Windsor Accommodations

House

Wine Country Get Away

9.8

Exceptional

(35 Reviews)

2 Bedrooms 2 Baths 4 Guests 1 ft²

US $249/Night 7 Nights - US $1,744

View Deal

House

Healdsburg Winemaker's Home

10.0

Exceptional

(3 Reviews)

6 Bedrooms 3 Baths 8 Guests 204.51 ft²

US $586/Night 7 Nights - US $4,102

View Deal

Resort

Visit the Russian River Valley in style!

10.0

Exceptional

(47 Reviews)

2 Baths 6 Guests

US $321/Night 7 Nights - US $2,250

View Deal

Apartment

Sonoma | Wine Country Getaway | Pool & Vineyard Days

9.2

Exceptional

(5 Reviews)

1 Bedroom 1 Bath 2 Guests

US $170/Night 7 Nights - US $1,189

View Deal

House

Farmhouse With Pool, Hot Tub And Tastings Included

10.0

Exceptional

(1 Review)

3 Bedrooms 4 Baths 6 Guests 1872.92 ft²

US $1,100/Night 7 Nights - US $7,700

View Deal

Apartment

Wineries? Golf? Perfect stay.

8.0

Excellent

(1 Review)

2 Bedrooms 2 Baths 6 Guests

US $388/Night 7 Nights - US $2,713

View Deal

House

Wine County Retreat

10.0

Exceptional

(1 Review)

4 Bedrooms 3 Baths 8 Guests 2088.2 ft²

US $533/Night 7 Nights - US $3,731

View Deal

Apartment

Windsor 2 Bdrm Twin Condo Resort

2 Bedrooms 2 Baths 5 Guests

US $277/Night 7 Nights - US $1,936

View Deal

Highly Rated

Resort

WorldMark Windsor

9.0

Exceptional

(99 Reviews)

3 Baths 12 Guests 818.06 ft²

US $127/Night 7 Nights - US $887

View Deal

Apartment

Cozy Studio in awesome Windsor

1 Bedroom 1 Bath 2 Guests

US $270/Night 7 Nights - US $1,893

View Deal

House

Herb Retreat

9.0

Exceptional

(1 Review)

4 Bedrooms 4 Baths 8 Guests 1356.25 ft²

US $1,241/Night 7 Nights - US $8,687

View Deal

Apartment

Windsor 1 Bdrm Condo Resort

1 Bedroom 1 Bath 3 Guests

US $264/Night 7 Nights - US $1,850

View Deal

More Top-Rated Accommodations in Windsor Area

Why Choose Rent By Owner for your Windsor Accommodations?

What makes our Accommodations 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 Accommodations stay?

Understanding the optimal time to visit here can enhance your experience, as the best seasons for enjoying the region's climate and local events often align with specific times of the year, making it easier to find suitable accommodations that meet your travel preferences.

Peak Season Highlights

Late Spring to Early Summer (May - June)

During this time, you'll experience warm weather ideal for exploring the area’s scenic landscapes and enjoying outdoor activities.

Average Temperature Daytime: 70-85°F - Nighttime: 50-60°F

Fall (September - October)

This season offers mild temperatures and vibrant foliage, making it a perfect period for sightseeing and experiencing local events in the region.

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

Off-Season Highlights

Winter (December - February)

The winter months bring cooler weather, providing a quieter atmosphere for those seeking a more relaxed visit in the area.

Average Temperature Daytime: 50-60°F - Nighttime: 35-45°F

Early Spring (March - April)

Before the peak season begins, this period features cooler temperatures and fewer crowds, offering a peaceful setting for your stay.

Average Temperature Daytime: 55-68°F - Nighttime: 40-50°F

Weekly Weather Forecast for Windsor

How to Book Your Windsor Accommodations

What's our booking process?

Our platform allows you to browse a curated selection of accommodations. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

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 Accommodations in Windsor Area

Common Accommodations Amenities

What amenities can you expect?

Our Accommodations 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 a private outdoor patio or terrace for relaxing and entertaining.
Take advantage of a well-maintained garden or landscaped yard to unwind amidst nature.
Make the most of outdoor dining areas perfect for enjoying meals outdoors.
Access to a swimming pool or hot tub for relaxation during your stay.
Utilize outdoor grilling facilities to prepare delicious meals with family and friends.
Benefit from scenic outdoor spaces ideal for morning walks or cycling adventures.
Experience outdoor recreational amenities such as bocce courts or fire pits to enhance your stay in the region.

