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Southern Pines vacation rentals

We found 641 vacation rentals — enter your dates for availability

Discover a selection of 82 homes, 20 apartments, and other vacation rentals in Southern Pines that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a garden. Whatever you're looking for, you'll be able to choose a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Southern Pines

Showing deals for:May 15 - May 22

Image gallery for 4 Bedroom 4.5 Baths, Sleeps 8 on course #5

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10 out of 10, Exceptional, (34 reviews)
Exceptional
(34 reviews)

4 Bedroom 4.5 Baths, Sleeps 8 on course #5

Pinehurst

8% off
Price is $486
$3,399 for 7 nights
All fees included
4 Bedroom 4.5 Baths, Sleeps 8 on course #5

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Find out more about Southern Pines

Why visit Southern Pines

  • Breathtaking outdoor scenery: Southern Pines boasts beautiful lakes and scenic parks, perfect for nature lovers.
  • Charming downtown area: Discover friendly locals and quaint shops in the picturesque downtown district.
  • Variety of recreational activities: Enjoy sports and outdoor adventures suitable for families, couples, and solo travelers.
  • Cultural experiences: Explore local attractions, including botanical gardens and modern colleges, for a taste of the area's heritage.
  • Diverse accommodations: Choose from cozy cottages, spacious rentals, and modern condos to suit every traveler's needs.

Popular types of accommodation in Southern Pines

If you're looking for the perfect getaway in Southern Pines, you'll find a variety of accommodations to suit your needs. From houses and cozy cottages to modern condos, there's something for everyone. Whether you need a spacious house rental, a bedroom rental for a romantic escape, or family-friendly Sandhills rentals, we have options near Southern Pines that will make your stay memorable.

  • Houses: The top choice for vacation rentals in Southern Pines, offering spacious and comfortable accommodations ideal for families or groups.
  • Condos: A popular option for travelers seeking modern amenities and convenient locations, perfect for a relaxed getaway.
  • Cottages: Charming and cozy, these rentals provide a quaint atmosphere, ideal for a romantic escape or a peaceful retreat.
  • Apartments: A practical choice for those looking for a home-like environment with easy access to local attractions.
  • Villas: Elegant and spacious, villas offer luxury accommodations for a lavish vacation experience.**

Top attractions near Southern Pines

Southern Pines, North Carolina, is perfect for outdoor enthusiasts and sports lovers, offering stunning scenery and a variety of attractions. Visitors can explore beautiful lakes, modern colleges, and charming botanical gardens. The area's points of interest cater to those seeking cultural experiences, outdoor adventures, or romantic getaways, making it an ideal destination for families, couples, and solo travelers alike.

  • Sandhills Community College: A modern college located 3 miles from Southern Pines, Sandhills Community College offers a vibrant urban atmosphere. With its beautiful campus and diverse programs, it's a great spot to experience local education and community events.
  • Sandhills Horticultural Gardens: Situated 4 miles away, this enchanting botanical garden is perfect for outdoor strolls, romantic picnics, and family outings. Its stunning landscapes and colorful flowers create a serene environment for relaxation.
  • Malcolm Blue Farm: This historic site, located 3 miles from Southern Pines, provides a glimpse into local culture and history. The farm showcases traditional architecture and hosts various community events, offering a charming experience for visitors.

Things to do recommended for couples

For a romantic getaway in Southern Pines, indulge in luxury at Talamore Golf Resort. Enjoy a round of golf in a stunning setting, followed by a cozy dinner at the clubhouse, where you can relax and savor each other's company amidst the beautiful surroundings.

Things to do recommended for families

Your family will love Reservoir Park, a tranquil recreational area just 3 miles from Southern Pines. Enjoy wellness and relaxation vibes while exploring the park's amenities, perfect for kids and parents alike, making for a delightful day outdoors.

Things to do recommended for groups

Groups visiting Southern Pines can enjoy a round of golf at Pine Needles Golf Club, shop and dine at Pinecrest Plaza, or experience thrilling races at Rockingham Dragway, located 18 miles away. These activities offer a perfect blend of sports, entertainment, and adventure for everyone.

