Photo by Marisa Giglio

Southern Pines vacation rentals

We found 643 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:Jun 5 - Jun 12

Image gallery for The Barn @ Fairway Farm - 5 miles to Pinehurst CC

Stay on a working blueberry farm. Close to nature and local golf courses.
10 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)

The Barn @ Fairway Farm - 5 miles to Pinehurst CC

West End

9% off
Price is $235
$1,642 for 7 nights
All fees included
The Barn @ Fairway Farm - 5 miles to Pinehurst CC

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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:

  • 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)
  • Pinehurst No. 9 (3 mi / 4.8 km)
  • Pinehurst Resort (4.4 mi / 7.2 km)
  • Foxfire Golf and Country Club (10.4 mi / 16.7 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)
  • Sandhills Horticultural Gardens (3.6 mi / 5.8 km)
  • Reservoir Park (2.9 mi / 4.6 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, North Carolina, United States of America when booking a vacation rental?
When considering the best area to stay in Southern Pines, North Carolina, you'll find that the downtown district is particularly charming and convenient for vacation rentals. This area is brimming with quaint shops, delightful cafes, and local restaurants that give you a true taste of Southern Pines. One of the top attractions nearby is the beautiful Southern Pines Golf Club, which offers a fantastic course for golf enthusiasts. Additionally, the nearby Weymouth Woods-Sandhills Nature Preserve is great for those who enjoy outdoor activities like hiking and birdwatching.

Another great option is the neighborhood surrounding the historic district, where you can appreciate the scenic tree-lined streets and stunning architecture. This area not only provides a peaceful retreat but also allows easy access to the cultural experiences offered by the local art galleries and community events. Here, you'll also be close to the iconic Pinehurst Resort, known for its world-class golfing and spa services.
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.
What is the most popular type of vacation rental accomodation in Southern Pines?
In Southern Pines, vacation houses are the most popular rental option, with about 69 available throughout the area. These houses typically feature multiple bedrooms, spacious living areas, fully equipped kitchens, and outdoor spaces such as patios or gardens, making them ideal for families or groups. Additionally, there are around 15 villas, which often provide upscale amenities and private pools, offering a luxurious retreat. For those seeking a smaller stay, approximately 12 apartments and 10 cottages are available, providing a cozier atmosphere with essential amenities.
Are there any family house rentals in Southern Pines?
In Southern Pines, North Carolina, there are numerous family-friendly house rentals available, totaling around 58 options. The area is known for its charming neighborhoods and proximity to outdoor activities, making it a great choice for families. Many of these homes feature spacious living areas, fully equipped kitchens for family meals, and outdoor spaces superb for children to play or for hosting barbecues.

Families can explore the scenic parks nearby, such as the beautiful Weymouth Woods Sandhills Nature Preserve, which offers walking trails and a chance to connect with nature. Additionally, the town is known for its equestrian culture, with opportunities for horseback riding and visiting local stables. 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 or hot tubs, with around 16 options to choose from. This charming town, known for its picturesque landscapes and golf courses, offers a blend of relaxation and recreational activities. Travelers can expect amenities such as private pools, hot tubs, spacious outdoor decks, and fully equipped kitchens, making these rentals ideal for both family gatherings and intimate retreats. Many properties are set in scenic neighborhoods, providing a tranquil atmosphere while still being conveniently located near local attractions, parks, and dining options.
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 will find a range of pet-friendly house rentals available, with around 55 options to choose from. Many of these vacation homes come equipped with desirable amenities such as spacious backyards, modern kitchens, and cozy living areas, making them comfortable for both guests and their furry companions.

The area is known for its charming neighborhoods and proximity to several parks, great for outdoor activities with pets. For instance, the nearby Weymouth Woods-Sandhills Nature Preserve offers beautiful trails for hiking and exploring nature with dogs. Additionally, the Southern Pines area features pet-friendly cafes and shops, enhancing the overall experience for visitors traveling with pets. 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 96 options for travelers seeking a conducive work environment. Many of these properties are equipped with essential amenities such as high-speed internet and dedicated workspace options, including desks or workstations, ensuring that guests can comfortably manage their work tasks.

The area itself is known for its charming downtown, featuring quaint shops and cafes, making it easy to take breaks and explore local culture. Additionally, Southern Pines is surrounded by beautiful golf courses and parks, providing ample opportunities for outdoor activities during downtime. 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, vacation rentals commonly feature a variety of amenities that enhance the guest experience. Most properties include kitchens, allowing travelers to prepare their own meals, along with coffee and tea makers for those early mornings. Onsite parking is typically available, making it convenient for guests with vehicles. Many rentals also offer outdoor spaces like decks or patios, providing a ideal setting for relaxation or gathering after a day of exploring the charming town and its nearby golf courses.
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, North Carolina, United States of America?
In Southern Pines, visitors can enjoy a variety of attractions that highlight the area's charm and natural beauty. The historic downtown area is known for its quaint shops, art galleries, and local restaurants, making it a delightful spot for leisurely strolls. Nearby, the Pinehurst Resort offers world-class golf courses, and its beautiful grounds are superb for both golfing enthusiasts and those who appreciate scenic landscapes.

For outdoor enthusiasts, the Weymouth Woods-Sandhills Nature Preserve features miles of walking trails through stunning longleaf pine forests, providing opportunities for hiking and wildlife observation. Additionally, the Southern Pines Golf Club provides a more casual golfing experience with a friendly setting. The area is also rich in equestrian culture, with several equestrian facilities nearby, allowing visitors to experience horseback riding through the picturesque countryside.
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.

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