Top Attractions Around Windsor

What attractions are nearby?

While staying here, you can explore nearby wineries, enjoy scenic outdoor activities, and visit charming local shops that showcase the best of Windsor, California and its surrounding region, making your trip both relaxing and memorable.

Family Activities

Windsor Creek Trail Enjoy a family-friendly hike along this scenic trail, perfect for exploring the area's natural beauty and engaging in outdoor activities suitable for all ages.
Windsor Town Green Relax and have fun at this central gathering spot where families can participate in community events, picnics, or simply enjoy leisure time together.
Orange. County Ranch & Vineyards Tour Experience an educational and interactive tour at a local ranch, offering kids insight into agriculture and local wine-making traditions in the region.
Windsor Historical Society Museum Discover the area's history through engaging exhibits and exhibits designed to educate and entertain young visitors and their families alike.

Adult Activities

Windsor Golf Course Enjoy a relaxing round of golf at this nearby course that offers scenic views and challenging holes for adult enthusiasts.
Wine Tasting Tours Explore local wineries and indulge in wine tasting experiences that showcase the region’s renowned vineyards and viticulture.
Downtown Windsor Dining & Nightlife Discover a variety of sophisticated restaurants, cozy pubs, and lively bars that provide a perfect setting for evening entertainment.
Outdoor Recreation at Healdsburg Ridge Venture into nature with hiking or cycling along trails that offer breathtaking views and a peaceful escape within this destination.

Other Places to Stay in Windsor, CA

Windsor Travel Tips

How Can You Make the Most of Your Stay?

Plan Ahead: Secure your stay well in advance to access the best properties and ensure a smooth visit to Windsor, California.
Explore Local Dining: Take advantage of the area’s renowned eateries to experience authentic flavors unique to this region.
Prioritize Comfort: Choose accommodations that offer amenities suited to your preferences for a relaxing and enjoyable stay here.
Discover Nearby Attractions: Use local insights to find hidden gems and scenic spots around Windsor that enhance your experience in the area.

Transportation Options

Windsor Transit Services This local transit system offers convenient bus routes connecting key areas within Windsor and nearby regions, making it easy to get around without a vehicle.
Rideshare Services Popular rideshare options like Uber and Lyft operate extensively in the area, providing reliable transportation for quick trips or exploring the region comfortably.
Car Rentals Several car rental agencies are available locally, giving you the flexibility to explore Windsor and the surrounding area at your own pace.
Biking and Walking The area features dedicated bike lanes and pedestrian-friendly pathways, ideal for enjoying scenic routes while reducing your carbon footprint.

Local Customs Options

Wine Tasting Etiquette: In the region, you’ll find that locals appreciate a respectful approach to wine tasting, including modest sampling and appreciation of the craftsmanship.
Farmers Market Traditions: Visiting farmers’ markets here typically involves supporting local producers and engaging in friendly conversations about regional specialties.
Community Celebrations: Participating in seasonal festivals and parades is common, reflecting the area's vibrant community spirit and rich heritage.
Environmental Respect: Locals value eco-friendly practices and sustainability, often adopting environmentally conscious habits during your stay here.

Frequently Asked Questions about Windsor Accommodations

1. What are the top Accommodations 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 Accommodations in Windsor:

2. How many Accommodations are available in Windsor?

Currently, the total number of properties listed by RBO in 2026 is over 185 in the Windsor area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Windsor. 

3. What is the cancellation policy for accommodations in Windsor, California?

Cancellation policies vary by property. It is best to review the specific listing details or contact the host directly to understand the terms applicable during your booking.

4. Are there any special requirements or restrictions when booking a stay here?

Each property may have its own rules regarding age limits, pet policies, or other restrictions. Detailed information can be found in the listing description or by reaching out to the property owner.

5. How do I confirm my reservation and what information will I need to provide?

Reservations are confirmed once you complete the booking process on the platform, which typically requires personal details and payment information. For specific instructions or additional requirements, consult the property listing or contact the owner directly.

6. Is there parking available at the accommodations I am considering?

Parking options differ between properties. Please check the amenities section of the listing or contact the host to ensure parking arrangements meet your needs.

7. What is the check-in and check-out process like in this area?

Check-in and check-out procedures vary depending on the property. Details are usually provided in the listing or through direct communication with the host to ensure a smooth arrival and departure.