Title: Southern Pines Vacation Home Rentals from CA $199: 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 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](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) ![](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 Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6731&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6731&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6731&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6731&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Southern Pines Vacation Homes ![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](https://images.trvl-media.com/lodging/112000000/111560000/111557800/111557732/18ac0998.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 detail](https://images.trvl-media.com/lodging/112000000/111560000/111557800/111557732/8e294ee6.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 (6) "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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gloria M. CA $113 CA $362 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Pinehurst-Hotels-The-McCaskill-Cottage-In-The-Village-Of-Pinehurst.h111557732.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) ![Smart TV](https://images.trvl-media.com/lodging/74000000/73570000/73560400/73560385/b21ca46a.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) ### 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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arlesia D. CA $118 CA $585 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Pinehurst-Hotels-A-Home-In-One-Sleeps-10-Table.h73560385.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/83000000/82840000/82839700/82839623/7f6c1c31.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/fba225d2.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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine M. CA $122 CA $284 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Southern-Pines-Hotels-Upstairs-At-The-Estate-Across-From-SP-Golf-Club.h82839623.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/83000000/82850000/82842500/82842447/69f18ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82850000/82842500/82842447/06e5bcda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82850000/82842500/82842447/ed3a957d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82850000/82842500/82842447/ac30a5db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loft Cottage on Ridge
? Short & Extended Stays? Southern Pines 10/10 Exceptional (28) "Had everything I needed. Very cute little cottage. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $87 CA $199 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Southern-Pines-Hotels-Loft-Cottage-On-Ridgebr-Short-Extended-Stays.h82842447.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106120000/106118100/106118036/029252b7.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) ![Interior](https://images.trvl-media.com/lodging/107000000/106120000/106118100/106118036/60ea7cc6.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) ### 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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robbie B. CA $266 CA $775 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pinehurst-Hotels-Calhoun-Clubhouse-5-Bedroom-Split-Level-Home-Near-Pinehurst-6-Firepit.h106118036.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) ![TV](https://images.trvl-media.com/lodging/96000000/95860000/95850600/95850507/93a7190b.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) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95860000/95850600/95850507/183bbb83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 1 Bed Condo on Pinehurst Course No.5! Pinehurst 9.0/10 Wonderful (15) "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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $105 CA $289 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Pinehurst-Hotels-Beautiful-1-Bed-Condo-On-Pinehurst-Course-No5.h95850507.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) ![Exterior](https://images.trvl-media.com/lodging/89000000/88670000/88667000/88666949/6989c4b3.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) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88670000/88667000/88666949/751c0957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cypress Creek golf retreat. Pool and minutes from downtown! Southern Pines 9.4/10 Exceptional (22) "Played golf. We enjoyed our stay at this property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dave P. CA $137 CA $432 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Southern-Pines-Hotels-Suite-Cypress-Golf-Hideaway-Minutes-From-Downtown.h88666949.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78520000/78513200/78513177/106eabb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78520000/78513200/78513177/686f339f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78520000/78513200/78513177/0a8b9321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78520000/78513200/78513177/6804a69d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Putt in the Pines Aberdeen 9.8/10 Exceptional (16) "We needed a stop on our way to the beach and picked Putt in the Pines because of the location and accommodating us having our dog. Everything was very nice and a lot more relaxing than a hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bob M. CA $147 CA $445 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Aberdeen-Hotels-Putt-In-The-Pines.h78513177.