The Cowboy | House in Southern Pines, NC

Q: How much does it cost per night to stay in The Cowboy?

Best-rates for the The Cowboy starts from $505 per night with includes Air Conditioner, Security/Safety, Sports/Activities, Bedding/Linens, Wellness Facilities, Internet, Kitchen, Fireplace/Heating, Entertainment, Child Friendly, Laundry with all other facilities. Casai.ca matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

10.0 (12 Reviews) | 4 Bedrooms 3 Bathrooms 10 Guests

4 Bedroom House with Security, Sports and Bedding

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 Cowboy is located in Southern Pines. The Cowboy provides accommodation, featuring Sports/Activities, Bedding/Linens, Wellness Facilities, among other amenities. This House features Sports/Activities, Bedding/Linens, Wellness Facilities, to make your stay a comfortable one.

The Cowboy has 4 Bedrooms , 3 Bathrooms, and max occupancy of 10 persons. The minimum rental for this property is 1 night, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Southern Pines has interesting places to visit. If you want to learn more about the House in Southern Pines, such as places to visit and things to do nearby, you can check below to learn more.

Southern Pines, 28387, USA

Amenities

Air Conditioner

Security/Safety

Sports/Activities

Bedding/Linens

Wellness Facilities

Fireplace/Heating

Entertainment

Child Friendly

Internet

Kitchen

Laundry

Policies

Check-in

Check-in time starts at 4:00 pm minimum check-in age: 18

Check-out

Check-out before 11:00 am

Child Policy

Children are welcome.

Pet Policy

Pets not allowed

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 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 onsite parties or group events are strictly prohibited special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Reviews

MONICA F.

Nov 17, 2025 01:13:19 AM

Review Score: 10

Summary: The Cowboy was the most fun house I have ever stayed in. From check in to check out, our crew had a blast. The back yard fire pit and garage game room was a hit with the teenagers and the adults appreciated nice comfortable beds after a long day at the horse park. We had all of the amenities and more we wanted in a house and hope to come back and stay here again sometime!

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FAQ's

Is this The Cowboy pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the The Cowboy have a swimming pool?

No, this The Cowboy does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in The Cowboy?

Best-rates for the The Cowboy starts from $505 per night with includes Air Conditioner, Security/Safety, Sports/Activities, Bedding/Linens, Wellness Facilities, Internet, Kitchen, Fireplace/Heating, Entertainment, Child Friendly, Laundry with all other facilities. Casai.ca matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is The Cowboy a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the The Cowboy wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the The Cowboy has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the The Cowboy?

Based on the information reported by the owner or manager, the The Cowboy indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for The Cowboy?

Based on the information reported by the owner or manager, details for the cancellation policy for the The Cowboy are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Check House Availability

Nightly rates from:

CA $698