Southern Pines holiday homes

We found 650 holiday rentals — enter your dates for availability
Discover a selection of 85 homes, 20 apartments and other holiday rentals in Southern Pines that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include parking and a hot tub. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Southern Pines

Showing deals for:30 Oct - 6 Nov

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Why visit Southern Pines

  • Outdoor Adventures: Southern Pines is perfect for nature lovers, offering scenic parks and trails for leisurely walks and sports activities.
  • Historical Landmarks: Explore the city's rich history through its charming architecture and local heritage sites.
  • Local Boutiques and Cafes: Enjoy a relaxed atmosphere while browsing unique shops and indulging in delightful local eateries.
  • Family-Friendly Activities: Southern Pines caters to families with a variety of engaging outdoor and cultural experiences.
  • Picturesque Lakes: Take in the beauty of the scenic lakes that provide perfect settings for relaxation and recreation.

Top attractions in and around Southern Pines

Southern Pines offers a delightful mix of outdoor adventures, historical landmarks, and scenic lakes, making it ideal for travellers seeking culture and family fun. Visitors can enjoy leisurely strolls, explore local history, and partake in sports activities amidst beautiful natural settings. This charming city presents a range of experiences that cater to diverse interests, ensuring a memorable holiday in a quintessentially picturesque environment.

  • Sandhills Horticultural Gardens: Enjoy a botanical garden experience with family, outdoor, and romance vibes, just 6km from Southern Pines.
  • Campbell House Galleries: Discover local culture in this art gallery, nestled within Southern Pines.
  • Pinehurst Lake: Soak in the beach, scenery, outdoor, and romance vibes at this picturesque lake, situated 10km away from Southern Pines.

Things to do recommended for couples

Discover Southern Pines with a romantic twist. Enjoy a scenic drive and explore local eateries, perfect for a couple's escape. Wander hand in hand through charming streets and savour intimate moments in a delightful Southern setting.

Things to do recommended for families

Families can explore the scenic walking trails at the Southern Pines Nature Park and enjoy local wildlife spotting. Kids will love interactive exhibits at the community centre, while parents can relax in the village café after a day of outdoor adventures.

Things to do recommended for groups

Groups visiting Southern Pines can race at Rockingham Speedway and Rockingham Dragway, both motorRacing venues 29km away, and zip through the COPE Course, a ziplineRopesCourse 24km out, for an exciting mix of sports, adventure, and outdoor fun.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Southern Pines

If you're travelling with a group, with family, bringing along pets, or seeking longer stays, it's important to filter your options according to your key priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Southern Pines with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Southern Pines with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Southern Pines: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Southern Pines: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Southern Pines

Southern Pines offers a refreshing escape with its scenic outdoor settings and a friendly, family-oriented vibe. Enjoy leisurely walks through picturesque parks and explore charming local boutiques and cafes. The city provides a perfect blend of natural beauty and a relaxed, business-friendly atmosphere, making it the ideal destination for a holiday filled with outdoor adventures and cultural delights.

  • Pinehurst: Pinehurst is a vibrant city located 8km from Southern Pines, offering a mix of outdoor pursuits, sporting excellence and scenic charm. Visitors can enjoy world-class golf courses and a range of recreational activities that highlight the natural beauty of the area. The town is surrounded by popular landmarks, including a serene lake, a prominent event conference venue and a national state park, making it an ideal destination for those seeking both relaxation and adventure.
  • Old Town Pinehurst: Old Town Pinehurst is a charming neighbourhood also situated 8km from Southern Pines. It is celebrated for its outdoor activities, sporting engagements and romantic ambience. The area is replete with attractive golf courses and leisure venues, complemented by nearby landmarks such as a picturesque lake, a bustling event conference venue and a sandy beach. This neighbourhood offers a delightful blend of culture and nature for the discerning traveller.
  • Whispering Pines: Whispering Pines is a quaint village located 10km from Southern Pines, known for its captivating outdoor scenery and a romantic atmosphere. The village offers ample opportunities for golf enthusiasts and those seeking a peaceful retreat in nature. Surrounded by notable attractions including a tranquil lake, a modern college university and a national state park, Whispering Pines is a perfect spot to explore the harmonious blend of leisure and natural splendour.

Best time to go to Southern Pines

If you're planning a trip to Southern Pines, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January42.6°F (5.9°C)Light RainMostly Sunny
February46.4°F (8.0°C)Light RainMostly Sunny
March52.7°F (11.5°C)Light RainMostly Sunny
April61.9°F (16.6°C)Light RainMostly Sunny
May70.0°F (21.1°C)Light RainMostly Sunny
June77.4°F (25.2°C)Light RainMostly Sunny
July80.6°F (27.0°C)Light RainMostly Sunny
August78.8°F (26.0°C)Light RainMostly Sunny
September73.6°F (23.1°C)Light RainMostly Sunny
October63.5°F (17.5°C)Light RainMostly Sunny
November52.3°F (11.3°C)Light RainMostly Sunny
December46.9°F (8.3°C)Light RainMostly Sunny

Booking with Vrbo is a breeze

Are you keen to make the most of your budget on your next adventure? Being flexible with your travel dates can lead to significant savings, as prices often vary. Additionally, opting for a longer stay can help you secure even better deals. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to narrow down your search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a handy space where you can organise your journeys, whether you’re starting afresh, continuing from where you left off, or simply reviewing your travel plans. Properties you’ve saved or booked are neatly sorted into Potential, Upcoming, and Current Trips. To get started with Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Captivating Southern Pines will entice you

