Photo by Marisa Giglio

Southern Pines vacation rentals

We found 643 vacation rentals — enter your dates for availability

Discover a selection of 83 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 19 - Jun 26

Image gallery for Hot tub, Firepit, BBQ, Full kitchen, SmartTV, King,Pet

Soak in the 6-person hot tub, enjoying the serene wooded backyard views.
10 out of 10, Exceptional, (44 reviews)
Exceptional
(44 reviews)

Hot tub, Firepit, BBQ, Full kitchen, SmartTV, King,Pet

Vass

17% off
Price is $316
$2,211 for 7 nights
All fees included
Hot tub, Firepit, BBQ, Full kitchen, SmartTV, King,Pet

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Southern Pines

Why visit Southern Pines

  • Outdoor Adventures: Southern Pines offers stunning scenery, perfect for hiking, biking, and exploring local parks.
  • Rich History: Visit history museums that showcase the area’s cultural heritage and significance.
  • Charming Downtown: Explore the inviting downtown area with lovely promenades and unique shops.
  • Variety of Accommodations: Choose from cozy cottages, modern condos, or private vacation homes tailored to your needs.
  • Family-Friendly Vibe: Enjoy a welcoming atmosphere that caters to solo travelers, families, and couples alike.

Popular types of accommodation in Southern Pines

Discover the charm of Southern Pines with our diverse range of vacation rentals. Whether you're in search of houses, cozy cottages, or modern condos, we have the perfect accommodation for your getaway. From Southern Pines rentals to nearby Pinehurst vacation rentals, we provide options that cater to every traveler’s needs. Enjoy the comfort of home while exploring this picturesque destination with our convenient apartment rentals and vacation homes in Southern Pines.

  • Houses: The top choice for visitors to Southern Pines, offering spacious and comfortable stays perfect for groups or families.
  • Condos: A popular option for travelers seeking modern amenities and convenient locations within Southern Pines.
  • Cottages: Ideal for a quaint and cozy escape, these charming rentals provide a homely atmosphere.
  • Apartments: A practical choice for those looking for easy access to local attractions and a home-like setting.
  • Villas: These luxurious accommodations offer upscale living with plenty of space and privacy.**

Top attractions in and around Southern Pines

Southern Pines, North Carolina, is the perfect destination for outdoor enthusiasts and sports lovers, offering stunning scenery and a rich history. Explore local attractions like scenic lakes, history museums, and private country clubs that cater to those seeking culture, outdoor adventures, and romantic experiences. Whether you're traveling solo, with family, or as a couple, you'll find plenty to enjoy in this charming town.

  • Talamore Golf Resort: This luxurious country club offers a premier golfing experience with beautifully manicured greens and stunning landscapes, perfect for both avid golfers and those looking to relax in a serene environment.
  • Pinehurst Lake: Located 6 miles away, this picturesque lake is ideal for outdoor activities. Enjoy a romantic day on the beach or take in the breathtaking scenery while picnicking or fishing.
  • Malcolm Blue Farm: Just 3 miles from Southern Pines, this historic site provides a glimpse into local culture, showcasing traditional farming practices and local heritage through well-preserved structures and educational exhibits.

Things to do recommended for couples

Experience romance in Southern Pines at Talamore Golf Resort, a luxurious private club perfect for couples. Enjoy a round of golf together amidst stunning landscapes or relax in the serene atmosphere, creating unforgettable memories in this charming destination.

Things to do recommended for families

Families visiting Southern Pines can enjoy a day at the nearby Pinehurst Resort for golf and outdoor fun. Explore the scenic trails at Weymouth Woods or visit the local parks for picnics and playgrounds, ensuring a delightful experience for everyone.

Things to do recommended for groups

Explore the scenic beauty of the Pinehurst Resort with a round of golf or enjoy a group hike at Weymouth Woods Sandhills Nature Preserve. For a taste of local culture, visit the Southern Pines Historic District and savor the flavors at nearby restaurants.

*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

When planning your trip, whether you're traveling with a group, family, or pets, or seeking extended stays, be sure to prioritize your preferences in the search filters. Here are some helpful tips for booking on Vrbo.

  • Traveling to Southern Pines with a group: Think about how many bedrooms you require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Southern Pines with young kids: Traveling with young children can be quite demanding. It's important to prioritize their comfort and safety, along with 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 families, a vacation isn’t truly complete without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that your entire family feels comfortable and at home.
  • Planning for a long term stay visiting Southern Pines: If you're in search of vacation rentals that offer discounts for month-long stays, 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 options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Southern Pines

Southern Pines, North Carolina, offers a delightful blend of outdoor adventure and family-friendly vibes. Explore the charming downtown area, featuring lovely promenades and inviting townhomes. Enjoy a relaxing getaway with access to vacation homes that cater to all your needs. Whether you're hitting the local parks or enjoying the scenic views, Southern Pines promises a memorable experience filled with friendly faces and a welcoming atmosphere.

  • Pinehurst: Located a mere 5 miles from Southern Pines, Pinehurst is renowned for its stunning golf courses and outdoor activities. This charming city is a golfer's paradise, featuring world-class resorts and scenic landscapes. Beyond golf, visitors can enjoy the serene beauty of nearby lakes and explore the Pinehurst National State Park. The city also hosts various events at its conference venues, making it a great spot for both relaxation and recreation. Whether you're hitting the greens or simply soaking in the natural surroundings, Pinehurst promises an unforgettable experience.
  • Aberdeen: Just 4 miles from Southern Pines, Aberdeen is a delightful city that offers a mix of outdoor adventures and sports. Known for its golf courses and resorts, this area is perfect for those looking to stay active while enjoying the great outdoors. Local attractions include a racetrack and picturesque lakes, providing ample opportunities for recreation and relaxation. Aberdeen's charming atmosphere makes it an inviting destination for both families and adventure-seekers alike, ensuring there's something for everyone to enjoy.
  • Old Town Pinehurst: Situated 5 miles from Southern Pines, Old Town Pinehurst is a picturesque neighborhood that radiates charm and romance. This area is ideal for outdoor enthusiasts, offering access to beautiful golf courses and lovely resorts. Visitors can explore nearby lakes and event venues, as well as enjoy the area's inviting beaches. With its quaint streets and cozy ambiance, Old Town Pinehurst is perfect for a romantic getaway or a peaceful retreat, making it a must-visit on your vacation itinerary.

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, July and October, 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 SunnySlightly LowSlightly Low
February46.4°F (8.0°C)Light RainMostly SunnySlightly LowSlightly Low
March52.7°F (11.5°C)Light RainMostly SunnyAverageSlightly Low
April61.9°F (16.6°C)Light RainMostly SunnySlightly HighAverage
May70.0°F (21.1°C)Light RainMostly SunnyAverageSlightly High
June77.4°F (25.2°C)Light RainMostly SunnyAverageSlightly High
July80.6°F (27.0°C)Light RainMostly SunnySlightly 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 SunnySlightly HighAverage
November52.3°F (11.3°C)Light RainMostly SunnyAverageAverage
December46.9°F (8.3°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you aiming to save on your upcoming trip? Being flexible with your travel dates can really pay off, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you’ll receive OneKeyCash on the total booking amount. Being the organizer certainly has its perks. Become a member of our One Key rewards program to unlock exclusive savings and earn OneKeyCash on eligible stays. Sign up today and begin reaping the benefits.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient area for you to plan new trips, manage your existing plans, or review and organize your reservations. Your saved or booked properties are thoughtfully categorized into Potential, Upcoming, or Current Trips for easy access. To check out the 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)
  • 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, 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.

More Vacation Ideas