowboy

Photo gallery for The Cowboy

Private kitchen
Private kitchen
Private kitchen
Living area
Living area

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 10

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Air conditioning
The current price is ￥38,742
￥83,910 total
includes taxes & fees
Jul 7 - Jul 8

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 manager

Ameeta Swaby

Add dates for prices

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)

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Private kitchen

Bourbon & Bubbles with Speakeasy & Hot Tub in Downtown Southern Pines!

  • Washer
  • Dryer
  • Air conditioning
10.0 out of 10, Exceptional, 2 reviews
The price is ￥36,165
￥90,661 total
includes taxes & fees
Jun 29 - Jun 30
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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

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
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

About the neighborhood

Map
NC, Southern Pines

What's nearby

  • Pine Needles Golf Club - 3 min drive - 2.3 km
  • Mid Pines Golf Club - 3 min drive - 2.3 km
  • Southern Pines Golf Club - 4 min drive - 2.6 km
  • Talamore Golf Resort - 7 min drive - 6.0 km
  • Pinehurst Resort - 13 min drive - 10.7 km

Getting around

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

Restaurants

  • ‪Southern Pines Brewing Company - ‬2 min drive
  • ‪Red's Corner - ‬3 min drive
  • ‪Betsy's Crepes - ‬17 min walk
  • ‪Swank - ‬15 min walk
  • ‪Hatchet Brewing Compan - ‬3 min drive

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 Jun 25, 2025, prices found for a 1-night stay for 2 adults at The Cowboy on Jul 7, 2025 start from ￥38,742, excluding 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?

Check-out is at 11:00 AM.

Where is The Cowboy located?

Situated in Southern Pines, this vacation 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 mi (2 km). Southern Pines Station is 15 minutes by foot.

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The Cowboy Reviews

Reviews

10

Exceptional

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

10/10

Cleanliness

Reviews

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

Sam G.

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

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