The Barn @ Fairway Farm - 5 miles to Pinehurst CC

- Location: West End
- Guest rating: 10/10 (Exceptional, 22 reviews)
- Price: $230 (was $252, 9% off), $1,609 for 7 nights, All fees included

We found 625 vacation rentals — enter your dates for availability
Nestled amidst the picturesque landscapes of Southern Pines, this charming destination invites you to explore its stunning scenery and rich history. From exhilarating outdoor adventures in local parks to the inviting downtown filled with unique shops, Southern Pines offers a delightful blend of activities for families, friends, and couples alike. Choose from a variety of cozy cottages, modern condos, or spacious vacation homes, providing the comfort and convenience of a home away from home as you make unforgettable memories together.























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Condo/Apartment
Cabin
Cottage
Villa
Chalet

Premier Host
Sleeps 6 · 2 bedrooms · 1 bathroom

Premier Host
Sleeps 20 · 5 bedrooms · 4 bathrooms

Premier Host
Sleeps 9 · 3 bedrooms · 3+ bathrooms

Premier Host
Sleeps 2 · 1 bedroom · 1 bathroom

Premier Host
Sleeps 6 · 3 bedrooms · 2 bathrooms

Premier Host
Sleeps 8 · 4 bedrooms · 2 bathrooms
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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.
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.
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.
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.
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.
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.
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.
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.
| Calendar Month | Temperature | Precipitation | Cloudiness | Occupancy | Pricing |
| January | 42.6°F (5.9°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low |
| February | 46.4°F (8.0°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low |
| March | 52.7°F (11.5°C) | Light Rain | Mostly Sunny | Average | Slightly Low |
| April | 61.9°F (16.6°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| May | 70.0°F (21.1°C) | Light Rain | Mostly Sunny | Average | Slightly High |
| June | 77.4°F (25.2°C) | Light Rain | Mostly Sunny | Average | Slightly High |
| July | 80.6°F (27.0°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| August | 78.8°F (26.0°C) | Light Rain | Mostly Sunny | Average | Average |
| September | 73.6°F (23.1°C) | Light Rain | Mostly Sunny | Average | Slightly High |
| October | 63.5°F (17.5°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| November | 52.3°F (11.3°C) | Light Rain | Mostly Sunny | Average | Average |
| December | 46.9°F (8.3°C) | Light Rain | Mostly Sunny | Slightly Low | Average |
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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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.
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