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)
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# Southern Pines Vacation Rentals
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## 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
### 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)
### 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)
### 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)
### 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)
### 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)
### 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)
### 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)
### 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)
### 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)
### 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)
### 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)
### 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)
### 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)
### 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)
### 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)
### 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)
### 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)
### 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)
### 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)
### 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)
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## Top Southern Pines Hotel Reviews
### 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
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
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!
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.
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
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
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
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?
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 |
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- [Hotels near Sandhills Community College](https://www.expedia.ca/Sandhills-Community-College-Hotels.0-l553248635976658157-0.Travel-Guide-Filter-Hotels)
- [Lgbt Friendly Hotels in Sandhurst](https://www.expedia.ca/Sandhurst-Southern-Pines-Hotels-LGBT-Friendly-Hotel.0-n553248635976471397-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Sandhurst](https://www.expedia.ca/Sandhurst-Southern-Pines-Hotels-Spa-Hotel.0-n553248635976471397-0-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Hotels near Talamore Golf Resort](https://www.expedia.ca/Talamore-Golf-Resort-Hotels.0-l791254833314172928-0.Travel-Guide-Filter-Hotels)
- [Inns in Taylortown](https://www.expedia.ca/Taylortown-Inns.d553248634998663035-aaInns.Travel-Guide-Accommodation)
- [Hotels near The Carolina Golf Course](https://www.expedia.ca/The-Carolina-Golf-Course-Hotels.0-l553248621532657662-0.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in West Southern Pines](https://www.expedia.ca/West-Southern-Pines-Southern-Pines-Hotels-Luxury-Hotel.0-n553248635976476872-0-tLuxuryHotel.Travel-Guide-Filter-Hotels)
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- [Farmstay in Whispering Pines](https://www.expedia.ca/Whispering-Pines-Agritourism.d183774-aaAgritourism.Travel-Guide-Accommodation)
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- [Flights to Aberdeen](https://www.expedia.ca/Cheap-Flights-To-Aberdeen.d5955.Travel-Guide-Flights)
- [Flights to Pinehurst](https://www.expedia.ca/Cheap-Flights-To-Pinehurst.d3242.Travel-Guide-Flights)
- [Flights from Aberdeen](https://www.expedia.ca/lp/flights/5955/flights-from-aberdeen)
- [Flights from Hartford (BDL) to Pinehurst (SOP)](https://www.expedia.ca/lp/flights/bdl/sop/hartford-to-pinehurst)
- [Flights from Buffalo (BUF) to Pinehurst (SOP)](https://www.expedia.ca/lp/flights/buf/sop/buffalo-to-pinehurst)
- [Flights from Hickory (HKY) to Pinehurst (SOP)](https://www.expedia.ca/lp/flights/hky/sop/hickory-to-pinehurst)
- [Flights from Los Angeles (LAX) to Pinehurst (SOP)](https://www.expedia.ca/lp/flights/lax/sop/los-angeles-to-pinehurst)
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- [Flights from Concord (USA) to Pinehurst (SOP)](https://www.expedia.ca/lp/flights/usa/sop/concord-to-pinehurst)
- [Flights from Toronto (YYZ) to Pinehurst (SOP)](https://www.expedia.ca/lp/flights/yyz/sop/toronto-to-pinehurst)
- [Firsthealth Moore Regional Hospital](https://www.expedia.ca/FirstHealth-Moore-Regional-Hospital-Pinehurst.d553248635974547389.Vacation-Attraction)
- [Malcolm Blue Farm](https://www.expedia.ca/Malcolm-Blue-Farm-Aberdeen.d553248621532657396.Vacation-Attraction)
- [Pine Needles Golf Club](https://www.expedia.ca/Pine-Needles-Golf-Club-Southern-Pines.d553248621532657660.Vacation-Attraction)
- [Pinehurst Resort](https://www.expedia.ca/Pinehurst-Resort-Pinehurst.d6087229.Vacation-Attraction)
- [Pinehurst Vacations](https://www.expedia.ca/Pinehurst.d3242.Destination-Travel-Guides)
- [Visit Pinehurst](https://www.expedia.ca/Pinehurst.dx3242)
- [Budget Rental Cars in Aberdeen](https://www.expedia.ca/Budget-Car-Rentals-In-Aberdeen.d5955-c39.Car-Rental-Guide-Suppliers)
- [Car rental Aberdeen](https://www.expedia.ca/Car-Rentals-In-Aberdeen.d5955.Car-Rental-Guide)
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- [Rental cars Moore County airport](https://www.expedia.ca/Car-Rentals-In-Moore-County.d6032021.Car-Rental-Guide)
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- [Rent A Wreck Rental Cars in Aberdeen](https://www.expedia.ca/Rent-A-Wreck-Car-Rentals-In-Aberdeen.d5955-c33.Car-Rental-Guide-Suppliers)
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- [Book Vacation Homes in Southern Pines on Expedia.com](https://www.expedia.com/Southern-Pines-Private-Vacation-Homes.d6731-aaPrivateVacationHomes.Travel-Guide-Accommodation)