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Southern Pines vacation rentals

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Best Southern Pines vacation rentals

These are the best prices for Oct 17 - 18.
Cozy 1 bedroom condo in walking distance to the Club, the Cradle & the Village! - Pinehurst - Living room
Cozy 1 bedroom condo in walking distance to the Club, the Cradle & the Village!
Pinehurst, NC
9.6Wonderful(81)
Condo
$175+
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Beautiful Renovated Pinehurst Condo I 2 Bedroom/ 2 Bath I Pool I Sleeps 4 - Pinehurst - Living room
Beautiful Renovated Pinehurst Condo I 2 Bedroom/ 2 Bath I Pool I Sleeps 4
Pinehurst, NC
9.9Wonderful(76)
Condo
$214+
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Condo By Pinehurst Golf Course w/ Peaceful Patio - Pinehurst - Building
Condo By Pinehurst Golf Course w/ Peaceful Patio
Pinehurst, NC
8.7Very good(35)
Condo
$159+
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Gorgeous Pinehurst No 6 Home w/ Two Patios! - Pinehurst
Gorgeous Pinehurst No 6 Home w/ Two Patios!
Pinehurst, NC
9.7Wonderful(15)
House
$428+
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Spacious Home w/ Fireplace - Near Pinehurst Golf! - Pinehurst - Living room
Spacious Home w/ Fireplace - Near Pinehurst Golf!
Pinehurst, NC
10Wonderful(2)
House
$467+
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Caddy Shack on the 5 - Pinehurst
Caddy Shack on the 5
Pinehurst, NC
9.0Wonderful(83)
Condo
$216+
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Golfer's Dream Near Clubhouse of PCC No 6! - Pinehurst - Living room
Golfer's Dream Near Clubhouse of PCC No 6!
Pinehurst, NC
9.8Wonderful(36)
House
$521+
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2 Mi to Golf Course: Pinehurst Home w/ Deck! - Pinehurst - Dining room
2 Mi to Golf Course: Pinehurst Home w/ Deck!
Pinehurst, NC
Cottage
$225+
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Pinehurst Tree House - Pinehurst - Dining room
Pinehurst Tree House
Pinehurst, NC
9.5Wonderful(116)
Condo
$189+
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New! Pinehurst Eight Sleeps 10! - Pinehurst - Living room
New! Pinehurst Eight Sleeps 10!
Pinehurst, NC
9.3Wonderful(93)
House
$463+
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19 F Pinehurst Manor: 1 Br, 1 Ba Condominium In Pinehurst, Sleeps 3 - Pinehurst - Living room
19 F Pinehurst Manor: 1 Br, 1 Ba Condominium In Pinehurst, Sleeps 3
Pinehurst, NC
8.9Very good(57)
Condo
$207+
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Newly Renovated Property. - Pinehurst - Living room
Newly Renovated Property.
Pinehurst, NC
9.8Wonderful(65)
Condo
$298+
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Hip Modern Golf Front Property on Pinehurst #3 - Pinehurst - Living room
Hip Modern Golf Front Property on Pinehurst #3
Pinehurst, NC
9.5Wonderful(69)
Condo
$147+
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Pinehurst Home: Fire Pit, Bbq + Golf Course View! - Pinehurst
Pinehurst Home: Fire Pit, Bbq + Golf Course View!
Pinehurst, NC
10Wonderful(1)
House
$362+
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2 Mi to Golf Course: Pinehurst Home w/ Deck! - Pinehurst
2 Mi to Golf Course: Pinehurst Home w/ Deck!
Pinehurst, NC
9.5Wonderful(1)
House
$217+
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Suite Melissa's Pinehurst Country Club #6 Private Room and Bath - Pinehurst
Suite Melissa's Pinehurst Country Club #6 Private Room and Bath
Pinehurst, NC
9.4Wonderful(59)
Homestay
$162+
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Booking Insights

KAYAK’s insights for vacation rentals in Southern Pines

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Southern Pines with confidence.

What is the cheapest day of the week to book a vacation rental in Southern Pines?

Monday offers the lowest rates in Southern Pines, with an average nightly price of $159. The highest prices are found on Friday, with average rates at $323.

How much is a vacation rental in Southern Pines for tonight by property type?

The best deal for a vacation rental in Southern Pines found by KAYAK users in the last 5 days was $224 in a House. Condo prices start at $228.

How much is a vacation rental in Southern Pines for this weekend by property type?

The best deal for a vacation rental in Southern Pines found by KAYAK users for the upcoming weekend was $322 in a House. Villas prices start at $917.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

April
June
$205
$318
Cheapest month to stay with an average 39% drop in price.
Most expensive month to stay with an average 31% 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 11% 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 Cute and Comfy Home in Pinehurst - Perfect for families/golf weekend! Ping-pong! (10.0, 48 reviews), Beautiful Renovated Pinehurst Condo I 2 Bedroom/ 2 Bath I Pool I Sleeps 4 (9.9, 76), and Charming Pinehurst Golf Front Condo (9.9, 39), 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 April and August.
  • The cheapest night for renting a vacation home in Southern Pines is Monday. 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 2 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 $1,887.

  • 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 $8,087.

  • 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, 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 21% 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 $224. 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 $322 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.

More options for your stay in Southern Pines

Complete your trip to Southern Pines

Flights to Southern Pines
Car rentals in Southern Pines