Windsor Rentals by Owner
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Why Choose Rent By Owner for your Windsor vacation rental?
What makes our Rentals by Owner special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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 Rentals by Owner stay?
Choosing the ideal time to vacation in Windsor, California allows you to enjoy pleasant weather and vibrant local events, making your stay in this destination truly memorable when booked through Rent By Owner for a seamless and reliable experience.
Peak Season Highlights
Summer (June to August)
During the summer months, the area experiences its highest influx of visitors seeking warm weather and outdoor activities. This is when you can enjoy the region at its liveliest, with longer days perfect for exploring local amenities.
Average Temperature Daytime: 85°F - Nighttime: 55°F
Fall (September to November)
Early fall provides pleasant temperatures and vibrant scenery, attracting visitors who wish to experience the region's natural beauty during this popular season. Booking rentals early ensures a comfortable stay amidst the bustling autumn activity.
Average Temperature Daytime: 75°F - Nighttime: 45°F
Off-Season Highlights
Winter (December to February)
The winter months bring cooler weather and fewer tourists, offering a peaceful environment for those seeking a quieter escape. It is an ideal time to find more affordable rental options in the region.
Average Temperature Daytime: 55°F - Nighttime: 35°F
Spring (March to May)
Late winter into early spring marks a slower period before the peak season, perfect for travelers who prefer to avoid crowds. Temperatures gradually rise, creating a comfortable setting for exploring at your own pace.
Average Temperature Daytime: 65°F - Nighttime: 40°F
Weekly Weather Forecast for Windsor
How to Book Your Windsor vacation rental
What's our booking process?
Our platform allows you to browse a curated selection of rentals by owner. 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
Common Rentals by Owner Amenities
What amenities can you expect?
Our Rentals by Owner 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 private patio or picnic area to savor meals under the sun.
- Relax by a scenic pool that provides a refreshing retreat during warmer days.
- Take advantage of lush, landscaped gardens perfect for leisurely strolls or outdoor activities.
- Utilize the available barbecue grills for hosting cookouts in the region’s pleasant climate.
- Stay active with access to tennis courts or other outdoor sports facilities nearby.
- Unwind on spacious decks or terraces that offer picturesque views of the surrounding landscape.
- Explore well-maintained walking trails or bike paths directly from your rental here.
Top Attractions Around Windsor
What attractions are nearby?
During your stay here, you can explore nearby wineries, enjoy outdoor activities at local parks, or experience the charming shops and restaurants that highlight the best of this destination’s vibrant community.
Family Activities
- Windsor Town Green: Enjoy family picnics and outdoor activities in this central park that serves as the heart of the community.
- Safari West Wildlife Preserve: Discover exotic animals and participate in guided tours that make for an educational family outing near here.
- Hess Collection Winery & Art Museum: Experience art and wine in a scenic setting, providing a cultural break suitable for families with older children.
- Windsor California Eco Reserve: Explore nature trails and learn about local ecosystems at this peaceful conservation area perfect for family walks and outdoor learning experiences.
Adult Activities
- Windsor Golf Club: Enjoy a round of golf at this scenic course, perfect for relaxing and practicing your swing amidst beautiful landscapes.
- Local Wineries: Explore the region's renowned wineries for tastings and tours that showcase the area's exceptional wine craftsmanship.
- Wine Country Cycling Tours: Embark on guided or self-led cycling tours through the picturesque vineyards and countryside nearby.
- Windsor Creek Nature Preserve: Discover tranquility and local flora and fauna on walking trails at this peaceful preserve in the area.
Other Places to Stay in Windsor, CA
Windsor Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Wineries: Take advantage of the region's renowned wineries to enjoy tastings and tours that showcase the area's rich viticultural heritage.
- Utilize Rental Amenities: Make the most of your rental’s facilities and amenities by planning relaxed mornings or evenings right on the property, adding comfort to your stay.
- Visit Nearby Parks: Discover scenic spots and outdoor activities in the surrounding parks, perfect for unwinding or family outings during your trip.
- Plan Your Transportation: Arrange convenient transportation options ahead of time to easily explore local attractions and avoid unnecessary delays around here.
Transportation Options
- Car Rentals: Renting a car gives you the freedom to explore the region around Windsor at your own pace and convenience, making it ideal for visiting nearby attractions or venturing further afield.
- Public Transit: The area’s bus services provide an affordable and efficient way to navigate Windsor and connect to neighboring communities without the need for private transportation.
- Taxi Services: Taxis and ride-sharing options offer quick and reliable transportation within the destination, perfect for short trips or when traveling with luggage.
- Bike Rentals: Cycling is a popular option here for those seeking an eco-friendly and healthy way to enjoy the local scenery while getting around conveniently.
Local Customs Options
- Wine Appreciation Traditions: Locals take pride in their regional wine heritage, and you'll find that sharing a glass is often part of social interactions here.
- Farmers' Market Etiquette: Visiting the area's farmers' markets means engaging with vendors politely and supporting sustainable, local produce.
- Hiking and Outdoor Respect: Respect for the natural landscapes is integral, with visitors encouraged to stay on designated trails and preserve the environment.
- Culinary Hospitality: The region's food culture emphasizes friendly, welcoming service, making your dining experiences warm and memorable.
Frequently Asked Questions About Windsor Rentals by Owner
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:
- Cottage home near the Russian River; county parks; numerous wineries
- Wine Country Retreat. Large backyard with pool/spa, outdoor kitchen & fireplace
- Flora Vina - Country Home with Vineyard Views
- Visit the Russian River Valley in style!
- 5bd/4ba w/Poolside Guest House - near Healdsburg
- “Winetopia” Windsor Getaway - 39 Exceptional Reviews!
- Modern Hilltop Healdsburg Residence With 360' Views
- Wine Country Getaway W/Fire Pit & Hot Tub!
- 4 bedrooms 5 beds 3 full bathrooms - price depends on the number of rented days.
- Awesome summers and gorgeous winters!
2. How many Rentbyowner vacation rentals are available in Windsor?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 192 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.
3. What is the cancellation policy for a rental by owner in Windsor, California?
The cancellation policy varies depending on the individual listing. To understand the specific terms, please review the cancellation details provided on the listing or contact the owner directly before booking.
4. How can I confirm the availability of a rental property in Windsor, California?
Availability is displayed on each listing page. For real-time confirmation, it is recommended to contact the property owner directly through the platform to ensure the dates are open for your stay.
5. Are there any specific house rules when staying in a rental by owner in Windsor, California?
House rules differ between properties. These guidelines are typically outlined in the listing description or provided by the owner during booking. Make sure to review and adhere to these rules for a smooth stay.
6. What is the process for checking in and out of a rental in Windsor, California?
Check-in and check-out procedures are detailed in the listing or communicated by the owner. Contact the owner ahead of your arrival to coordinate timing and receive any necessary instructions.
7. How do I inquire about special requests or amenities for a rental by owner in Windsor, California?
You can reach out directly to the property owner through the messaging system on this platform. Clearly specify your needs or special requests to ensure they can accommodate your preferences.
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