Title: The Cowboy - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=104964543&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # The Cowboy Vacation home in Southern Pines with kitchen ## Photo gallery for The Cowboy ![Private kitchen - The Cowboy (Southern Pines)](https://images.trvl-media.com/lodging/105000000/104970000/104964600/104964543/ae73e78c.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Living area - The Cowboy (Southern Pines)](https://images.trvl-media.com/lodging/105000000/104970000/104964600/104964543/c0d0faa0.jpg?impolicy=resizecrop&rw=297&ra=fit) ![4 bedrooms, iron/ironing board, WiFi, bed sheets - The Cowboy (Southern Pines)](https://images.trvl-media.com/lodging/105000000/104970000/104964600/104964543/e464dcfb.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - The Cowboy (Southern Pines)](https://images.trvl-media.com/lodging/105000000/104970000/104964600/104964543/19e6c3b4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - The Cowboy (Southern Pines)](https://images.trvl-media.com/lodging/105000000/104970000/104964600/104964543/bc0a941f.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies 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. ## Reviews 10 Exceptional ### Entire home 4 bedrooms3 bathroomsSleeps 10 ## Popular amenities - Kitchen - Washer - Dryer - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## 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 - 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) ## Similar properties ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116500000/116499200/116499168/191ad5b1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Quirky Cottage - Downtown Southern Pines Southern Pines - Kitchen - Washer - Dryer - Pet friendly [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11&selected=116499168&PinnedHotelID=116499168&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/115000000/114620000/114610300/114610255/e362dfcb.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Blue Beauty Southern Pines - Washer - Dryer - Pet friendly - Air conditioning 10 Exceptional 6 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11&selected=114610255&PinnedHotelID=114610255&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/84000000/83520000/83513500/83513452/e32c72ae.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Kenwood Villa - Spectacular Golf Views - Sleeps 22 Pinehurst - Kitchen - Washer - Dryer - Pet friendly 9.8 Exceptional 52 reviews CA $1,137 CA $1,984 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-31&endDate=2026-02-01&selected=83513452&PinnedHotelID=83513452&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106580000/106571500/106571458/f2539137.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Ducks Summer Nest @ White Lake NC. 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Pinehurst - Kitchen - Washer - Dryer - Pet friendly 9.8 Exceptional 20 reviews CA $109 CA $406 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-02&endDate=2026-02-03&selected=75618623&PinnedHotelID=75618623&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11&selected=104964543&PinnedHotelID=104964543&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=104964543,116499168,114610255,83513452,106571458) ## 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 Information provided by the property may be translated using automated translation tools ### 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 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 area Southern Pines is home to this vacation 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. [Visit our Southern Pines travel guide](https://www.expedia.ca/Southern-Pines.dx6731) [View more Vacation homes in Southern Pines](https://www.expedia.ca/Southern-Pines-Private-Vacation-Homes.d6731-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=35.179432,-79.37847&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:qzvuElrncN%3FS%3FQ%40S%3FQ%40S%40Q%40S%40Q%40S%40Q%40SBQBSBQBSBQBQBQDQDQBQDQDQDODSFODOFQFODQHOFOFQFMHOFOHOFOHMHMJOHMHMHMJMHMJKJMJKJKJKJKJKJKLKJILILIJILILILGLILGLGLILGNELELELGNENELENCLCNCLENCNCNALCN%3FNCNAN%3FLAN%3FNAN%3FN%3FL%40P%3FL%40N%3FN%40NBL%3FNBN%40NBLBNDNBLBNBLDNDLDNFLDLDLDNFLHLFLFLHLFLHJHLHLHJHLJJHJJLJJJJJJJJJJLHJJLHLJLHLHLHNHLHLHNFNHNHNFLFPFNFNFPFNDPFNDNFRDNDPBPDPDPBPDPBPBPBRBPBR%40P%40RBP%40R%40P%40R%40P%3FR%40P%3FR%3FP%3FR%3FR%3FP%3FRAP%3FRAPARAPARCPARARCPCPCRCPCPEPCPERENCPEPEPGPENGPENGNGPGNGPGNGNILIPGLINILILINILILKLILKLIJKLKJKJKJKJMLKHKHMJKJMFMJKFMHMFMHMFMFMHOFMDMFMDODMDODMDOBMBODOBMBOBO%40OBM%40O%40O%40O%40M%3FQ%3FM%40O%3FO%3FOAO%3FM%3FOAOAOAOAMCOAOCOCMCOEMCOCMEOEOEMEMEMGOEMGMIMGMGMIMGMIMGKKMGMKKIMKKIKMKKKKKKKKKMKKIMKMIMIMIMKOIMIMGOIMGQIMGOGOGQIOEQGOGOEQGOEQEQEQEQCOESEQCQCQCQCSCQCQCSASAQASAQASAQAS%3FQAS%3FQ%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=eZVl3lvyD7ahry6ms6kd2sKsOBQ=) Southern Pines, NC ### What's nearby - ![Country Club Golf Resort ](https://images.trvl-media.com/place/6087229/fdaa18d8-80e5-488f-95e8-052f5108530a.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Pinehurst Resort 11 min drive \- 11.7 km - 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 ### Getting around - Southern Pines Station 15 min walk - Fayetteville Regional Airport (FAY) 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 - Red’s Corner 3 min drive - Busaba Cafe 19 min walk ## Frequently asked questions ### Is The Cowboy pet-friendly? ### How much does it cost to stay at The Cowboy? ### What time is check-in at The Cowboy? ### What time is check-out at The Cowboy? ### Where is The Cowboy located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## The Cowboy Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 12 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 9.8 Location ## Reviews ### 10/10 Excellent #### James B. Jun 21, 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. ##### James B. Stayed 3 nights in Jun 2024 ### 10/10 Excellent #### Bruce T. Oct 25, 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. ##### Bruce T. Stayed 3 nights in Oct 2024 ### 10/10 Excellent #### Jayne Q. Sep 1, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy This property was perfect! Very clean, great layout with ample room, and loved the backyard amenities and game room! It made for a perfect get-away! ##### Jayne Q. Stayed 3 nights in Aug 2025 ### 10/10 Excellent #### Jack V. Sep 28, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy The home, amenities, and location are all fantastic. Thank you! ##### Jack V. Stayed 3 nights in Sep 2025 ### 10/10 Excellent #### A B. Apr 24, 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. ##### A B. Stayed 3 nights in Apr 2025 ### 10/10 Excellent #### John Michael H. Aug 5, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Southern pines Overall it was great ##### John Michael H. Stayed 6 nights in Jul 2025 ### 10/10 Excellent #### Damond V. Jun 12, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Pinehurst Visit Great visit / Excellent communication and the property was in top shape. Great experience +++ ##### Damond V. Stayed 1 night in Jun 2024 ### 10/10 Excellent #### Greg A. Sep 25, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Awesome upscale property in Southern Pines. Beautiful kitchen and living area and big yard with fire pit and grill. The host couldn't of been more responsive or helpful. Highly recommend. ##### Greg A. Stayed 3 nights in Sep 2025 ### 10/10 Excellent #### TERESA D. May 15, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### TERESA D. Stayed 3 nights in Apr 2025 ### 10/10 Excellent #### Sam G. Jan 22, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Sam G. 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