See all properties
Entire home

The Cowboy

Choose dates to view prices

Photo gallery for The Cowboy

Private kitchen
Living area
Private kitchen
Living area
Private kitchen

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 10

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Air conditioning

Explore the area

Map
Southern Pines, NC
  • Pine Needles Golf Club
    ‪3 min drive‬
  • Mid Pines Golf Club
    ‪3 min drive‬
  • Southern Pines Golf Club
    ‪4 min drive‬
  • Fayetteville, NC (FAY-Fayetteville Regional)
    ‪66 min drive‬

Room options

About the neighborhood

Southern Pines

This vacation home is a short stroll from Weymouth Woods-Sandhills Nature Preserve and Sunrise Theater. The vacation home includes conveniences like a kitchen.
View more Vacation Homes in Southern PinesOpens in a new window

What's nearby

  • Pine Needles Golf Club - 3 min drive - 1.5 miles
  • Mid Pines Golf Club - 3 min drive - 1.5 miles
  • Southern Pines Golf Club - 4 min drive - 1.7 miles
  • Talamore Golf Resort - 7 min drive - 3.7 miles
  • Pinehurst Resort - 13 min drive - 6.7 miles

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

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!
The vacation home is air-conditioned and features a kitchen and 3 bathrooms, and there's space to spread out with 4 bedrooms. Other standard amenities include a washing machine and an ironing board.

Property manager

Ameeta Swaby

Similar properties

Outdoor dining

Charming, cozy home close to everything downtown! Perfect for large groups!

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
10.0 out of 10, Exceptional, 10 reviews
Charming, cozy home close to everything downtown! Perfect for large groups!

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

  • Smoking not allowed

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

Pets

  • This property doesn't allow pets

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
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 18

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.

Frequently asked questions

What's there to do within easy reach of this vacation home?

This vacation home is located in Southern Pines, a short 10-minute walk from Weymouth Woods-Sandhills Nature Preserve and also 14 minutes on foot from Sunrise Theater. You'll also find Southern Pines Golf Club and Pine Needles Golf Club within a short drive.

Is there parking available at this vacation home?

No, this vacation home doesn't offer parking.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Is The Cowboy a good place to stay for couples?

Amenities at this vacation home that appeal to couples include a kitchen in each accommodation with kitchens in some.

Does The Cowboy have a hot tub?

No, there isn't a spa tub at this vacation home.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

Does this vacation home have connecting rooms?

No, there aren't connecting rooms at this vacation home.

Are there rooms with balconies at The Cowboy?

No, there aren't any accommodations with balconies at The Cowboy.

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

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