Discover Your Perfect Windsor Vacation Homes

Windsor Luxury Rentals

Why Choose Rent By Owner for your Windsor Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Best Times to Visit Windsor

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, as the region offers different attractions and weather conditions throughout the year, making it ideal to plan your stay when local events and seasons align with your vacation preferences.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area experiences mild and pleasant weather, making it an ideal time for outdoor activities and exploring local scenery.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
autumn
Fall (September to November)

Autumn offers comfortable temperatures and vibrant foliage, perfect for enjoying the tranquil ambiance and scenic views.

Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F

Off-Season Highlights

image
Winter (December to February)

The quiet winter months bring cooler temperatures, providing a peaceful setting for those seeking solitude or cozy accommodations.

Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F
image
Late Summer (August)

As summer winds down, the region sees fewer visitors, offering a more relaxed experience with warm days and fewer crowds.

Average Temperature Daytime: 75-85°F - Nighttime: 60-70°F

Weekly Weather Forecast for Windsor

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 outdoor lounging areas such as patios or decks to relax while taking in the scenic views of the region.
  • Benefit from spacious yards or gardens perfect for outdoor activities or family gatherings in this welcoming destination.
  • Make use of private or community pools to cool off during warm summer days here.
  • Take advantage of outdoor grills or BBQ stations for preparing meals alfresco and enhancing your local experience.
  • Explore nearby nature trails or walking paths accessible from many vacation rentals in this area.
  • Participate in recreational sports with amenities like volleyball courts, badminton setups, or basketball hoops often available on the premises.
  • Relax by waterfront features such as docks or piers, especially if your rental is near lakes or rivers here in the region.
image
image

Family Activities

  • Windsor County Park: Enjoy a family picnic and outdoor activities amidst scenic trails and open green spaces in this peaceful park nearby.
  • North Carolina Maritime Museum: Dive into the region’s maritime history through engaging exhibits that captivate both kids and adults alike.
  • Downtown Windsor: Explore charming local shops, dine at family-friendly restaurants, and experience the small-town charm of this inviting area.
  • Windsor Community Center: Participate in family-focused events and recreational programs designed to create memorable experiences for all ages.
image

Adult Activities

  • Windsor Waterfront Park: Take a leisurely stroll or enjoy a relaxing picnic along the scenic waterfront, offering picturesque views and peaceful surroundings.
  • North Carolina Maritime Museum: Dive into the region’s maritime history through engaging exhibits that provide insight into the area's rich nautical heritage.
  • Local Golf Courses: Play a round at nearby golf courses designed to challenge enthusiasts and provide a pleasant day outdoors.
  • Historic Downtown Windsor: Explore charming shops, dine at local eateries, and immerse yourself in the authentic southern atmosphere of this destination.

Windsor Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Take advantage of the area's unique outdoor spaces and cultural sites to enrich your stay in Windsor.
  • Plan Your Visit During Off-Peak Seasons: Visiting during quieter times allows for a more relaxed experience of the local scenery and amenities.
  • Book Well in Advance: Secure your preferred vacation rentals early to ensure availability, especially during popular travel periods.
  • Embrace the Regional Cuisine: Sample the regional flavors at local eateries or prepare authentic meals using ingredients sourced nearby to make your trip memorable.

Transportation Options

  • Windsor Regional Airport: This airport offers convenient flights for travelers visiting the area, making it an accessible starting point for your trip.
  • Taxi Services: Reliable taxi options are available to transport you comfortably from here to your vacation rental or nearby attractions.
  • Local Bus Transit: The regional bus system provides an affordable and easy way to explore the surroundings without the need for a car.
  • Car Rentals: Several car rental companies operate in this destination, giving you the flexibility to discover the region at your own pace.

Local Customs Options

  • Local Seafood Cuisine: You can experience the region's fresh seafood traditions through local eateries and festivals in this area, reflecting its rich maritime heritage.
  • Southern Hospitality Etiquette: Visitors often find that warm welcomes and polite interactions are a hallmark here, embodying the friendly spirit of southern North Carolina.
  • Community Festivals and Fairs: Participating in seasonal events showcases the area's cultural pride and offers authentic experiences rooted in local customs.
  • Historical Preservation Practices: Respect for historical sites and local landmarks is common, emphasizing the community’s dedication to maintaining its regional history.

Frequently Asked Questions About Windsor?

2. Which vacation homes in Windsor are best for families?

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

3. How many Rentbyowner vacation rentals are available in Windsor?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 49 in the Windsor 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 Windsor. 

4. What is the cancellation policy for booking a vacation rental in Windsor, North Carolina?

Cancellation policies vary depending on the specific listing. You should review the cancellation terms outlined in the property details or contact the host directly to understand any potential fees or restrictions.

5. How do I confirm availability and book a vacation rental in Windsor, North Carolina?

Availability can be checked through the property listing. Once you find a suitable option, you can proceed with booking online or reach out to the host for further assistance.

6. Are there specific check-in and check-out times for rentals here?

Check-in and check-out times are set by each host and are listed within the property details. Be sure to review these before confirming your reservation to ensure they align with your travel plans.

7. What amenities are typically included in a vacation rental in Windsor, North Carolina?

Amenities vary between properties, but common features often include Wi-Fi, kitchen facilities, parking, and outdoor spaces. Review the listing carefully to see which amenities are offered and meet your needs.

8. How do I get support if I encounter issues during my stay or booking process?

Customer support is available through the booking platform or directly from the property host. Contact details are provided in your reservation confirmation or on the property listing for prompt assistance.