Discover Your Perfect Windsor Vacation Homes

Why Choose Rent By Owner for your Windsor 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 Windsor

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here can enhance your experience in this vibrant region, allowing you to enjoy its unique climate and local events at their best.

Peak Season Highlights

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Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours, making it an ideal time for outdoor activities and sightseeing in the area.

Average Temperature Daytime: around 85°F (29°C) - Nighttime: about 55°F (13°C)
autumn
Fall (September to November)

The fall season offers pleasant temperatures and colorful scenery, perfect for exploring the region’s local attractions and enjoying the crisp air.

Average Temperature Daytime: roughly 70°F (21°C) - Nighttime: around 40°F (4°C)

Off-Season Highlights

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Winter (December to February)

In winter, you'll experience cooler temperatures, but this quieter period provides a peaceful setting with fewer tourists for a more relaxed stay.

Average Temperature Daytime: about 45°F (7°C) - Nighttime: near 20°F (-6°C)
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Spring (March to May)

Spring brings milder weather and blooming landscapes, making it a great time to visit before the busy summer season begins.

Average Temperature Daytime: around 60°F (15°C) - Nighttime: approximately 30°F (-1°C)

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

  • Your outdoor space may feature a private patio or deck, ideal for relaxing or dining al fresco in this inviting area.
  • Expect a well-maintained backyard with landscaping that provides a serene environment to enjoy the fresh air.
  • Many rentals offer access to community parks or green spaces nearby, perfect for outdoor activities and picnics.
  • Look for outdoor grills or barbecues available for preparing meals while enjoying the pleasant weather.
  • Some properties include a hot tub or whirlpool, offering a luxurious way to unwind under the stars.
  • An outdoor swimming pool might be accessible, providing a refreshing escape during warmer months.
  • You may find covered patios or pergolas that create shaded areas for outdoor gatherings and relaxation.
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Family Activities

  • Windsor Lake Park: Spend quality time outdoors by exploring the scenic trails, enjoying a family picnic, and taking boat rides on the peaceful lake.
  • The Butterfly Pavilion: Discover hundreds of butterflies flying freely in this interactive exhibit, perfect for engaging young explorers in the region's natural beauty.
  • Colorful Adventures at Amazing Jakes: Experience exciting indoor entertainment with arcade games and mini-golf, making it a favorite spot for families visiting here.
  • Historic Windsor Town Center: Take a leisurely stroll through the town center to enjoy local shops, seasonal events, and community-driven activities that highlight the area's charm.
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Adult Activities

  • Wine Tasting Tours: Experience the region's acclaimed vineyards and wine tasting rooms to indulge in local flavors and scenic views.
  • Historical Museum Visits: Discover the area's rich heritage through engaging exhibits and preserved landmarks that tell its unique story.
  • Nature Walks and Parks: Explore scenic trails and parks where you can enjoy peaceful surroundings and outdoor recreation near your vacation rental.
  • Local Dining Experiences: Savor diverse culinary options at renowned restaurants, offering a taste of the region’s fresh ingredients and culinary traditions.

Windsor Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local attractions: Take advantage of nearby cultural sites and outdoor activities to immerse yourself in the region's unique charm.
  • Plan your visit during off-peak times: Visiting during less busy seasons can offer a more relaxed experience and better access to popular spots.
  • Utilize transportation options: Use local transit or rental services to conveniently discover the area's hidden gems and avoid parking hassles.
  • Sample regional cuisine: Don't miss out on trying local eateries and specialties to truly savor your stay here.

Transportation Options

  • Denver International Airport (DEN): The region’s main gateway offers extensive domestic and international flights, providing convenient access to your vacation rental in the area.
  • Public Transit – RTD Light Rail and Buses: Local transit options connect key points around here, making it easy to explore without a car during your stay.
  • Rental Car Services: Several car rental agencies operate at the airport and in the city, giving you the flexibility to explore nearby attractions at your own pace.
  • Taxi and Rideshare Services: Taxis and ride-hailing apps like Uber and Lyft are widely available, offering quick and reliable transportation throughout this destination.

Local Customs Options

  • Western Horse Culture: Embrace the region's rich equestrian heritage by observing local practices at rodeos and horse shows that are integral to this area's identity.
  • Farm-to-Table Dining Customs: Appreciate the emphasis on fresh, locally sourced ingredients in many dining establishments, reflecting the area's agricultural roots.
  • Local Craftsmanship: Explore the craftsmanship of artisans who incorporate regional motifs and materials, highlighting the area's appreciation for handmade goods.
  • Community Events and Festivals: Participate in seasonal festivals that celebrate the area's history and cultural traditions, providing an authentic local experience during your stay.

Frequently Asked Questions About Windsor?

2. How many vacation rentals have private pools in Windsor?

There are 6 vacation rentals with private pools near Windsor. Top-rated RBO homes that have access to a swimming pool include:

3. 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:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 319 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. 

5. What is the cancellation policy for vacation rentals in Windsor, Denver?

Cancellation policies vary by listing, so it’s best to review the specific terms on each property’s page or contact the owner directly to ensure you understand the refund options and any potential fees.

6. How do I find the best vacation rental deals in Windsor near Denver?

To secure the best deals, compare different listings in the area, look for properties with flexible dates, and read reviews to find reliable options that meet your travel needs.

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

Additional fees such as cleaning charges, service fees, or security deposits are common and will be detailed on the listing page. Always double-check the total cost before confirming your reservation.

8. What amenities should I expect from vacation rentals in Windsor, close to Denver?

Most properties offer essential amenities like Wi-Fi, parking, and fully equipped kitchens. Specific features can vary, so review each listing carefully to match your preferences.

9. How can I communicate special requests or questions about my stay in local vacation rentals?

You can contact the property owner directly through the platform’s messaging system to ask about your needs, clarify details, or discuss any special arrangements before booking.