Discover Your Perfect Windsor Vacation Homes

Windsor Pet Friendly Vacation Rentals

See More Pet-Friendly Vacation Rentals in Windsor on PetFriendly.io

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 right time to vacation here can enhance your experience, as the region offers different attractions and amenities throughout the year that cater to various preferences and interests.

Peak Season Highlights

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Summer (June to August)

During the warm summer months, you'll enjoy ideal weather for outdoor activities and exploring local attractions, making this the most popular time to visit the area.

Average Temperature Daytime: 85°F - Nighttime: 55°F
autumn
Fall (September to November)

Autumn offers vibrant foliage and pleasant temperatures, providing a serene setting for outdoor pursuits and sightseeing in the region.

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

Off-Season Highlights

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Winter (December to February)

The cooler winter months bring quieter surroundings, ideal for those seeking a peaceful retreat and lower prices on vacation rentals here.

Average Temperature Daytime: 40°F - Nighttime: 20°F
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Spring (March to May)

Early spring sees mild weather and fewer visitors, making it a great time to experience the area's natural beauty without the crowds.

Average Temperature Daytime: 60°F - Nighttime: 30°F

Weekly Weather Forecast for Windsor

How to Book Your Windsor 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 Windsor

More Top-Rated Vacation Rentals in Windsor 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 grilling on the patio or backyard space.
  • Take advantage of well-maintained communal or private gardens for relaxation or activities.
  • Make use of a spacious driveway or parking area for your vehicles and recreational fun.
  • Access nearby walking or biking trails to explore the scenic surroundings.
  • Relax in a private or shared outdoor seating area perfect for unwinding after a day of adventures.
  • Experience the convenience of outdoor lighting for evening gatherings or late-night strolls.
  • Benefit from easy access to nearby parks or open spaces ideal for outdoor sports or picnics.

Top Attractions Around Windsor

What attractions are nearby?

Nearby, you can enjoy a variety of outdoor activities such as hiking, biking, and fishing, offering an authentic experience of the region’s natural beauty during your stay.

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Family Activities

  • Windsor Lake Park: Enjoy a family day out at this scenic park featuring walking trails, playgrounds, and a peaceful lake perfect for picnics and paddle boating.
  • Windsor Discovery Learning Center: Engage your kids with hands-on exhibits and interactive activities that make learning about science and nature fun and memorable.
  • Snowboard Mountain: Experience outdoor adventure by visiting this nearby ski resort where the whole family can try snowboarding or skiing during the winter months.
  • Old Town Windsor: Explore charming shops, family-friendly eateries, and special events that showcase the local community’s welcoming spirit right in the heart of the region.
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Adult Activities

  • Windsor Historic Downtown: Discover charming shops, local eateries, and a vibrant arts scene that showcase the area's unique character.
  • Water Valley Golf Club: Enjoy a leisurely round of golf on this scenic course known for its well-maintained greens and picturesque views.
  • Windsor Lake Recreation Area: Relax by the water, take a walk along the trails, or participate in outdoor activities perfect for unwinding during your stay here.
  • Healthy Boutiques and Wellness Centers: Pamper yourself with spa treatments or join fitness classes designed to help you recharge in this welcoming region.

Other Places to Stay in Windsor, CO

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Windsor Lake
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Pelican Lakes Golf & Country Club
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More Places to Stay Near Windsor

Windsor Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Take advantage of the nearby attractions to experience the region’s unique charm and natural beauty during your stay.
  • Plan Outdoor Activities: Make the most of the area's scenic parks and trails to enjoy outdoor adventures and picturesque views.
  • Choose a Prime Location: Select vacation rentals situated close to key spots to maximize your time and convenience while exploring here.
  • Engage with the Community: Connect with local events or markets to immerse yourself in the area's culture and support local businesses.

Transportation Options

  • Windsor Transit System: This local bus service offers convenient transportation within the area, making it easy for you to explore Windsor and nearby attractions.
  • Rental Cars: Numerous rental agencies in the region provide flexible options for getting around Windsor at your own pace and convenience.
  • Taxi and Ride-Sharing Services: Reliable taxi companies and ride-sharing apps are readily available here, offering quick and direct travel options within Windsor and beyond.
  • Private Shuttle Services: Customized shuttle services operate in the area, providing comfortable transfers to major destinations and airports nearby.

Local Customs Options

  • Western Heritage Celebrations: You’ll find that embracing local Western traditions, such as rodeos and cattle herding events, is a common way to connect with the region’s history here in Windsor.
  • Farmers' Market Etiquette: Visiting the community farmers' markets involves supporting local vendors and respecting the traditional practices of fresh produce sharing in this area.
  • Holiday Festivities: Participating in seasonal celebrations like the Fourth of July or harvest festivals reflects the region’s pride in its cultural customs and friendly community spirit.
  • Native American Influences: Recognizing the significance of Native American heritage through local art, storytelling, and educational events offers a meaningful way to engage with the area's cultural roots.

Frequently Asked Questions About Windsor?

1. What are the top vacation rentals in Windsor?

There are a lot of options in Windsor. If you plan on staying in the Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in 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 89 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.