*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 traveling with a group, your family, bringing along pets, or planning an extended stay, it's important to use the right filters to match your 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 any amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these features and many more on Vrbo.
  • Traveling to Southern Pines with young kids: Traveling with little ones can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private 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 vacation isn’t truly complete without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties offer amenities like food bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Southern Pines: If you’re searching for vacation rentals that offer discounts for extended stays of a month or more, you’ve come to the right spot. By using the appropriate filters, 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 as well.

Where to stay near Southern Pines

Southern Pines, North Carolina, offers a delightful blend of outdoor adventures and family-friendly experiences. Explore the charming downtown area, where friendly locals greet you amidst pristine surroundings. Enjoy a range of sports and recreational activities while soaking in the relaxing atmosphere of the surrounding neighborhoods. Whether you're wandering through scenic parks or discovering vibrant residential areas, Southern Pines is the perfect destination for a memorable vacation getaway.

  • Pinehurst: Located a mere 5 miles from Southern Pines, Pinehurst is renowned for its stunning golf courses and outdoor recreational opportunities. This charming city is a golfer's paradise, boasting some of the finest golf resorts in the country. Visitors can enjoy scenic views while playing on meticulously maintained courses or relax at luxurious resorts. Pinehurst is also home to beautiful lakes and the nearby national state park, offering ample opportunities for hiking and exploring nature. The community frequently hosts events and conferences, making it a vibrant hub for visitors.
  • West End: Situated 11 miles from Southern Pines, West End is a picturesque city perfect for those seeking outdoor adventures and romantic getaways. This idyllic location features breathtaking scenery, with lush landscapes and tranquil lakes that invite visitors to unwind. Golf enthusiasts will find excellent courses and resorts, while the nearby national state park and marina provide additional recreational options like boating and fishing. The serene environment makes West End an ideal spot for couples looking to escape and reconnect with nature.
  • Aberdeen: Just 4 miles from Southern Pines, Aberdeen is a vibrant city known for its outdoor activities and sports culture. The area is packed with golf courses and resorts that attract both novice and experienced players. Visitors can enjoy the scenic beauty of local lakes and engage in thrilling races at the nearby racetrack. Additionally, Aberdeen hosts various events and conferences, making it a lively spot for travelers. With its blend of recreation and community spirit, Aberdeen offers a delightful experience for all who visit.

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. Peak season runs in April and June to July, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January42.6°F (5.9°C)Light RainMostly SunnyModerately LowSlightly Low
February46.4°F (8.0°C)Light RainMostly SunnyModerately LowSlightly Low
March52.7°F (11.5°C)Light RainMostly SunnyAverageSlightly Low
April61.9°F (16.6°C)Light RainMostly SunnyModerately HighAverage
May70.0°F (21.1°C)Light RainMostly SunnyAverageAverage
June77.4°F (25.2°C)Light RainMostly SunnyModerately HighSlightly High
July80.6°F (27.0°C)Light RainMostly SunnyModerately HighAverage
August78.8°F (26.0°C)Light RainMostly SunnyAverageAverage
September73.6°F (23.1°C)Light RainMostly SunnyAverageSlightly High
October63.5°F (17.5°C)Light RainMostly SunnyAverageSlightly High
November52.3°F (11.3°C)Light RainMostly SunnyAverageAverage
December46.9°F (8.3°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Are you aiming to save on your upcoming trip? Being flexible with your travel dates can really help, as prices often vary. Additionally, opting for an extended stay can lead to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to utilize our filters to sort by price, location, and type of vacation rental.

Unlock savings with One Key

When you reserve an eligible Vrbo for your group getaway, you'll receive OneKeyCash on the full booking amount. Being the organizer truly has its benefits. By joining our One Key rewards program, you can take advantage of exclusive savings available to members and earn OneKeyCash on qualifying stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a handy platform for planning your next adventures, allowing you to easily start new trips, continue from where you last stopped, or manage your travel arrangements. You'll discover your saved or booked properties organized into sections for Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Captivating Southern Pines will entice you

The area's entertainment and opera are just a few of the reasons to vacation in 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 vacation rentals feature full kitchens and laundry facilities.

