Southern Pines vacation rentals

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Best Southern Pines vacation rentals

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$108 - $940$940 - $1,771$1,771 - $2,602$2,602 - $3,433$3,433+ per night

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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(23)
Parking
Free Wi-Fi
$201+
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)
Free Wi-Fi
$247+
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Slice of Seclusion in Downtown Southern Pines - Southern Pines - Bedroom
Slice of Seclusion in Downtown Southern Pines
Southern Pines, NC
8.8Very good(9)
Free Wi-Fi
$155+
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The Shire 255 B - Sienna - Downtown - Southern Pines - Restaurant
The Shire 255 B - Sienna - Downtown
Southern Pines, NC
10Wonderful(10)
Free Wi-Fi
$185+
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(42)
Free Wi-Fi
$224+
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)
Free Wi-Fi
$242+
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)
$256+
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The Downtown Ace - Southern Pines - Living room
The Downtown Ace
Southern Pines, NC
9.7Wonderful(13)
Parking
Free Wi-Fi
$381+
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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
9.7Wonderful(31)
Free Wi-Fi
$305+
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Mystical Cottage in Southern Pines - Southern Pines - Living room
Mystical Cottage in Southern Pines
Southern Pines, NC
9.6Wonderful(22)
$207+
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52 Longleaf: 2 Br, 2 Ba Condominium In Southern Pines, Sleeps 4 - Southern Pines - Kitchen
52 Longleaf: 2 Br, 2 Ba Condominium In Southern Pines, Sleeps 4
Southern Pines, NC
9.4Wonderful(39)
$171+
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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(38)
Free Wi-Fi
$336+
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Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf - Southern Pines - Living room
Mansion in Southern Pines - Saltwater Pool, Farm Animals, Golf
Southern Pines, NC
9.5Wonderful(12)
$1,837+
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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)
Parking
Free Wi-Fi
Pool
Pet friendly
$490+
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
$194+
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)
Free Wi-Fi
Pool
Pet friendly
$442+
Check availability
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
October
$190
$237
Cheapest month to stay with an average 60% drop in price.
Most expensive month to stay with an average 42% 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 53% 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, 23), and The Flat Coat Cottage Downtown Sp (9.9, 25), 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 Sunday. 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 7 days.

FAQs when booking a vacation home in Southern Pines

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

    The average price for a weekly Southern Pines Rental rental found by KAYAK users in the last 2 weeks is $1,424. Though this can obviously vary depending on the time of year of your stay and when you make the booking.

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

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