Title: Southern Pines Vacation Home Rentals from CA $245: Search Top Private Vacation Homes for Rent | Expedia.ca [Southern Pines Travel Guide](https://expedia.ca/Southern-Pines.dx6731)[Hotels in Southern Pines](https://expedia.ca/Southern-Pines-Hotels.d6731.Travel-Guide-Hotels)[Vacation Rentals in Southern Pines](https://expedia.ca/Southern-Pines-Vacation-Rentals.d6731.Travel-Guide-VacationRentals)[Flights to Southern Pines](https://expedia.ca/Cheap-Flights-To-Southern-Pines.d6731.Travel-Guide-Flights)[Things to do in Southern Pines](https://expedia.ca/Things-To-Do-In-Southern-Pines.d6731.Travel-Guide-Activities)[Southern Pines Car Rentals](https://expedia.ca/Car-Rentals-In-Southern-Pines.d6731.Car-Rental-Guide)[Southern Pines Vacation Packages](https://expedia.ca/Southern-Pines.d6731.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/b8f1e28be7876a34fe680075bb29ab26.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Eric Mondres # Southern Pines Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6731&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6731&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6731&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6731&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Southern Pines Vacation Homes ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106120000/106118100/106118036/029252b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106120000/106118100/106118036/eef5217b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106120000/106118100/106118036/60ea7cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106120000/106118100/106118036/d0de60d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥 Pinehurst 10/10 Exceptional (7) "Great hospitality and very nice place for an overnight or more stay. " CA $247 CA $749 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Pinehurst-Hotels-Calhoun-Clubhouse-5-Bedroom-Split-Level-Home-Near-Pinehurst-6-Firepit.h106118036.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76650000/76646800/76646709/bc46aade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/77000000/76650000/76646800/76646709/c9fe7499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76650000/76646800/76646709/ecaf1aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76650000/76646800/76646709/3b40863b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6 Pinehurst 10/10 Exceptional (60) "Easy, clean, and very comfortable." CA $202 CA $511 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Pinehurst-Hotels-A-Golf-Front.h76646709.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70570000/70561500/70561497/79f82b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70570000/70561500/70561497/1ba19394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70570000/70561500/70561497/34d36314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70570000/70561500/70561497/66b98a7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serenity on Pinehurst No 6! <3.5 miles to the Village of Pinehurst! Sleeps 10! Pine Hurst 10/10 Exceptional (50) "Everythibg was perfect!!!" CA $187 CA $661 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Pinehurst-Hotels-Serenity-In-Pinehurst-No-6-4Bd35Ba-Sleeps-10.h70561497.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95850600/95850507/0f9fb018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95860000/95850600/95850507/36321097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/96000000/95860000/95850600/95850507/47ec2b74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/96000000/95860000/95850600/95850507/93a7190b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 1 Bed Condo on Pinehurst Course No.5! Pinehurst 9.4/10 Exceptional (13) "This property was perfect for our last minute trip to the Pinehurst area. Easy parking and great communication for easy access at check in time. We will definitely stay here again if it is available on our next trip." CA $105 CA $289 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Pinehurst-Hotels-Beautiful-1-Bed-Condo-On-Pinehurst-Course-No5.h95850507.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106450000/106440700/106440639/3c4f9017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106450000/106440700/106440639/8569e29b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106450000/106440700/106440639/4719aaa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106450000/106440700/106440639/0877b500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sweet Retreat w/ Fire Pit, Near Downtown & Golf Southern Pines 10/10 Exceptional (4) "4 buddies and I needed a place to stay for a golf tournament in the area. This house was perfect! The house was very clean, comfortable and a perfect fit for 4 men. The location is great, less than 5-10 minutes from all of the major golf venues in the area. Lastly, Deanna was amazing to deal with! Great communication before, during and after our stay. I highly recommend this house!" CA $258 CA $592 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Southern-Pines-Hotels-Sweet-Retreat-Near-Downtown.h106440639.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74640000/74638800/74638750/w1024h682x0y1-973aa606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74640000/74638800/74638750/w1023h683x1y0-a46af7fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/75000000/74640000/74638800/74638750/w1023h682x1y1-e156ea37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74640000/74638800/74638750/w1023h682x1y1-cd2820fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Pinehurst Retreat w/ Wood Burning Fireplace Pinehurst 10/10 Exceptional (1) "VRBO is always easy. Shannon was a good host and the house was perfect for our stay." CA $163 CA $431 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Pinehurst-Hotels-Cozy-Pinehurst-Retreat-W-Wood-Burning-Fireplace.h74638750.