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Southern Pines Luxury Rentals

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Southern Pines Pet Friendly Vacation Rentals

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Southern Pines Large Vacation Homes

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Why Choose Rent By Owner for your Southern Pines Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Southern Pines Vacation Rentals

Where are the best neighborhoods to stay in Southern Pines?

When exploring Southern Pines, North Carolina, choosing the right neighborhood can greatly enhance your stay. Whether you prefer the charming streets close to local amenities or the peaceful surroundings of suburban communities, this area offers a variety of appealing options. Each neighborhood provides a unique atmosphere, making it easy to find a location that suits your vacation style. By selecting the ideal spot within Southern Pines, you’ll enjoy convenient access to everything this inviting community has to offer, ensuring a memorable and comfortable visit.

Old Town

Nestled in the historic heart of the region, Old Town offers a charming setting for your stay with its quaint streets and rich local character. You’ll find this neighborhood ideal for immersing yourself in authentic Southern Pines culture while enjoying easy access to nearby amenities.

View 445+ Rentals in Old Town

Downtown

Centered around the vibrant core of the area, Downtown provides a lively atmosphere perfect for exploring local shops, eateries, and entertainment options. This neighborhood is a great choice for those seeking a dynamic vibe within close reach of the region's attractions.

View 202+ Rentals in Downtown

West Southern Pines

Located on the western side of the city, West Southern Pines offers peaceful residential surroundings paired with convenient access to outdoor spaces and golf courses. It’s an excellent spot for travelers looking for a relaxed pace while still being near key destinations.

View 370+ Rentals in West Southern Pines

Sandhurst

Set in a serene neighborhood, Sandhurst features tree-lined streets and attractive homes, making it a desirable area to enjoy a quiet retreat. Visitors often choose this locale for its tranquil environment combined with proximity to recreational opportunities.

View 222+ Rentals in Sandhurst

Best Times to Visit Southern Pines

When should you plan your Vacation Rentals stay?

Scheduling your trip during the region’s ideal seasons can enhance your experience and ensure a memorable stay in this charming destination, so consider the climate and local events when choosing the best time to book your vacation rentals here.

Peak Season Highlights

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Spring (March to May)

During the spring months, the area experiences mild temperatures and vibrant natural scenery, making it an ideal time to enjoy outdoor activities and explore local attractions.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
autumn
Fall (September to November)

Autumn brings cooler weather and colorful foliage, creating a picturesque setting perfect for leisurely escapes and outdoor adventures in this destination.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Summer (June to August)

The summer season offers warm weather that is great for outdoor recreation, though it can be busier with visitors seeking to enjoy the region’s natural beauty.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
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Winter (December to February)

Winter sees cooler temperatures and fewer crowds, providing a peaceful atmosphere for those looking to relax and enjoy the tranquility of the region.

Average Temperature Daytime: 50°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Southern Pines

How to Book Your Southern Pines Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Southern Pines

More Top-Rated Vacation Rentals in Southern Pines Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining with a furnished patio or deck to make the most of your visit.
  • Take advantage of a private or shared outdoor pool for relaxation and leisure.
  • Explore scenic walking or hiking trails nearby, perfect for outdoor enthusiasts.
  • Relax in a lush garden or landscaped yard that adds charm to your stay.
  • Benefit from access to a barbecue grill for convenient outdoor cooking.
  • Unwind on a spacious balcony with views of the surrounding scenery.
  • Make use of a fire pit area, ideal for cozy evenings under the stars.

Top Attractions Around Southern Pines

What attractions are nearby?

Nearby, you can explore a variety of outdoor activities and local attractions that showcase the charm and natural beauty of Southern Pines, making it an ideal destination for a memorable stay in this region.

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Family Activities

  • Southern Pines Golf Course: Enjoy a family-friendly round of golf on this renowned course nestled in the heart of the region, offering scenic views and relaxing green spaces.
  • Pinehurst Regional Airport Park: Spend an afternoon exploring outdoor trails and picnic areas at this local park, perfect for active families seeking outdoor fun close to their vacation rentals.
  • Downtown Southern Pines Entertainment District: Discover charming shops, casual eateries, and live entertainment venues that provide enjoyable experiences for all ages within the area.
  • Moore County Historical Museum: Learn about the region's rich history through engaging exhibits and interactive displays, ideal for educational family outings nearby your holiday accommodation.
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Adult Activities

  • Golfing at Pinehurst Resort: Test your skills on world-renowned courses nestled in the region, making it a perfect activity for golf enthusiasts staying nearby.
  • Explore Southern Pines Arts District: Discover local art galleries and studios that showcase the vibrant creative scene of this charming area.
  • Relax at a Spa: Indulge in luxurious spa treatments offered in the vicinity, providing a soothing retreat after outdoor adventures.
  • Visit Cultural Events and Festivals: Immerse yourself in the region's lively community gatherings that celebrate its rich history and traditions.

