Southern Pines holiday lettings

We found 633 holiday rentals — enter your dates for availability

Discover a selection of 84 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:6 Mar - 13 Mar

Image gallery for Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥

Living area
10 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥

Pinehurst, NC

11% off
Price is £2,672
for 7 nights, 1 home
£382 per night
includes taxes & fees
Calhoun Clubhouse - 5 Bedroom Split Level Home Near Pinehurst #6 / Firepit 🔥

Find spaces that suit your style

Why visit Southern Pines

  • Stunning outdoor activities: Southern Pines boasts picturesque lakes and scenic landscapes, perfect for nature enthusiasts and outdoor adventurers.
  • Rich cultural experiences: The area features historic houses and engaging modern colleges, offering a blend of history and education.
  • Family-friendly atmosphere: With its welcoming community and relaxing vibe, Southern Pines is an ideal destination for families and groups.
  • Diverse accommodation options: Choose from charming cottages, private homes, and modern condos to suit any traveler's needs.
  • Vibrant local charm: Explore delightful neighbourhoods and interact with friendly locals for an authentic Southern Pines experience.

Popular types of accommodation in Southern Pines

Discover a delightful range of vacation rentals in Southern Pines, including private homes, charming cottages, and modern condos. Whether you’re seeking a short-term escape or a longer holiday retreat, our platform offers transparent options for every type of traveller. From cosy apartments to spacious home rentals, you’ll find the perfect base for your adventures in this picturesque locale. Enjoy your stay with reassurance and savings at the forefront of your experience.

  • Houses: The most sought-after option for holiday stays in Southern Pines, perfect for families or groups looking for comfort and privacy.
  • Condos: A popular choice for those seeking a blend of amenities and convenience, ideal for couples or small families.
  • Cottages: Charming and quaint, cottages offer a delightful retreat for those wanting a homely feel amidst nature.
  • Apartments: An excellent option for solo travellers or couples, providing a central base for exploring the area.
  • Villas: Luxurious and spacious, villas are perfect for those wanting an upscale experience during their stay.**

Top attractions near Southern Pines

Southern Pines, North Carolina, offers a delightful blend of outdoor activities, stunning scenery, and sporting opportunities. Visitors can explore picturesque lakes, engage with modern colleges and universities, and appreciate historic houses. This charming destination caters to those seeking cultural experiences alongside outdoor adventures, making it an ideal spot for families, groups, or solo travellers looking to immerse themselves in the local charm and vibrant community.

  • Sandhills Community College: A vibrant educational institution with modern facilities, offering a unique blend of academic excellence and community engagement. The college environment reflects a bustling city vibe, perfect for those who appreciate contemporary culture.
  • Malcolm Blue Farm: A charming historic site that showcases the rich agricultural heritage of the region. The farm exudes cultural vibes, providing a glimpse into the past with its preserved structures and engaging activities.
  • Pinehurst Lake: A picturesque lake surrounded by natural beauty, ideal for outdoor pursuits. With its serene beaches and romantic scenery, it's a perfect spot for relaxation and enjoying nature's tranquility.

Things to do recommended for couples

For a romantic getaway in Southern Pines, indulge in a luxurious day at Talamore Golf Resort. Enjoy the serene surroundings, perfect for couples seeking relaxation and quality time together. Don't miss the chance to unwind in this picturesque setting, creating cherished memories.

Things to do recommended for families

Families visiting Southern Pines can explore the serene Reservoir Park, located 1.9km away. This recreational area offers wellness and relaxation vibes, perfect for a family day out, where children can enjoy playing in nature while parents unwind in the peaceful surroundings.

Things to do recommended for groups

Groups visiting Southern Pines can enjoy a round of golf at Pinehurst No. 9, just 1.9km away, or indulge in shopping and entertainment at Pinecrest Plaza. Don't miss the unique artistry at Seagrove Pottery, located 3.1km from the town centre.

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

When travelling with a group, family, pets, or planning an extended stay, it's essential to filter your options according to your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Southern Pines with a group: Think about how many bedrooms you require, along with facilities like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Southern Pines with young kids: Travelling with young children can present its challenges. It’s important to prioritise their comfort and safety, as well as ensure access to suitable amenities, like a private swimming pool. Additionally, it’s wise to think about your closeness 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, explore Vrbo properties that welcome pets. Most 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 with great offers for stays of a month or more, you’ve come to the perfect 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 offers a delightful blend of outdoor activities, scenic beauty, and family-friendly vibes, making it an ideal destination for your next holiday. Explore the charming neighborhoods and refreshing oases that surround this quaint city, where friendly locals and a relaxing atmosphere await. Whether you're indulging in sports or simply enjoying the picturesque landscapes, Southern Pines promises a memorable getaway in the heart of the Sandhills region.