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105430000/105426100/105426066/63bfabd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105430000/105426100/105426066/3b05bb01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105430000/105426100/105426066/8230a0be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105430000/105426100/105426066/cc12b1ff_edited_3679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Perfect Swing - Sleeps 8 with Golden Tee 25, Pool Table, and fire pit Pinehurst 10/10 Exceptional (11) "Great House, Great Location, Great Communication! " CA $240 CA $607 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Pinehurst-Hotels-The-Perfect-Swing-2-Sleeps-8-With-Pool-Table-And-Fire-Pit.h105426066.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76380000/76376700/76376662/w1170h775x0y4-ace98b5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76380000/76376700/76376662/592657f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76380000/76376700/76376662/w1170h775x0y16-7ff19e23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76380000/76376700/76376662/4fad548f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The 19th Hole: Sleeps 10. Pool Table, Fire Pit Pinehurst 10/10 Exceptional (41) "Nice size rooms, plenty of space!" CA $283 CA $661 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Pinehurst-Hotels-The-19th-Hole-Sleeps-10-Pool-Table.h76376662.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/112000000/111560000/111557800/111557732/e464a5c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111560000/111557800/111557732/8e294ee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/112000000/111560000/111557800/111557732/e58f338c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111557800/111557732/18ac0998.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The McCaskill Cottage in the Village of Pinehurst! Old Town Pinehurst 10/10 Exceptional (5) "Went away for my birthday, and I have to say this house is amazing. Cleanliness was top notch. Everything you would need for your stay. Feels very homey, a place where you are comfortable. Nice neighborhood, quite. But plenty of shopping that can be done. Communication is key to me, and that they did. I would recommend this to a couple, and even up to 2 children. We will be back!" CA $142 CA $395 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Pinehurst-Hotels-The-McCaskill-Cottage-In-The-Village-Of-Pinehurst.h111557732.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/71000000/70570000/70560800/70560713/ffc832fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70570000/70560800/70560713/4d47b574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70570000/70560800/70560713/599181bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70570000/70560800/70560713/d14f5e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Pinehurst Eight Sleeps 10! Pine Hurst 9.6/10 Exceptional (88) "Property was amazing. Super clean and conveniently located to town. Definitely recommend and would book again. " CA $181 CA $661 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Pinehurst-Hotels-House.h70560713.Hotel-Information) ![Smart TV, video games](https://images.trvl-media.com/lodging/102000000/101330000/101321500/101321426/d200f583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101330000/101321500/101321426/573379cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games](https://images.trvl-media.com/lodging/102000000/101330000/101321500/101321426/54e31568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101330000/101321500/101321426/5b13e41f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Home in Pinehurst - Super close to the resort and The Village Pinehurst 10/10 Exceptional (6) "This was a clean house, great stay" CA $251 CA $594 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Pinehurst-Hotels-Just-A-Short-Walk-To-The-Famous-Pinehurst-Resort.h101321426.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88670000/88667000/88666949/e66d0954.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88670000/88667000/88666949/751c0957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/89000000/88670000/88667000/88666949/8e6cdd91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88670000/88667000/88666949/63a4f074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cypress Creek golf retreat. Pool and minutes from downtown! Southern Pines 9.6/10 Exceptional (21) "Great stay. Just need more towels in the bathroom. On my return trip hope to stay here" CA $151 CA $451 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Southern-Pines-Hotels-Suite-Cypress-Golf-Hideaway-Minutes-From-Downtown.h88666949.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73570000/73560400/73560385/w2145h1440x0y7-566aacfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73570000/73560400/73560385/5462568b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/74000000/73570000/73560400/73560385/2ea2987a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73570000/73560400/73560385/w2160h1277x0y6-67142469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Home in One ⛳️ Sleeps 10 & 🎱 Table! West End 9.8/10 Exceptional (39) "We really enjoyed staying at this property. It was clean, had everything that we needed and was very convenient to Pinehurst and Southern Pines. We are definitely planning on returning." CA $178 CA $659 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Pinehurst-Hotels-A-Home-In-One-Sleeps-10-Table.h73560385.