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) ![Interior](https://images.trvl-media.com/lodging/79000000/78490000/78482300/78482226/d06a0319.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/c5f1c691.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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jan R. CA $148 CA $618 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Pinehurst-Hotels-The-Tin-Cup-On-Pinehurst-5.h78482226.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/106000000/105790000/105782800/105782701/c7994cec.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) ### Updated, Fenced, Pet Friendly Downtown Cottage West Southern Pines 9.8/10 Exceptional (7) "Adorable place, clean and as advertised. Lovely and will we be back. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Molly H. CA $127 CA $245 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Southern-Pines-Hotels-Updated.h105782701.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) ![Exterior](https://images.trvl-media.com/lodging/71000000/70570000/70560800/70560713/d14f5e29.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/c123d6df.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) ### NEW! Pinehurst Eight Sleeps 10! Pine Hurst 9.4/10 Exceptional (91) "Property was amazing. Super clean and conveniently located to town. Definitely recommend and would book again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon G. CA $175 CA $655 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Pinehurst-Hotels-House.h70560713.Hotel-Information) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/76000000/75620000/75618700/75618623/0d96ad6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, Netflix](https://images.trvl-media.com/lodging/76000000/75620000/75618700/75618623/699e80c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75620000/75618700/75618623/82cc8fde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75620000/75618700/75618623/b1f977f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Isle of the Pines, 1 mile from The Village of Pinehurst! Pinehurst 9.8/10 Exceptional (19) "We really enjoyed our stay! Everything was just like the listing! Great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy B. CA $102 CA $391 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Pinehurst-Hotels-Isle-Of-The-Pines.h75618623.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) ![Dining](https://images.trvl-media.com/lodging/104000000/103460000/103454600/103454508/762c5f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/104000000/103460000/103454600/103454508/4aba095b.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) ### 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!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Min W. CA $189 CA $674 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/West-End-Hotels-Pinehurst-Grand-Slam.h103454508.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112530000/112529200/112529104/f7f0b485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112530000/112529200/112529104/bce41aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112530000/112529200/112529104/4b78f7c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112530000/112529200/112529104/6547c72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Slice of Southern Heaven! Charming 3-bedroom 2.5 bath Cottage - Downtown SoPines Southern Pines 10/10 Exceptional (7) "Beautiful home in a great location. We will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Evan H. CA $116 CA $450 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Southern-Pines-Hotels-Slice-Of-Southern-Heaven-Charming-3-Bedroom-25-Bath-Cottage-Downtown-SoPines.h112529104.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) ![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) ![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) ### A Golf Front, 3 BR, 2BA, 4beds, Sleep 6 on Pinehurst #6 Pinehurst 10/10 Exceptional (60) "Easy, clean, and very comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon T. CA $175 CA $477 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Pinehurst-Hotels-A-Golf-Front.h76646709.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) ![Exterior](https://images.trvl-media.com/lodging/75000000/74010000/74003300/74003216/932283ef.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) ![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) "Cozy home in quaint neighborhoodGreat locationVery pleasant property owner" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danny O. CA $199 CA $469 total includes taxes & fees Nov 12 - Nov 13 [](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/72000000/71540000/71536300/71536227/f2a47aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71540000/71536300/71536227/cc2ce7ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71540000/71536300/71536227/1e7ec82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/72000000/71540000/71536300/71536227/375558a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Double Bronze. Fairway home with Golf Cart! Pinehurst 9.6/10 Exceptional (46) "Quick trip but a great stay. Would love to do it again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris L. CA $216 CA $619 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Pinehurst-Hotels-Double-Bronze-Fairway-Home-With-Golf-Cart.h71536227.