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The Cowboy

Photo gallery for The Cowboy

A modern kitchen with a central island, stainless steel appliances, and large windows.
A two-story house with a covered porch, a front door, and two windows on the upper floor.
A modern living room with a leather sofa, a coffee table, and a fireplace.
A modern kitchen with a wooden dining table, chairs, and a backsplash.
A bedroom with a large bed, dark wood paneling on the walls, two bedside tables with lamps, and a window with curtains.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
This vacation home accommodates 10 guests with 4 bedrooms and 3 bathrooms. It is near Hyland Hills Golf Club and Pine Needles Golf Club.

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Games
    A rare find - enjoy a variety of games available on-site.
4 bedrooms3 bathroomsSleeps 10

Popular amenities

  • Kitchen
  • Washing machine
  • Air-conditioning
  • Internet access
  • Dryer
  • Bathtub

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)
    ‪52 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Double Beds

3 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Shower only · Shampoo · Hair dryer

Spaces

Kitchen

About this property

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!
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 3997915vb
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

About the area

Southern Pines

Southern Pines is home to this holiday home. Hyland Hills Golf Club and Southern Pines Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Weymouth Woods-Sandhills Nature Preserve and Reservoir Park. Malcolm Blue Farm and Hillcrest Park are also worth visiting.
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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
  • Pinehurst Resort - 12 min drive - 11.6 km

Getting around

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

Restaurants

  • ‪Red’s Corner - ‬3 min drive
  • ‪Betsy's Crepes - ‬16 min walk
  • ‪The Jefferson Inn - ‬15 min walk
  • ‪Swank - ‬15 min walk
  • ‪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 2 Sept 2026, prices found for a 1-night stay for 2 adults at The Cowboy on 8 Sept 2026 start from £382, 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.

About the host

Hosted by Ameeta Swaby

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