The area's entertainment and opera are just some of the reasons to come on holiday to Southern Pines. This city's golfing, local tours and shopping draw many visitors. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Southern Pines

Are you looking for attractions to visit while you're in town? Venture out of your holiday home and check out everything that makes Southern Pines a fun place to get away to. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Hyland Hills Golf Club (0.6 mi / 0.9 km)
  • Southern Pines Golf Club (0.9 mi / 1.4 km)
  • Mid Pines Golf Club (1.4 mi / 2.2 km)
  • Pine Needles Golf Club (1.4 mi / 2.2 km)
  • Talamore Golf Resort (2.4 mi / 3.9 km)
  • Pinehurst No. 9 (3 mi / 4.8 km)

Exploring the natural features in Southern Pines

Whether you're an outdoor enthusiast or just want to take in the scenery, Southern Pines is a great place to spend some time outside. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Sandhills Horticultural Gardens (3.6 mi / 5.8 km)
  • Pinehurst Lake (5.7 mi / 9.2 km)
  • Seven Lakes North park (12.1 mi / 19.5 km)
  • Reservoir Park (2.9 mi / 4.6 km)
  • Hillcrest Park (9 mi / 14.5 km)
  • Lake Luke Marion (11.2 mi / 18 km)

Transport to and around Southern Pines

Fly into Fayetteville, NC (FAY-Fayetteville Regional), the closest airport, located 31.2 mi (50.1 km) from the city centre.

If you prefer train travel, you can make your way to Southern Pines Station.

Frequently asked questions

What is the best area to stay in Southern Pines when booking a holiday home?
Downtown Southern Pines is among the most desired locations to book a holiday property in Southern Pines. Make yourself at home here and enjoy the convenience and privacy that comes with having an entire place to yourself.
What is the most popular type of holiday home accommodation in Southern Pines?
Based on our research, houses are the most desirable type of holiday home in Southern Pines. But having said that, everyone's idea of an awesome trip can differ. Bookabach has holiday homes of all shapes and sizes, so you're sure to discover your perfect match.
How much does it cost to rent a holiday home in Southern Pines?
The average price for a holiday home in Southern Pines can vary based on factors like property type, length of stay and season. Whether you're thinking about a sprawling villa with room to move around or a quaint cottage that's perfect for two, just add your dates of travel to see stays with terrific value.
How much does it cost to rent a beach house in Southern Pines?
When you travel and the style and size of the property will determine the cost of your beachside stay. Put in your Southern Pines travel dates to see your options on Bookabach. Looking for basics like WiFi, or perks like a private pool? Use the filters to pick the amenities and features you want in your holiday home.
Are there pet-friendly holiday homes in Southern Pines?
Pack a travel bag for your beloved pooch because Southern Pines has 22 holiday homes that roll out the welcome mat to pets. Let your four-legged friend have fun with the family at one of our pet-friendly holiday homes on Bookabach. Simply enter your travel dates then check the "Pets allowed" filter box.
What are popular home amenities in Southern Pines?
A barbecue grill, a firepit and a garden top the list of most popular home amenities in Southern Pines. Whether you plan to travel on your own, with your significant other or as a family, Bookabach can help you find a holiday home that fits your style with all the options you need.
Are there large group holiday homes in Southern Pines?
Yes, there are three holiday homes in Southern Pines that can accommodate a group of five or more guests. From family trips to special occasions, these stays have enough space to hang out with the people you love.
Are there holiday homes in Southern Pines that welcome kids?
Southern Pines has 22 family-friendly holiday homes to choose from. And finding a stay that welcomes kids is simple with Bookabach's "Properties good for families" filter. As well as having the entire place to yourselves, you'll also enjoy access to perks and conveniences such as bunk beds, yards and private pools.
What are the top attractions for families in Southern Pines?
There are tons of awesome things to see and do with the family in Southern Pines, such as:

  • Sandhills Horticultural Gardens
  • Pine Needles Golf Club
  • Mid Pines Golf Club

Are there one-bedroom holiday homes in Southern Pines?
Yes, you'll find 15 one-bedroom properties in Southern Pines to select from. A one-bedroom holiday home is a wonderful choice if it's just two of you or if you're flying solo. Throw in more privacy, convenience and space compared to a standard hotel, and you've got yourself a break to remember.
Can I find two-bedroom holiday homes in Southern Pines?
Southern Pines has three two-bedroom holiday properties to select from. Experience a holiday home with all the privacy and space you're looking for at a fantastic price on Bookabach.
Are there holiday homes with WiFi in Southern Pines?
There are six holiday homes with WiFi in Southern Pines. If you'd like to disconnect from the world on your trip, but still need to be connected to the web, these getaways have what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Southern Pines?
Southern Pines has 22 holiday homes where you can unwind in air-conditioned comfort. To book a property on Bookabach featuring this amenity, enter your dates of travel and use the convenient filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Southern Pines?
Age restrictions can differ across properties on Bookabach, so be sure to check the rules of the holiday home in Southern Pines you're interested in. But typically, it's 16, 18 or 21.
How long can I rent a holiday home in Southern Pines for?
The amount of time you can rent a Southern Pines holiday home for varies depending on the property. Simply put in your dates of travel to view options that offer extended stays. They feature all you require to make your extended getaway more enjoyable such as kitchens and backyards. Some holiday homes may also offer weekly or monthly discounts, so you can stay longer for less money.