Other Places to Stay in Southern Pines, NC

National Golf Club
National Golf Club Vacation Rentals
Pinecrest Plaza
Pinecrest Plaza Vacation Rentals
FirstHealth Moore Regional Hospital
FirstHealth Moore Regional Hospital Vacation Rentals
Pinehurst
Pinehurst Vacation Rentals
Old Town
Old Town Vacation Rentals
West Southern Pines
West Southern Pines Vacation Rentals
Biscoe
Biscoe Vacation Rentals
Downtown
Downtown Vacation Rentals
Carthage
Carthage Vacation Rentals
Whispering Pines
Whispering Pines Vacation Rentals
Aberdeen
Aberdeen Vacation Rentals
Pinebluff
Pinebluff Vacation Rentals
More Places to Stay Near Southern Pines

Southern Pines Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Take some time to explore local golf courses, parks, and cultural spots to maximize your experience during your stay.
  • Choose a Prime Location: Opt for vacation rentals near the town center or key attractions to enjoy convenient access to the area's highlights.
  • Take Advantage of Seasonal Events: Check the calendar for festivals and outdoor activities that can enrich your visit in this charming region.
  • Communicate with Your Host: Reach out before booking to inquire about local recommendations and ensure your accommodation meets your needs perfectly.

Transportation Options

  • Southern Pines Transit System: This local bus service offers convenient transportation around the area, making it easy for you to explore without a car.
  • Amtrak Passenger Service: The nearby Amtrak station provides reliable rail connections to major cities, ideal for travelers seeking an alternative to driving.
  • Rental Cars: Numerous rental agencies in town give you flexibility and freedom to visit attractions at your own pace during your stay.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing options like Uber and Lyft are available locally, offering quick and effortless trips around the destination.

Local Customs Options

  • Southern Pines Golf Etiquette: When visiting here, you'll notice that golf is a cherished tradition, and respecting the local customs on the courses enhances your experience and interactions with fellow enthusiasts.
  • Hunting Traditions: The region has a rich history of hunting, so observing safety rules and local hunting seasons shows respect for this longstanding custom of the community.
  • Southern Pines Festival Celebrations: Participating in or observing local festivals offers insight into the area's vibrant culture and the warm hospitality of its residents.
  • Community Courtesy: Engaging with neighbors and adhering to quiet hours demonstrates the friendly and considerate nature that characterizes this destination's community spirit.

Frequently Asked Questions About Southern Pines?

1. What are the top vacation rentals in Southern Pines?

There are a lot of options in Southern Pines. If you plan on staying in the Southern Pines area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Southern Pines:

2. How many vacation rentals have private pools in Southern Pines?

There are 38 vacation rentals with private pools near Southern Pines. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Southern Pines are best for families?

If you are looking for a family-friendly vacation home in Southern Pines, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Southern Pines:

4. How many Rentbyowner vacation rentals are available in Southern Pines?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1099 in the Southern Pines area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Southern Pines. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the property listing. You should review the specific cancellation terms provided in the listing details or contact the property owner directly to understand the applicable policy before booking.

6. How do I verify the safety and cleanliness standards of a vacation rental here?

Safety and cleanliness standards are typically outlined in the property description and amenities section. For further assurance, you can reach out to the host to inquire about cleaning procedures and safety measures implemented during your stay.

7. Are there any additional fees I should expect when booking a vacation rental in this region?

Additional fees, such as cleaning fees, service charges, or taxes, are usually specified in the listing details. Always review the full pricing breakdown before confirming your reservation or contact the owner for clarification.

8. What is the process for checking in and checking out of a vacation rental in this destination?

Check-in and check-out procedures are detailed in the individual listing. Many properties offer self-check-in options, but it’s best to confirm these details with the owner to ensure a smooth arrival and departure.

9. Is Wi-Fi and other amenities included in the vacation rentals here?

Most listings specify the available amenities, including Wi-Fi, kitchen appliances, and entertainment options. To ensure the property meets your needs, review the amenities listed or contact the owner directly for more information.

Southern Pines Top Rated Vacation Rentals

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