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105790000/105782800/105782701/73f83598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105790000/105782800/105782701/ed2d0399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/106000000/105790000/105782800/105782701/a87a1a03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105790000/105782800/105782701/b580ac88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated, Fenced, Pet Friendly Downtown Cottage West Southern Pines 9.8/10 Exceptional (7) "As described lovely cottage very clean perfect for our stay." CA $127 CA $245 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Southern-Pines-Hotels-Updated.h105782701.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114250000/114245300/114245235/297840cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114250000/114245300/114245235/5ded79c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114250000/114245300/114245235/158cdb3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114250000/114245300/114245235/d6100d66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Golf Front Longleaf Condo2BR/2BA Southern Pines 10/10 Exceptional (3) "Everything was great! " CA $226 CA $492 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Southern-Pines-Hotels-Golf-Front-Longleaf-Condo2BR2BA.h114245235.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78490000/78482300/78482226/ede12740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78490000/78482300/78482226/f5d429af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78490000/78482300/78482226/d06a0319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/79000000/78490000/78482300/78482226/f96bdfcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tin Cup on Pinehurst #5 Pinehurst 9.6/10 Exceptional (37) "Host was accommodating as needed and fantastic location" CA $181 CA $662 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Pinehurst-Hotels-The-Tin-Cup-On-Pinehurst-5.h78482226.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/104000000/103460000/103454600/103454508/4ca6b547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103460000/103454600/103454508/cd3dcc75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103460000/103454600/103454508/f39e8912.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103460000/103454600/103454508/762c5f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pinehurst Grand Slam West End 10/10 Exceptional (1) "We rented this during the US Kids world championship so rented it for a week! It was such a fantastic house with everything we could have possibly needed...and more (my kids loved the bag of microwave popcorn the host left..what a nice touch!) during our stay. The coffee bar was phenomenal and we adults enjoyed that very much!! We cant wait to be back there next year!!" CA $188 CA $663 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/West-End-Hotels-Pinehurst-Grand-Slam.h103454508.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74010000/74003300/74003216/6595a2d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74010000/74003300/74003216/f3de5def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74010000/74003300/74003216/932283ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/75000000/74010000/74003300/74003216/e60f210d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong! Pinehurst 10/10 Exceptional (41) "Great stay! Excellent location and very cool property with plenty of activities. " CA $170 CA $423 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Pinehurst-Hotels-Location-Golf-Weekend-Family-Trip-Work-Stay-Central-To-It-All.h74003216.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161448/be66f621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161448/7ebdf484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161448/c2bbae80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161448/5bc6f2f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Pinehurst on first fairway of Pinehurst 5 golf course. Right across the street of Fair Barn Pinehurst 9.0/10 Wonderful (13) "Great location, awesome food places & love that the golf course was right there!! Place was clean & cute " CA $145 CA $333 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Pinehurst-Hotels-Condo-In-Pinehurst-On-First-Fairway-Of-Pinehurst-5-Golf-Course-Right-Across-The-Street-Of-Fair-Barn.h106161448.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/83000000/82840000/82839700/82839623/620592dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82840000/82839700/82839623/fba225d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/83000000/82840000/82839700/82839623/2b4a2e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82840000/82839700/82839623/7f6c1c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upstairs at the Estate - Across from SP Golf Club Southern Pines 10/10 Exceptional (34) "Check in was smooth, clean, spacious, beds were comfortable" CA $148 CA $312 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Southern-Pines-Hotels-Upstairs-At-The-Estate-Across-From-SP-Golf-Club.h82839623.