[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst Family-friendly vacation home in Southern Pines ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108410000/108408200/108408178/5f7f1fdf.jpg?impolicy=resizecrop&rw=598&ra=fit) ![5 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/109000000/108410000/108408200/108408178/w1199h799x1y1-448e5587.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108410000/108408200/108408178/w1199h800x1y1-2fdbfef0.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/109000000/108410000/108408200/108408178/w1199h800x1y1-b4b93171.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/109000000/108410000/108408200/108408178/1f199833.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Escape to the secluded yet conveniently located Outrageous Fortune, a spacious 3400 sqft ranch perfect for large groups and retreats. Enjoy the expansive 1-acre lot featuring a swimming pool, game room, firepit, and putting green. 9.8 Exceptional ### Entire home 5 bedrooms4 bathroomsSleeps 20 ## Popular amenities - Dryer - Washer - Parking available - Pool - Barbecue grill - Outdoor space ## 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. ### Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst "Outrageous Fortune" is a sprawling, stylish and renovated 3400 sqft ranch. It's perfect for large groups & retreats. Sleeps up to 20 with 10 beds. 5 bedrooms and 4 bathrooms on a 1-acre lot with a swimming pool, game room, firepit, and putting green! Our property feels secluded, but is close to everything! \- 5 mins to restaurants, nightlife and shops in downtown Southern Pines \-5 mins to Southern Pines Golf Club & Weymouth Center Venue \- 15 mins to Pinehurst Resort \-10 mins to Pine Needles Lodge and Golf Club \- 10 mins to Mid Pines Inn & Golf Club ## Property amenities ### Beach - Beach loungers ### Pool/Spa - Pool ### Internet - Available in the house: WiFi ### Parking and transportation - Parking on site ### Food and drink - Dishwasher - Microwave - Oven - Stovetop ### Bedrooms - 5 bedrooms - Bedsheets provided ### Bathroom - 4 bathrooms - Bathtub or shower - Hair dryer - Shower - Toilet paper - Towels provided ### Entertainment - Games - Smart TV ### Outdoor areas - Barbecue grill - Firepit - Outdoor furniture - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Things to do - Arcade/game room ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) ## Similar properties ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71020000/71017400/71017370/w1919h1276x1y1-14355433.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf Southern Pines - Pool - Kitchen - Washer - Dryer 9.6 Exceptional 15 reviews CA $1,681 CA $2,573 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15&selected=71017370&PinnedHotelID=71017370&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/89000000/88670000/88664300/88664265/6cf08cc3.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Abbey Manor on Pinehurst #6- Golf Views -Sleeps 24 Pinehurst - Kitchen - Washer - Dryer - Pet-friendly 9.8 Exceptional 33 reviews CA $1,120 CA $1,974 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15&selected=88664265&PinnedHotelID=88664265&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73980000/73977400/73977353/f64af492.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ramsey Cottage on Pinehurst No 9 - Spectacular️ Golf Views - Sleeps 26 Pinehurst - Pool - Kitchen - Washer - Dryer 10 Exceptional 38 reviews CA $1,163 CA $2,026 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-12&endDate=2025-11-13&selected=73977353&PinnedHotelID=73977353&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/67000000/66840000/66839500/66839488/33fa6b8c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Knollwood Manor - Historic Mansion Overlooking the Famous Mid Pines Golf Course Southern Pines - Kitchen - Washer - Dryer - Air conditioning 10 Exceptional 37 reviews CA $629 CA $1,229 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&selected=66839488&PinnedHotelID=66839488&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105950000/105942500/105942432/3feadad6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Simulator & Unbeatable Golf Experience On 2 Acres! 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Epic 12 Bed Golf Vacation - Chipping Inn Pinehurst - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 14 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28&selected=105917479&PinnedHotelID=105917479&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/106000000/105860000/105853800/105853793/42ecdd05.