  • Pinehurst: Located 3.1km from Southern Pines, Pinehurst is renowned for its stunning outdoor spaces and world-class golf courses. This picturesque town is a haven for sports enthusiasts and nature lovers alike. Visitors can enjoy the serene beauty of local lakes and the expansive grounds of Pinehurst Resort, which boasts numerous golf courses, including the famed Pinehurst No. 2. The area also features charming event venues and the nearby national state park, perfect for hiking and exploration.
  • West End: Situated 6.8km from Southern Pines, West End offers a romantic and scenic getaway. Set against a backdrop of tranquil lakes and lush greenery, this quaint town is ideal for couples and outdoor adventurers. The local golf courses and resorts provide excellent recreational opportunities. Visitors can also explore the stunning national state park and unwind at the marina, where you can indulge in water sports or simply relax by the shore.
  • Aberdeen: Just 2.5km from Southern Pines, Aberdeen is a vibrant city known for its outdoor activities and sporting events. The area features several well-maintained golf courses and resorts, making it a popular destination for those seeking leisure and recreation. Local attractions include the scenic lake and the lively racetrack, which hosts various events throughout the year. Additionally, the town offers versatile event conference venues for those looking to combine business with pleasure.

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 March to April and 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 SunnyModerately HighSlightly Low
April61.9°F (16.6°C)Light RainMostly SunnyModerately 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 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 SunnyAverageAverage
November52.3°F (11.3°C)Light RainMostly SunnyAverageAverage
December46.9°F (8.3°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is a breeze

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can lead to significant savings. Moreover, extending your stay typically results in even better value. To discover the ideal Vrbo property that suits your budget, utilise our filters to refine your search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's unique Trip Board offers you a dedicated area to plan new getaways, pick up from where you last paused, or manage your travel arrangements with ease. You can easily locate the properties you've saved or booked under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-gb/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:

  • 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)
  • The Carolina Golf Course (3.3 mi / 5.3 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)
  • 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)

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 rental?
When considering a holiday rental in Southern Pines, North Carolina, the downtown area is an excellent choice. This vibrant neighbourhood offers a charming blend of history and modern amenities, making it a delightful spot for visitors. You'll find a variety of properties, from quaint cottages to more contemporary homes, allowing for a range of options depending on your preferences.

Staying in downtown Southern Pines puts you within walking distance of top attractions such as the beautiful Southern Pines Golf Club, renowned for its picturesque courses and welcoming atmosphere. Another great site is the Sandhills Horticultural Gardens, a serene space superb for leisurely strolls amidst stunning flora. The area is also peppered with delightful shops and restaurants, ensuring that you have everything you need right at your fingertips.
How much does it cost to rent a holiday home in Southern Pines?
Prices for holiday 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 holiday 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 holiday rental accomodation in Southern Pines?
In Southern Pines, holiday houses are the most popular type of rental, with approximately 93 available throughout the area. These properties often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces superb for enjoying the pleasant North Carolina weather. Many homes are situated in tranquil neighbourhoods, providing a peaceful retreat for families and groups. Additionally, there are around 11 cottages and 10 apartments, which offer a cozier alternative for smaller parties. For those seeking a luxurious experience, several condos and villas are also on offer, generally featuring modern amenities and access to shared facilities.
Are there any family house rentals in Southern Pines?
In Southern Pines, North Carolina, there are numerous family-friendly house rentals—approximately 56 available throughout the area. Families will find properties that offer ample space, great for accommodating larger groups or gatherings. Many of these homes come equipped with full kitchens, allowing for easy meal preparations, and comfortable living areas where everyone can relax together after a day of activities.

The neighbourhoods in Southern Pines are particularly charming, with easy access to nearby attractions such as the beautiful Pinehurst Resort and the serene landscapes of the Sandhills. Outdoor enthusiasts can enjoy the local parks, where children can play and families can picnic. Additionally, the area is renowned for its golf courses, making it an excellent choice for families who enjoy the sport.
Can I rent a holiday home with a pool or hot tub in Southern Pines?
In Southern Pines, there are several holiday homes available for rent that feature pools and hot tubs, with around 15 options to choose from. This charming town, known for its picturesque landscapes and golf courses, offers a variety of neighbourhoods where these properties can be found, including the serene areas near the Pinehurst Resort and the tranquil surroundings of the Southern Pines Historic District.
Can I find long-stay holiday rentals in Southern Pines?
A long-stay holiday rental in Southern Pines is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Southern Pines?
In Southern Pines, there are several pet-friendly house rentals available, with around 54 options to choose from. This charming town is known for its picturesque landscapes and welcoming atmosphere, making it an ideal destination for travellers with pets. Many of the holiday rentals in the area feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living spaces, superb for families or groups seeking a home-away-from-home experience.
Are there any remote work holiday rentals in Southern Pines?
In Southern Pines, there are numerous holiday rentals suitable for remote work, with around 97 options available. This charming town offers a variety of properties equipped with essential amenities for those needing to work while travelling. Many rentals feature dedicated workspaces, including desks and comfortable chairs, alongside high-speed Wi-Fi to facilitate productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Southern Pines holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Southern Pines with parking available—perfect for families or travellers 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 holiday rental amenities include fully equipped kitchens, which are ideal for travellers who prefer to cook their own meals. Guests can expect free Wi-Fi to stay connected during their stay, along with essential cookware, dishware, and utensils provided for a convenient dining experience. Additionally, most rentals come with microwaves and refrigerators, ensuring that guests have everything they need for a comfortable and enjoyable visit.
How early should I book a Southern Pines holiday rental?
Book your Southern Pines holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Southern Pines home rental booking on Vrbo?
To find Southern Pines holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, 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 organising 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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