[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # The Cowboy Vacation home in Southern Pines with kitchen ![Private kitchen](https://images.trvl-media.com/lodging/105000000/104970000/104964600/104964543/ff82441a.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Living area](https://images.trvl-media.com/lodging/105000000/104970000/104964600/104964543/ba5587ce.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Private kitchen](https://images.trvl-media.com/lodging/105000000/104970000/104964600/104964543/2f13982d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Private kitchen](https://images.trvl-media.com/lodging/105000000/104970000/104964600/104964543/2f7a0216.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Living area](https://images.trvl-media.com/lodging/105000000/104970000/104964600/104964543/674b3588.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location 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. 10 Exceptional ### Entire home 4 bedrooms3 bathroomsSleeps 10 ## Popular amenities - Dryer - Washer - Kitchen - 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 ![Private kitchen](https://images.trvl-media.com/lodging/112000000/111410000/111403900/111403862/86faba01.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Bourbon & Bubbles with Speakeasy & Hot Tub in Downtown Southern Pines! Southern Pines - Washer - Dryer - Air conditioning 10 Exceptional 2 reviews CA $220 CA $704 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-06&endDate=2025-10-07&selected=111403862&PinnedHotelID=111403862&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/83000000/82810000/82803900/82803814/1973e0c9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Historic Home w/hot tub, steps from everything! Southern Pines - Hot tub - Kitchen - Washer - Dryer 10 Exceptional 22 reviews CA $558 CA $1,209 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-06&endDate=2025-10-07&selected=82803814&PinnedHotelID=82803814&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103630000/103625900/103625870/565d420d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Dogwood - Downtown Southern Pines Southern Pines - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 9 reviews CA $349 CA $734 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-06&endDate=2025-10-07&selected=103625870&PinnedHotelID=103625870&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/104000000/103370000/103361100/103361085/d29a442f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Pinecone Cottage - a Southern Pines escape Southern Pines - Washer - Dryer - Pet-friendly - Air conditioning 9.8 Exceptional 7 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=103361085&PinnedHotelID=103361085&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106240000/106233700/106233603/65c8097c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 19th Hole - Downtown, Park, Pickleball, Sim Access Southern Pines - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=106233603&PinnedHotelID=106233603&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105780000/105777400/105777361/71c08499.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ace on Ashe - Home in Downtown Southern Pines Southern Pines - Kitchen - Washer - Dryer - Air conditioning 10 Exceptional 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=105777361&PinnedHotelID=105777361&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70970000/70964500/70964458/4294cb34.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See! southern pines - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 43 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=70964458&PinnedHotelID=70964458&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/106000000/105570000/105563400/105563330/aec5f2df.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Golf Front home on Pine Needles. 4 King Beds : 5 miles from villages Southern Pines - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 6 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=105563330&PinnedHotelID=105563330&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116500000/116499200/116499168/43df4a38.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=2025-10-19&endDate=2025-10-20&selected=116499168&PinnedHotelID=116499168&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114620000/114610300/114610255/bdef6404.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Blue Beauty Southern Pines - Washer - Dryer - Pet-friendly - Air conditioning 10 Exceptional 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=114610255&PinnedHotelID=114610255&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 ### 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 - 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 - ‪Chapman's Food and Spirits - ‬13 min walk - ‪The Bell Tree Tavern - ‬15 min walk - ‪Betsy's Crepes - ‬16 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 Oct 5, 2025, prices found for a 1-night stay for 2 adults at The Cowboy on Oct 6, 2025 start from CA $222.41, 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](https://www.expedia.ca/Southern-Pines-Hotels-The-Cowboy.h104964543.Hotel-Information?rfrr=HOT.HIS.question.link.click) 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. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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