Sightseeing in and around Southern Pines

Are you searching for attractions to visit in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Southern Pines a fun place to get away. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • 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)
  • The Carolina Golf Course (3.3 mi / 5.3 km)
  • Pinehurst Resort (4.4 mi / 7.2 km)

Exploring the natural features in Southern Pines

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Southern Pines is a great place to get outside. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Pinehurst Lake (5.7 mi / 9.2 km)
  • Reservoir Park (2.9 mi / 4.6 km)
  • Sandhills Horticultural Gardens (3.6 mi / 5.8 km)
  • Hillcrest Park (9 mi / 14.5 km)
  • Lake Luke Marion (11.2 mi / 18 km)
  • Nancy Kyser Park (11.6 mi / 18.7 km)

Transportation to and around Southern Pines

Fly into Fayetteville Regional Airport (FAY), the closest airport, located 31.2 mi (50.1 km) from the city center.

If you'd rather travel by train, the main station is Southern Pines Station.

Frequently asked questions

What is the best area to stay in Southern Pines when booking a vacation rental?
When planning a vacation rental in Southern Pines, North Carolina, one of the best areas to consider is the charming downtown district. This vibrant neighborhood is known for its delightful mix of shops, restaurants, and art galleries, making it an ideal spot for those who want to immerse themselves in the local culture. Plus, the picturesque streets are great for leisurely strolls, and you'll find several cozy vacation rentals within walking distance of the main attractions.

Another wonderful area to explore is the historic district, where tree-lined streets and beautifully preserved homes create a serene atmosphere. Staying here offers convenient access to the Southern Pines Golf Club, a top attraction for golf enthusiasts, as well as the stunning Weymouth Woods-Sandhills Nature Preserve, which is great for hiking and enjoying the natural beauty of the region.
How much does it cost to rent a vacation home in Southern Pines?
Prices for vacation rentals in Southern Pines vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Southern Pines to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Southern Pines vacation house rentals?
You can find great discounts on house rentals in Southern Pines on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Southern Pines?
For renting a beach house near Southern Pines, North Carolina, travelers should head towards the nearby coastal town of Pinehurst and the surrounding areas. Although Southern Pines is not directly on the coast, it offers easy access to the beautiful beaches of the North Carolina coast, particularly those in the town of Pine Knoll Shores. This area features a selection of vacation rentals, including beach cottages and oceanfront homes that often come with desirable amenities such as private balconies, outdoor grilling spaces, and direct beach access.

Travelers can also explore the charming community of Emerald Isle, which is a bit further but offers a wider range of beach house rentals. Many of these properties boast features like private pools, outdoor showers, and spacious decks superb for sunset views. The proximity to local shops and seafood restaurants enhances the convenience for families or groups looking to enjoy a beachside retreat.

In addition, the Crystal Coast, known for its stunning scenery and family-friendly atmosphere, is within driving distance. Rental options here often include beachfront properties that provide ample space for relaxation and entertainment, along with amenities such as game rooms, fully equipped kitchens, and easy access to water activities like kayaking and fishing.
What is the most popular type of vacation rental accomodation in Southern Pines?
In Southern Pines, vacation houses are the most popular accommodation type, with around 90 available throughout the area. These houses often feature multiple bedrooms, spacious living areas, and large outdoor spaces, making them ideal for families or groups looking to enjoy the charming Southern Pines atmosphere. Many of these rentals include amenities such as fully equipped kitchens, outdoor patios, and BBQ grills, superb for enjoying the pleasant North Carolina weather. Additionally, there are about 12 cottages and 11 apartments available, suiting travelers seeking a cozier or more compact option. Condos and villas are also present, offering a variety of choices to suit different preferences, but they are less common.
Are there any family house rentals in Southern Pines?
In Southern Pines, North Carolina, there is a substantial selection of family-friendly house rentals, with around 54 options available. This charming town is well-known for its picturesque landscapes and recreational activities, making it an excellent choice for families. Many of these properties come equipped with spacious living areas, full kitchens for preparing family meals, and outdoor spaces great for children to play. Visitors can also expect amenities such as Wi-Fi and air conditioning to ensure a comfortable stay.

