Southern Pines vacation rentals

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Best Southern Pines vacation rentals

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$90 - $933$933 - $1,775$1,775 - $2,618$2,618 - $3,460$3,460+ per night

Property Types

ApartmentCondoCottageHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Southern Pines

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The Cottage at Knollwood Manor - Southern Pines - Bedroom
The Cottage at Knollwood Manor
Southern Pines, NC
9.9Wonderful(27)
Cottage
Parking
Free Wi-Fi
$151+
Check availability
Cozy Southern Pines Retreat 1 Mi to Downtown! - Southern Pines - Building
Cozy Southern Pines Retreat 1 Mi to Downtown!
Southern Pines, NC
9.1Wonderful(9)
House
Free Wi-Fi
$216+
Check availability
Slice of Seclusion in Downtown Southern Pines - Southern Pines - Living room
Slice of Seclusion in Downtown Southern Pines
Southern Pines, NC
8.7Very good(11)
Apartment
Free Wi-Fi
$159+
Check availability
The Shire 255 B - Sienna - Downtown - Southern Pines - Kitchen
The Shire 255 B - Sienna - Downtown
Southern Pines, NC
10Wonderful(13)
Apartment
Free Wi-Fi
$179+
Check availability
The Wanderlust Bungalow on May - Walking Distance to Downtown Southern Pines! - Southern Pines - Bedroom
The Wanderlust Bungalow on May - Walking Distance to Downtown Southern Pines!
Southern Pines, NC
10Wonderful(5)
Condo
$252+
Check availability
Condo in the Pines! 2BR 2BA. Sleeps 4. Military discount available! - Southern Pines - Bedroom
Condo in the Pines! 2BR 2BA. Sleeps 4. Military discount available!
Southern Pines, NC
9.8Wonderful(46)
Condo
Free Wi-Fi
$221+
Check availability
Spacious Golf Front Getaway in the Pines! 2BR/2BA-Short Commute to Fort Bragg - Southern Pines - Living room
Spacious Golf Front Getaway in the Pines! 2BR/2BA-Short Commute to Fort Bragg
Southern Pines, NC
9.8Wonderful(11)
Condo
Free Wi-Fi
$250+
Check availability
Mulligan Manor Downtown Southern Pines - Southern Pines - Kitchen
Mulligan Manor Downtown Southern Pines
Southern Pines, NC
9.7Wonderful(8)
House
Free Wi-Fi
Pet friendly
$254+
Check availability
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf - Southern Pines - Lounge
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
Southern Pines, NC
9.5Wonderful(14)
Villa
$1,837+
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Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See! - Southern Pines - Building
Newly remodeled Downtown Southern Pines Cottage! Walking distance-Must See!
Southern Pines, NC
9.9Wonderful(40)
House
Free Wi-Fi
$315+
Check availability
The Shire 255 C - The Slate Loft - Southern Pines - Balcony
The Shire 255 C - The Slate Loft
Southern Pines, NC
9.9Wonderful(6)
Apartment
Free Wi-Fi
$139+
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Southern Pines Getaway with Pool & Movie Theater! - Southern Pines - Living room
Southern Pines Getaway with Pool & Movie Theater!
Southern Pines, NC
10Wonderful(19)
House
Parking
Free Wi-Fi
Pool
Pet friendly
$437+
Check availability
Golf Front Longleaf Condo2br 2ba - Southern Pines - Building
Golf Front Longleaf Condo2br 2ba
Southern Pines, NC
10Wonderful(2)
Condo
Free Wi-Fi
$373+
Check availability
Mystical Cottage in Southern Pines - Southern Pines - Living room
Mystical Cottage in Southern Pines
Southern Pines, NC
9.6Wonderful(24)
Cottage
$206+
Check availability
Peaceful Southern Pines Home with Pool and Yard! - Southern Pines
Peaceful Southern Pines Home with Pool and Yard!
Southern Pines, NC
9.5Wonderful(26)
House
Free Wi-Fi
Pool
Pet friendly
$444+
Check availability
Sandhills Sanctuary Home Near Golfing! - Southern Pines
Sandhills Sanctuary Home Near Golfing!
Southern Pines, NC
9.0Wonderful(2)
House
Free Wi-Fi
$149+
Check availability
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

June
December
$157
$277
Cheapest month to stay with an average 33% drop in price.
Most expensive month to stay with an average 28% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Southern Pines vacation rental deals

  • Vacation rentals in Southern Pines are around 41% more expensive than hotels on average. Search here to compare prices for all accommodation types in Southern Pines.
  • The best vacation rental properties in Southern Pines are Historic Home w/hot tub, steps from everything! (10.0, 20 reviews), The Cottage at Knollwood Manor (9.9, 27), and The Flat Coat Cottage Downtown Sp (9.9, 26), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Southern Pines, you should consider visiting during the low season. The cheapest vacation homes in Southern Pines can be found in June and December.
  • The cheapest night for renting a vacation home in Southern Pines is Wednesday. In contrast, the most expensive is Friday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Southern Pines for 6 days.

FAQs when booking a vacation home in Southern Pines

  • What types of vacation rentals are available in Southern Pines?

    There are loads of different property types that you can make your vacation home in Southern Pines. You’ll find apartments, caravans, condos, cottages and houses.

  • Are there any pet-friendly vacation rentals in Southern Pines?

    There are a number of dog and pet-friendly Southern Pines vacation rentals, with around 8% allowing you to bring your pet along with you.

  • How much is a vacation rental in Southern Pines for tonight?

    In the last 72 hours, users have found Southern Pines vacation rentals for tonight for as low as $183. Search here for similar prices

  • How much is a vacation rental in Southern Pines for this weekend?

    In the last 72 hours, users have found Southern Pines vacation rentals for this weekend for as low as $252 per night. Search here for similar prices

  • How can I find vacation rentals near me in Southern Pines?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Southern Pines?

Our map will help you find the perfect place to stay in Southern Pines by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Southern Pines