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73240000/73239600/73239510/8e929ce1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73240000/73239600/73239510/b48c58d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/74000000/73240000/73239600/73239510/d613eeac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73240000/73239600/73239510/47f9960a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 1920's Craftsman-Downtown Southern Pines Southern Pines 10/10 Exceptional (71) "Stayed 5 nights, nice place exactly as listed " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian B. CA $181 CA $427 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Southern-Pines-Hotels-Beautiful-1920s-Craftsman-Downtown-Southern-Pines.h73239510.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/83000000/82850000/82840800/82840725/51913e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/83000000/82850000/82840800/82840725/6a9bb270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/83000000/82850000/82840800/82840725/72809da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82850000/82840800/82840725/595ea207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mulligan! Pinehurst 9.8/10 Exceptional (24) "Clean and great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Frank H. CA $181 CA $664 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Pinehurst-Hotels-The-Mulligan.h82840725.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) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161448/5bc6f2f7.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) ![TV](https://images.trvl-media.com/lodging/107000000/106170000/106161500/106161448/7ebdf484.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 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole B. CA $151 CA $356 total includes taxes & fees Oct 29 - Oct 30 [](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) 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=2025-11-11&endDate=2025-11-12®ionId=6731&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&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 ![Holiday Inn Express Hotel & Suites Southern Pines by IHG](//images.trvl-media.com/lodging/3000000/2270000/2266500/2266406/30463ec8_y.jpg) ### Holiday Inn Express Hotel & Suites Southern Pines by IHG 10/10 Excellent "Nothing to add " [](https://expedia.ca/Southern-Pines-Hotels-Holiday-Inn-Express-Hotel-Suites-Southern-Pines.h2266406.Hotel-Information) ![Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst](//images.trvl-media.com/lodging/1000000/200000/200000/199990/769d9a82_y.jpg) ### Microtel Inn & Suites by Wyndham Southern Pines / Pinehurst 10/10 Excellent "Great place" [](https://expedia.ca/Southern-Pines-Hotels-Microtel-Inns-Suites-By-Wyndham-Southern-Pines-Pinehurst.h199990.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 "close to everything we needed." [](https://expedia.ca/Southern-Pines-Hotels-Econo-Lodge-Southern-Pines.h1635819.Hotel-Information) ![Residence Inn by Marriott Southern Pines/Pinehurst NC](//images.trvl-media.com/lodging/1000000/50000/43200/43193/2d38fcc5_y.jpg) ### Residence Inn by Marriott Southern Pines/Pinehurst NC 10/10 Excellent "Our stay was great because they had everything we needed! Room was clean and newly renovated! The breakfast had a lot healthier food as well as country favorites!" [](https://expedia.ca/Southern-Pines-Hotels-Residence-Inn-By-Marriott-Southern-PinesPinehurst-NC.h43193.Hotel-Information) ![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 "Wonderful " [](https://expedia.ca/Southern-Pines-Hotels-SureStay-Plus-Hotel-By-Best-Western-Southern-Pines-Pinehurst.h1863834.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 "This is perfect for a golf outing/business gathering. Despite rain and being unable to enjoy the outside fire pit and putting green, our clients had a great time with the amenities of this property. Nothing but compliments." [](https://expedia.ca/Southern-Pines-Hotels-Insane-Amenities-Golfers-Retreat-In-The-Pines-The-Bogey-Bunks.h105853793.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 "An older motel, but they keep it clean and neat. Room was clean, furniture could use an update - but mostly in good shape. Staff was very helpful and nice. The restaurant was a nice surprise - the food was excellent. You just don't expect to find that a motel restaurant! " [](https://expedia.ca/Southern-Pines-Hotels-Days-Inn-Conf-Center-By-Wyndham-Southern-Pines-Pinehurst.h1654.Hotel-Information) ![Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!](//images.trvl-media.com/lodging/71000000/70970000/70964500/70964458/4294cb34_y.jpg) ### Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See! 10/10 Excellent "Wonderful home! Within short walking distance of shops, restaurants, etc. Great communication with the host. We hope to visit again! Thanks!" [](https://expedia.ca/Southern-Pines-Hotels-Newly-Remodeled-Downtown-Southern-Pines-Cottage-Walking-Distance-Must-See.h70964458.Hotel-Information) ![The Cottage at Knollwood Manor](//images.trvl-media.com/lodging/107000000/106100000/106099100/106099045/w1199h799x1y1-a8b025a3_y.jpg) ### The Cottage at Knollwood Manor 10/10 Excellent "The Cottage @ Knollwood Manor is absolutely incredible. We only stayed one night but it was perfect. The place is so nice, quiet and adorable. You will not be disappointed if you book this place for one night or a month. It has everything you need and could not be a more perfect place. " [](https://expedia.ca/Southern-Pines-Hotels-The-Cottage-At-Knollwood-Manor.h106099045.Hotel-Information) ## Find out more about Southern Pines ## Southern Pines Vacation Homes information | Number of reviews | 575 | | --- | --- | | Accommodation | 312 Vacation Homes | | Lowest Price | CA $199 | | Highest Price | CA $775 | ## 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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