The town's proximity to Pinehurst offers additional attractions, including golf courses, parks, and nature trails for hiking and biking. Families can easily explore the local parks or take a short drive to nearby attractions, ensuring a fun and engaging experience for all ages. See all family-friendly rentals in Southern Pines.
Can I rent a vacation home with a pool or hot tub in Southern Pines?
In Southern Pines, there are several vacation homes available for rent that feature pools and hot tubs, with around 15 options to choose from. This charming town is known for its beautiful landscapes and golf courses, making it a great getaway for relaxation and recreation. Many of these rentals offer amenities such as private pools, hot tubs, spacious outdoor areas for entertaining, and fully equipped kitchens, great for families or groups looking to enjoy a comfortable stay. Find your rental in Southern Pines with a pool or a hot tub.
Can I find long-stay vacation rentals in Southern Pines?
A long-stay vacation rental in Southern Pines is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Southern Pines?
In Southern Pines, travelers can find a variety of pet-friendly house rentals, with over 55 options available. The area is known for its charming neighborhoods and beautiful landscapes, providing a welcoming environment for both guests and their furry companions. Many of these vacation homes come equipped with amenities such as fenced yards, outdoor spaces, and fully stocked kitchens, making them ideal for families and pet owners looking to enjoy a comfortable stay.

Southern Pines is also close to several parks and outdoor spaces that are great for pets. The Weymouth Woods-Sandhills Nature Preserve offers scenic trails where you can take leisurely walks with your dog amid the stunning natural beauty of the longleaf pine ecosystem. Additionally, the area has pet-friendly cafes and shops, ensuring that ypets can join you as you explore the local scene. See all pet-friendly rentals in Southern Pines.
Are there any remote work vacation rentals in Southern Pines?
In Southern Pines, there are numerous remote work vacation rentals available, with around 94 options to choose from. This charming town in North Carolina not only offers a serene atmosphere ideal for productivity but also features properties equipped with essential remote work amenities. Travelers can expect accommodations that include dedicated workspace areas, reliable Wi-Fi, and comfortable desk setups, ensuring an efficient work-from-home experience.

The town is known for its beautiful landscapes, including nearby golf courses and parks, which provide an excellent backdrop for breaks or outdoor activities after work. Many rentals come with additional comforts such as fully equipped kitchens, cozy living spaces, and outdoor patios for relaxation. Southern Pines also boasts a vibrant downtown area filled with shops and restaurants, making it a convenient location for both work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Southern Pines vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Southern Pines with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Southern Pines?
In Southern Pines, popular vacation rental amenities include WiFi, kitchens, coffee and tea makers, onsite parking, and patios. These amenities cater to travelers looking for convenience and comfort during their stay. With many rentals situated in charming neighborhoods close to the downtown area and nearby golf courses, guests can enjoy both relaxation and easy access to local attractions. The presence of kitchens and patios makes it particularly appealing for families or groups wanting to prepare meals and enjoy the outdoors.
How early should I book a Southern Pines vacation rental?
Book your Southern Pines vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Southern Pines?
In Southern Pines, visitors can enjoy a variety of attractions that highlight the area's charm and natural beauty. The downtown area features quaint shops, local eateries, and art galleries, superb for a leisurely stroll. The nearby Pinehurst Resort offers world-class golf courses and spa services, attracting golf enthusiasts from around the country.

For outdoor activities, the Weymouth Woods-Sandhills Nature Preserve is a great destination, with trails for hiking and opportunities for birdwatching amidst the longleaf pine ecosystem. Additionally, the historic sites such as the Southern Pines Train Depot and the charming architecture of the local homes provide a glimpse into the town's rich history.
Can I change or cancel my Southern Pines home rental booking on Vrbo?
To find Southern Pines vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Southern Pines vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

Frequently asked questions

Are there vacation rentals in Southern Pines?
Yes, we give you a choice of vacation rentals close to the most popular local attractions in Southern Pines, or you can select a secluded option if you want a relaxing place to stay. Tourists like the array of shops and top-notch restaurants in Southern Pines. While you're here, grab a bite or have a drink at the bars.
How many vacation rentals are there in Southern Pines?
With 83 Expedia vacation rentals, you're sure to find just the right place for your Southern Pines stay.
What can I see and do in Southern Pines?
Cultural attractions include Campbell House Galleries, whereas Reservoir Park is a spot to enjoy nature. Other places in town to visit include Southern Pines Golf Club and Mid Pines Golf Club.
What are vacation rentals like in Southern Pines?
Vacation rentals are private accommodations you can stay in for a couple days or more in Southern Pines. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family gatherings.

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