Discover Your Perfect Old Town Vacation Homes

Old Town Luxury Rentals

Old Town Pet Friendly Vacation Rentals

Old Town Large Vacation Homes

Why Choose Rent By Owner for your Old Town 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.

Best Times to Visit Old Town

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit this charming destination can enhance your experience, as the area's weather and local events vary throughout the year, making it essential to consider seasonal patterns when booking your vacation rentals in Old Town, Pinehurst.

Peak Season Highlights

spring
Spring (March to May)

During the spring months, the area experiences pleasant weather and vibrant natural scenery, making it an ideal time for exploring this charming destination.

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

Autumn brings cooler temperatures and colorful foliage, providing a picturesque setting that attracts visitors seeking a peaceful retreat in this region.

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

Off-Season Highlights

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Winter (December to February)

The winter months see fewer visitors, offering a quieter experience with cooler weather that is perfect for relaxing indoors or enjoying scenic views in this destination.

Average Temperature Daytime: 45-55°F - Nighttime: 30-40°F
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Summer (June to August)

While summer offers warmer weather ideal for outdoor activities, it can also be the less busy season, providing a more tranquil environment in this area.

Average Temperature Daytime: 80-90°F - Nighttime: 60-70°F

Weekly Weather Forecast for Old Town

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.

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 a private outdoor patio or deck to relax and savor the scenic views of the area.
  • Take advantage of beautifully landscaped gardens that enhance your outdoor experience.
  • Make use of a barbecue grill for outdoor cooking and casual dining with family and friends.
  • Utilize designated parking spaces for convenient access to your rental property.
  • Find options for shaded areas or pergolas, perfect for staying cool during warmer days.
  • Access outdoor seating areas designed for socializing or unwinding after a day on the golf course.
  • Explore nearby walking trails or green spaces that allow you to enjoy the natural beauty of the region.
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Family Activities

  • Mini Golf at Pinehurst Resort: Enjoy a family-friendly game of mini golf at the renowned Pinehurst Resort, offering fun for all ages in this picturesque area.
  • Pinehurst Historic Village Tour: Explore the charming historic district with its quaint shops and scenic streets, perfect for family strolls and discovering local history.
  • Nature Walks in the Sandhills Forest: Experience the region's natural beauty on guided or self-led hikes through the Sandhills Forest, ideal for outdoor adventures with children.
  • Visit the Pinehurst Arboretum: Discover a variety of native plants and enjoy peaceful outdoor spaces as you learn about the area's unique flora with your loved ones.
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Adult Activities

  • Golfing at Pinehurst Resort: Experience world-renowned golf courses that attract enthusiasts from around the globe, perfect for a relaxing day on the greens.
  • Historic Downtown Strolls: Explore charming streets filled with boutique shops, local eateries, and cultural sites that showcase the area's rich history and southern hospitality.
  • Dining Experiences: Enjoy diverse dining options featuring regional favorites and gourmet cuisine, ideal for savoring a memorable meal in a welcoming setting.
  • Spas and Wellness Centers: Indulge in rejuvenating treatments at local spas designed to offer relaxation and pampering amidst your stay here.

Other Places to Stay in Old Town, NC

Old Town Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the region’s renowned eateries to experience authentic flavors unique to this charming destination.
  • Plan Ahead for Popular Activities: Book reservations or tee times in advance to ensure you enjoy the area’s top golf courses and attractions without hassle.
  • Utilize Local Tips for Hidden Gems: Connect with hosts or fellow travelers to discover lesser-known spots that showcase the true character of the area.
  • Respect the Community and Environment: Follow leisurely pace guidelines and eco-friendly practices to help preserve the beauty and tranquility of this destination.

Transportation Options

  • Car Rental Services: You can explore the region conveniently with local car rental agencies offering a variety of vehicles suited for your visit to Old Town, Pinehurst, North Carolina.
  • Taxi and Rideshare Options: Taxi companies and rideshare services like Uber and Lyft provide flexible transportation for getting around this charming area easily.
  • Public Transit: The local bus system offers an economical way to reach key destinations within Old Town and the surrounding region.
  • Bicycle Rentals: Renting a bicycle is a popular choice for enjoying the scenic streets and exploring the area's historic charm at your own pace.

Local Customs Options

  • Respect for Golf Etiquette: Locals value proper golf etiquette, reflecting the area's renowned golf courses, so be sure to follow customs like maintaining pace and respecting course rules.
  • Southern Hospitality: Expect warm welcomes and courteous interactions, as friendliness is a hallmark of the area’s community spirit during your stay.
  • Celebration of Local Heritage: Participate in or appreciate traditional events and festivals that honor Pinehurst's rich history and cultural traditions.
  • Preservation of Nature: Residents often emphasize environmental respect, so practicing eco-friendly habits aligns with the region’s commitment to its scenic beauty.

Old Town Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Old Town?

3. Which vacation homes in Old Town are best for families?

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

4. How many Rentbyowner vacation rentals are available in Old Town?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 678 in the Old Town 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 Old Town. 

5. What is the cancellation policy for a vacation rental in Old Town, Pinehurst?

Cancellation policies vary depending on the individual listing. You should review the specific property's cancellation terms directly on its listing or contact the property owner for detailed information.

6. How do I confirm the availability of a vacation rental in Pinehurst's Old Town?

Availability can be checked by viewing the booking calendar on the listing page. For real-time updates or to secure your reservation, it’s best to reach out to the property owner directly.

7. Are there any specific house rules I should be aware of when booking here?

House rules are typically listed within each property’s details. To ensure a smooth stay, review these rules carefully and contact the owner if you have any questions.

8. What amenities are usually included with a vacation rental in Old Town?

Amenities vary by property, but common features include Wi-Fi, parking, kitchens, and outdoor spaces. Check the individual listing for a comprehensive list of what’s included during your stay.

9. How do I contact the host if I have questions about my booking in Pinehurst?

You can send a message directly through the booking platform to communicate with the property owner. They will provide assistance regarding your reservation and any special requests.

Old Town Top Rated Vacation Rentals