Southern Pines vacation rentals

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Best Southern Pines vacation rentals

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$0 - $857$857 - $1,713$1,713 - $2,570$2,570 - $3,426$3,426+ per night

Property Types

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Southern Pines

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Cozy Southern Pines Retreat 1 Mi to Downtown! - Southern Pines - Building
Cozy Southern Pines Retreat 1 Mi to Downtown!
Southern Pines, NC
Free Wi-Fi
$293+
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Slice of Seclusion in Downtown Southern Pines - Southern Pines - Bedroom
Slice of Seclusion in Downtown Southern Pines
Southern Pines, NC
9.0Wonderful(3)
Free Wi-Fi
$166+
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The Cottage at Knollwood Manor - Southern Pines - Bedroom
The Cottage at Knollwood Manor
Southern Pines, NC
9.8Wonderful(14)
Parking
Free Wi-Fi
$232+
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Sienna at The Shire 255 - Unit B - Downtown! - Southern Pines - Restaurant
Sienna at The Shire 255 - Unit B - Downtown!
Southern Pines, NC
Free Wi-Fi
$264+
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The Downtown Ace - Southern Pines - Living room
The Downtown Ace
Southern Pines, NC
9.6Wonderful(10)
Parking
Free Wi-Fi
$327+
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Southern Pines Vacation Rental w/ Deck & Grill! - Southern Pines - Balcony
Southern Pines Vacation Rental w/ Deck & Grill!
Southern Pines, NC
10Wonderful(7)
Free Wi-Fi
$208+
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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
Free Wi-Fi
$219+
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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
$247+
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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
Free Wi-Fi
$272+
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Downtown Townhome Walk to Dine and Shop on Broad St - Southern Pines - Living room
Downtown Townhome Walk to Dine and Shop on Broad St
Southern Pines, NC
9.6Wonderful(22)
Free Wi-Fi
$308+
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The Shire 255 C - The Slate Loft - Southern Pines - Bedroom
The Shire 255 C - The Slate Loft
Southern Pines, NC
9.8Wonderful(2)
Free Wi-Fi
$205+
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Peaceful Southern Pines Home with Pool and Yard! - Southern Pines - Pool
Peaceful Southern Pines Home with Pool and Yard!
Southern Pines, NC
9.4Wonderful(23)
Free Wi-Fi
Pool
Pet friendly
$597+
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Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf - Southern Pines - Dining room
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
Southern Pines, NC
Free Wi-Fi
$1,388+
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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(13)
Parking
Free Wi-Fi
Pool
Pet friendly
$718+
Check availability
The Enchanted Castle- Right Downtown with Hot Tub & Fenced Backyard - Southern Pines
The Enchanted Castle- Right Downtown with Hot Tub & Fenced Backyard
Southern Pines, NC
Pet friendly
$515+
Check availability
The Shire 255 D - Solitude - Downtown - Southern Pines
The Shire 255 D - Solitude - Downtown
Southern Pines, NC
9.6Wonderful(6)
Free Wi-Fi
Pet friendly
$158+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
April
$217
$204
Cheapest month to stay with an average 56% drop in price.
Most expensive month to stay with an average 10% 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 46% 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 Downtown Southern Pines Townhome with Deck! (9.9, 25 reviews), Downtown Townhome Walk to Dine and Shop on Broad St (9.6, 22), and Peaceful Southern Pines Home with Pool and Yard! (9.4, 23), 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 November and June.
  • The cheapest night for renting a vacation home in Southern Pines is Thursday. In contrast, the most expensive is Tuesday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Southern Pines for 4 days.

FAQs when booking a vacation home in Southern Pines

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

    The average price for a weekly Southern Pines vacation rental found by KAYAK users in the last 2 weeks is $1,424.

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

    The average price for a monthly Southern Pines vacation rental found by KAYAK users in the last 2 weeks is $6,105.

  • 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, houses, homestays and villas.

  • 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 16% 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 $181. 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

Southern Pines vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Southern Pines. Find cheap vacation homes to rent in Southern Pines. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Southern Pines that suits you best.

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