Southern Pines Vacation Rentals

Our Favorite Vacation Rentals in Southern Pines

  • The Tudor Cottage
     Country House
    Booking.com
    From
    $92
  • AOS VACATION COTTAGE
    Excellent2br Home/Apartment
    HolidayLettings
    From
    $283
  • Pinehurst #2 Delight
     Villa
    Booking.com
    From
    $862
  • AME Golf House - 6 BR - Sleeps 8 - 12 - Built by Golfers, for Golfers - Suitable for Large Families or Wedding Parties
    Excellent6br Home/Apartment
    HolidayLettings
    From
    $986
  • 1 bdrm1 Bath Pinehurst CC
     Home/Apartment
    Booking.com
    From
    $115
  • Best in Pinehurst, new construction, sleeps 12
     6br Home/Apartment
    HolidayLettings
    From
    $859
  • 9 Iron to Pinehurst
     Country House
    Booking.com
    From
    $140
  • Juniper Pines Cottage...Really Nice!
    Excellent2br Cottage
    HolidayLettings
    From
    $113

Check prices for these upcoming dates

Southern Pines Vacation Rentals with a Pool

  • Lovely Home in Southern Pines with a Pool
    ExcellentHome/Apartment
    Airbnb
    From
    $237
  • Mystical Cottage
    ExcellentHome/Apartment
    Airbnb
    From
    $171
  • Comfortable, clean and relaxing Pinehurst condo
    Excellent2br Home/Apartment
    Airbnb
    From
    $147
  • Stunning Lakeview in Pinehurst!
    Excellent3br Home/Apartment
    Airbnb
    From
    $184

Southern Pines Vacation Rentals with Wi-Fi

  • Chic Downtown Southern Pines Boutique Cottage
    Excellent3br Home/Apartment
    Airbnb
    From
    $164
  • Treehouse in The Pines, Literally
     Home/Apartment
    Airbnb
    From
    $268
  • Updated 1921 Carriage House in Southern Pines
    ExcellentHome/Apartment
    Airbnb
    From
    $87
  • Close to Everything Golf. Travel Nurse Homebase.
    ExcellentHome/Apartment
    Airbnb
    From
    $48

Southern Pines Pet-Friendly Vacation Rentals

  • NEW! Farmhouse Apt w/ Pasture & Horseback Trails!
     Home/Apartment
    HolidayLettings
    From
    $196
  • Townhouse near Southern Pines/Pinehurst!
    Excellent3br Home/Apartment
    Airbnb
    From
    $188
  • The Cottage at Bourbonville
    Excellent3br Home/Apartment
    Airbnb
    From
    $172
  • Cute 1BR/1BA Horse Farm B&B Apt - Tally Ho Suite
    ExcellentHome/Apartment
    Airbnb
    From
    $115

Southern Pines Travel Guide

Southern Pines is a picturesque town in North Carolina. Although small, Southern Pines has plenty of things to do, including outdoor adventures in lush nature and shopping down the quaint, colorful streets. Visit here for a quick getaway from the hustle and bustle of big city life.

Things to Do in Southern Pines

Active travelers should definitely dedicate some time to exploring the Weymouth Woods - Sandhills Nature Preserve. The state park covers over 915 acres of land and is easy to access, not being too far from the town. The preserve is very family friendly, complete with a children's playground, hiking trails, nature center, and facilities like bathrooms and picnic areas. Visit on a sunny day when the park is in full bloom and there are plenty of birds to spot.

Equally beautiful, Sandhills Horticultural Gardens is a hidden gem in the town. Run by students and teachers, the gardens are home to a variety of plant species, as well as fountains and sculptures. Elsewhere, the Reservoir Park is the place to go for boating and fishing along the tranquil lake. It also hosts events throughout the year and is dog friendly.

For the adults in the group, treat yourselves to a trip to the Southern Pines Brewing Company after exploring. The delicious selection of locally brewed beers is the best way to end a day.

Best Time to Visit Southern Pines

The spring time is best to visit, as all the flowers and nature bloom and transform Southern Pines into a magical place. The weather is great in summer also but can reach temperatures in the 90s.

Price and Availability in Southern Pines

Most expensive
Most availability
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The cheapest day to stay at a vacation rental in Southern Pines tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in Southern Pines tend to be busiest on Fridays, while it tends to be much quieter on Mondays.
The most expensive month to stay in a vacation rental in Southern Pines is in March, while the cheapest month is in January. The most popular time to book a vacation rental in Southern Pines is in the high season in July. Southern Pines has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Southern Pines

Rainy days
79° 20°
6
73° 20°
5
72°
3
82° 20°
2
80° 23°
3
86° 31°
4
96° 49°
6
98° 58°
3
97° 59°
5
95° 53°
6
93° 62°
12
93° 30°
4
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Rainy days

This climate histogram shows you the weather patterns in Southern Pines. The warmest months in Southern Pines are July and June, when temperatures reach 98 ˚F. The coolest month is December, when temperatures drop to 0 ˚F. The wettest month in Southern Pines is April with 12.28 inches of rain, while the driest month is November with 1.62 inches of rain.

What Expert Travelers Think

  • — I travel to Boston regularly and I like to use AllTheRooms as it’s tricky to find good accommodation at a good price. The platform is easy to use and provides a complete set of features that saves me time and money on every trip

    Clwyd Probert
    Clwyd ProbertWhitehat
  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

    Becky
    BeckyKid World Citizen
  • — When I plan a trip, I no longer waste time visiting multiple websites in search of the best accommodations. Now, I just go to AllTheRooms and immediately find everything from luxury villas to pet-friendly rentals! All in one place

    Whitney Wear
    Whitney WearTravel Better Guide

Vacation Rentals in Southern Pines

Browse accommodations from all your favorite providers including Airbnb, Priceline, Agoda and more at AllTheRooms.com. AllTheRooms has 231 vacation rentals, hotels and other great places to stay during your time in Southern Pines, with everything from budget hostels and homestays to extravagant Airbnbs and hotels. A trip to Southern Pines can be affordable - the cheapest price rental is available at $20 per night. In general, an accommodation in Southern Pines will cost you $144 per night.

If you want internet access during your stay in Southern Pines, then you can choose from over 84 accommodations that have WiFi internet. 23 places to stay include a breakfast. Choose from 7 places to stay that provide gym options, so you don't miss a single workout. Driving to Southern Pines? Then choose one of the 85 places to stay that comes with a parking spot included. 18 accommodations have a a pool or jacuzzi

AllTheRooms has 32 pet-friendly places to stay in Southern Pines, so if you're traveling with your pet you won't have any trouble.

122 of our accommodations in Southern Pines have been rated by previous guests. They rated 67% as great. You can instantly book any of 58 places to stay right now.

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