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### New! Insane Golf Retreat & Simulator - Bogey Bunks Southern Pines - Kitchen - Washer - Dryer - Air conditioning 10 Exceptional 12 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28&selected=105853793&PinnedHotelID=105853793&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### 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 indicated there is a carbon monoxide detector on the property Host has indicated 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. Southern Pines Golf Club and Hyland Hills 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. Traveling with kids? Consider Malcolm Blue Farm and Hillcrest Park. [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=35.1429,-79.38424&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:evouEnvocN%3FS%3FQ%3FS%40Q%3FS%40Q%40S%40Q%40SBQ%40S%40SBQBQBQBSBQDQBQDQDQBQDQDQFQDOFQDOFOFQFOFQFMFQHMHQFMHOHMHMHOHMHMJMHMJKHMLKHMJKJKLKJKJKJILKJILILKLGJILGLILILELGNGLGLGLENELENELENCLCNENCLCNCNANCLANANANAN%3FN%3FL%3FNAN%40N%3FN%3FL%3FN%40N%40N%40N%40LBN%40NBNBLBNDNBLBNDLDNDLDLDLFNFLFLFLDLHLHLFLHLFJJLHLHJJLHJJJJJJJJJJJLJJJLHLJJHLHLHLJNHLHLFNHLFPHLFPFLFPHNDPFNFNDPFPDNDPDPDPBPDPDPBPBPBRBPBPBPBR%40R%40P%40RBP%3FR%40P%40R%3FP%40R%3FP%3FR%3FR%3FPAR%3FPARAP%3FRCPARAPAPCRCPCRCPCRCPCPEPEPCPEPEPENEPGPENGPGNEPINGNGNGNINGNINGNIJINKNILIJINKJILKLKJKLKJKJKJKJKJMHKHMJMHKHMHMHMFMHMFMFMFMFOFMDMDMDODMFODMBOBOBMDO%40ODO%40MBO%3FOBO%40O%3FM%40O%3FO%3FO%40OAM%3FO%3FOAO%3FOAOCM%3FOCOAOEMAOEOCMCOCMEOGMEOEMEMEMGOGMGMGMGMIMGKIMIMIMIKKMIKIKKKKMKKKKKIMMKIMKKIMKOIKIMIOIOIKIOGOIOIOGOGOGOGOGQGOEQGOEOGSEOEQCQEQEQCQEQCQCSCQCSCQASAQCQASAQASAQ%3FSAQ%3FS%3FQ%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=lLRtcCOxTFIRUCJ1xIHBQeB2Q3k=) Southern Pines, NC ### What's nearby - Southern Pines Golf Club - 5 min drive - 3.9 km - Pine Needles Golf Club - 9 min drive - 7.5 km - Mid Pines Golf Club - 9 min drive - 7.5 km - Talamore Golf Resort - 12 min drive - 9.1 km - Pinehurst Resort - 16 min drive - 12.3 km ### Getting around - Southern Pines Station - 6 min drive - Fayetteville Regional Airport (FAY) - 58 min drive ### Restaurants - ‪McDonald's - ‬6 min drive - ‪Circle K - ‬6 min drive - ‪Bojangles' Famous Chicken 'n Biscuits - ‬6 min drive - ‪Dunkin' - ‬7 min drive - ‪Waffle House - ‬6 min drive ## Frequently asked questions ### Does Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst have a pool? > Yes, this property has a pool. ### Is Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst pet-friendly? > No, pets are not allowed at this property. ### Where is Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst located? > This family-friendly Southern Pines vacation home is within 3 mi (5 km) of Weymouth Woods-Sandhills Nature Preserve, Malcolm Blue Farm, and Campbell House Galleries. Southern Pines Golf Club and Museum are also within 3 mi (5 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Pool-Sleeps 20-Stylish- 5 mins to downtown Southern Pines- Close to Pinehurst Reviews 9.8 ### 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 9 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.8/10 Cleanliness ### 10/10 Excellent #### Ian Z. Apr 7, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect Spot This is the perfect golf weekend house, everyone. Super close to all the courses, super responsive owners, and is fairly priced.One note: Bring your own soap and shampoo. ##### Ian Z. Stayed 2 nights in Apr 2025 ### 10/10 Excellent #### Steve D. Jan 12, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Everything we hoped for This house was perfect for our group's needs. With all beds in each of the bedrooms and bathrooms throughout the house, we settled in comfortably. The house was wonderful for gathering in the common areas as well. It was in a neighborhood, but still felt somewhat secluded. Everything felt clean and well maintained. ##### Steve D. Stayed 3 nights in Jan 2025 ### 8/10 Good #### Emory W. Jun 27, 2025 ##### Emory W. Stayed 4 nights in Jun 2025 ### 10/10 Excellent #### Libby D. Oct 3, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Best property for CHP shows We stayed here for a show at Carolina Horse Park. My only hesitation in leaving this review is we may not get to reserve it again. It was just perfect (they even left us sunscreen!). ##### Libby D. 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