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24®ionId=6731&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSouthern-Pines-Private-Vacation-Homes.d6731-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouthern-Pines-Private-Vacation-Homes.d6731-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Southern Pines Hotel Reviews ![SureStay Plus Hotel by Best Western Southern Pines Pinehurst](//images.trvl-media.com/lodging/2000000/1870000/1863900/1863834/e305cf41_y.jpg) ### SureStay Plus Hotel by Best Western Southern Pines Pinehurst 10/10 Excellent "Clean room. Close to restaurants and shopping centers. " [](https://expedia.ca/Southern-Pines-Hotels-SureStay-Plus-Hotel-By-Best-Western-Southern-Pines-Pinehurst.h1863834.Hotel-Information) ![Econo Lodge Southern Pines](//images.trvl-media.com/lodging/2000000/1640000/1635900/1635819/3814fcbf_y.jpg) ### Econo Lodge Southern Pines 10/10 Excellent "Outdated, entire staff was so very polite and nice" [](https://expedia.ca/Southern-Pines-Hotels-Econo-Lodge-Southern-Pines.h1635819.Hotel-Information) ![Days Inn & Conf Center by Wyndham Southern Pines Pinehurst](//images.trvl-media.com/lodging/1000000/10000/1700/1654/8d4d194a_y.jpg) ### Days Inn & Conf Center by Wyndham Southern Pines Pinehurst 10/10 Excellent "It was very safe" [](https://expedia.ca/Southern-Pines-Hotels-Days-Inn-Conf-Center-By-Wyndham-Southern-Pines-Pinehurst.h1654.Hotel-Information) ![Location is a golfer's paradise and less than 10min from downtown Pinehurst! ](//images.trvl-media.com/lodging/102000000/101740000/101732600/101732556/13edd3a6_y.jpg) ### Location is a golfer's paradise and less than 10min from downtown Pinehurst! 10/10 Excellent "Well appointed. Attention to details. Thanks Again " [](https://expedia.ca/Southern-Pines-Hotels-Location-Is-A-Golfers-Paradise-And-Less-Than-10min-From-Downtown-Pinehurst.h101732556.Hotel-Information) ![Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses.](//images.trvl-media.com/lodging/101000000/100580000/100570900/100570879/dd14f59d_y.jpg) ### Walking distance to Downtown Southern Pines and close to Pinehurst Golf Courses. 10/10 Excellent "Great location. About a 20 minute walk to restaurants. We stayed for a golf land would not hesitate to book again." [](https://expedia.ca/Southern-Pines-Hotels-Walking-Distance-To-Downtown-Southern-Pines-And-Close-To-Pinehurst-Golf-Courses.h100570879.Hotel-Information) ![Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8](//images.trvl-media.com/lodging/103000000/102450000/102448700/102448659/1e7c2634_y.jpg) ### Walk to Downtown - 5 min. to MidPines, So. Pines & PineNeedles - Sleeps 6-8 10/10 Excellent "The house was exactly as described, and Anthony was very responsive to my messages.The neighborhood is not the best, but it was very convenient to restaurants and since we were only there to sleep, it was not important to us." [](https://expedia.ca/Southern-Pines-Hotels-Walk-To-Downtown-5-Min-To-MidPines.h102448659.Hotel-Information) ![The Flat Coat Cottage: Downtown Southern Pines](//images.trvl-media.com/lodging/97000000/96660000/96655000/96654904/a8895cde_y.jpg) ### The Flat Coat Cottage: Downtown Southern Pines 10/10 Excellent "We had a wonderful stay!! This house is adorable and had plenty of space for friends to spend a weekend together. Perfect location! You could walk to everything in downtown. " [](https://expedia.ca/Southern-Pines-Hotels-The-Flat-Coat-Cottage-Downtown-Southern-Pines.h96654904.Hotel-Information) ![New! Insane Golf Retreat & Simulator - Bogey Bunks](//images.trvl-media.com/lodging/106000000/105860000/105853800/105853793/42ecdd05_y.jpg) ### New! Insane Golf Retreat & Simulator - Bogey Bunks 10/10 Excellent "House is just as advertised! Perfect for our group of 8 for a golf trip. Would definitely return. Chris was great to communicate with and very helpful. " [](https://expedia.ca/Southern-Pines-Hotels-Insane-Amenities-Golfers-Retreat-In-The-Pines-The-Bogey-Bunks.h105853793.Hotel-Information) ![Loft Cottage on Ridge
? Short & Extended Stays?](//images.trvl-media.com/lodging/83000000/82850000/82842500/82842447/69f18ff2_y.jpg) ### Loft Cottage on Ridge
? Short & Extended Stays? 10/10 Excellent "OK... let me just ask, Can I just live here?! This place is just so perfect for one or two people. Location is perfect - walking distance to everything downtown SP. Quiet area, unbelievably clean, decor is just adorable, and laundry available. What more could you ask for? I was SO disappointed when I looked and it was not available for my next trip to SP. Hurry! Go book it NOW!" [](https://expedia.ca/Southern-Pines-Hotels-Loft-Cottage-On-Ridgebr-Short-Extended-Stays.h82842447.Hotel-Information) ## Find out more about Southern Pines ## Southern Pines Vacation Homes information | Number of reviews | 470 | | --- | --- | | Accommodation | 355 Vacation Homes | | Lowest Price | CA $245 | | Highest Price | CA $749 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Aparthotels in Aberdeen](https://www.expedia.ca/Aberdeen-Apart-Hotels.d5955-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Aberdeen](https://www.expedia.ca/Aberdeen-Bed-And-Breakfast.d5955-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Aberdeen](https://www.expedia.ca/Aberdeen-Castles.d5955-aaCastles.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Aberdeen](https://www.expedia.ca/Aberdeen-Hotels-Beach-Hotel.0-0-d5955-tBeachHotel.Travel-Guide-Filter-Hotels) - [Business Hotels in Aberdeen](https://www.expedia.ca/Aberdeen-Hotels-Business-Hotel.0-0-d5955-tBusinessHotel.Travel-Guide-Filter-Hotels) - 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