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Windsor, CA Vacation Rentals

Our Favorite Vacation Rentals in Windsor

Windsor Vacation Rentals with a Pool

Windsor Vacation Rentals with Wi-Fi

Windsor Pet-Friendly Vacation Rentals

Windsor Travel Guide

Windsor is a beautiful larger town in central California just a few miles north of Santa Rosa. Windsor was settled in the mid 1800s by Europeans and soon after it started to grow into a larger town. It is named Windsor because Hiram Lewis, the postmaster from England, said the town reminded him of the grounds of Windsor Castle. Unfortunately, the blooming city was destroyed in a fire in 1905, and it was in dire need of repair. The town was saved by highway construction investors and soon the town was connected to major cities. Windsor was and still is a farming town where a large part of the area is dedicated to crops, apple farms, and grape yards. Due to this agricultural production there are a lot of wineries and farmer's markets in the area, so if you like to sit down and enjoy a great glass of wine or attend to a wine tasting event, this is a good place to do so. For the more active types, there are tons more activities here in Windsor.

Things to Do in Windsor

Lots of amazing things await visitors at Windsor! This town has two main categories of activities: outdoor exploration, and culinary tourism. If you like either of those then Windsor is an excellent spot for you! Moreover, if you would like to combine these two activities check out the Ace It Bike Tours where visitors bike around the grape vineyards, and at the end of the tour visitors will try the various types of wines. Moreover, the Foothill Regional Park is a beautiful hilly park where trails and ponds are ready for exploration. Go on an amazing horseback riding tour and have a wonderful time in the gorgeous California setting. Additionally, if you like water sports make sure to try out the Russian River Paddle Boards Adventures where you can go on a tour and explore the river and the surrounding area on a paddle board. Furthermore, since this region is famous for the great wineries, attend an amazing wine tasting where you can learn about the production process, the different types of grapes, and how to tell the difference between various wines. Da Vine Wine Tours is an excellent tour to attend where you can enjoy the breathtaking views while sipping on various wines.

Best Places to Stay in Windsor

The best area to stay is the Foothill area where you can be close to a beautiful park and nearby restaurants. Plenty of shops and stores are also just a few miles away so you do not have to go very far for anything. There are many vacation rentals in Windsor, so if you are looking for the perfect vacation home you do not have to worry. Rental homes most often feature full kitchens, nice dining areas, and a great location. Furthermore, if you are looking for a house rental with your family and friends, check out the options for luxury condo rentals too. Plenty of great vacation home rentals await you, so just browse our listings and find your favorite one.

Best Time to Visit Windsor

The average yearly temperature is 64 degrees in Windsor, so it is a pretty great place to visit all year around. However, if you are going for summer activities and want to visit the nearby beaches and waterparks, plan your trip in August or September when the average temperature is 78 degrees and there is very little chance for rain. The rest of the year is pretty rainy, so if you are traveling outside of the summer months pack up some raincoats.

Price and Availability in Windsor

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The most expensive month to stay in a vacation rental in Windsor is in November, while the cheapest month is in April. The most popular time to book a vacation rental in Windsor is in the high season in June. Windsor has its low season in November, when less people are visiting and the vacation home occupancy rate drops.
The cheapest day to stay at a vacation rental in Windsor tends to be Tuesday, while the most expensive day tends to be Saturday. Vacation homes in Windsor tend to be busiest on Saturdays, while it tends to be much quieter on Mondays.

The Weather in Windsor

106º 48º
102º 47º
97º 43º
89º 38º
88º 27º
67º 32º
71º 33º
82º 27º
90º 30º
86º 34º
92º 43º
102º 42º
Rainy days
This climate histogram shows you the weather patterns in Windsor. The warmest months in Windsor are June and July, when temperatures reach 106 ˚F. The coolest month is February, when temperatures drop to 27 ˚F. The wettest month in Windsor is March with 8.4 inches of rain, while the driest month is September with 0.22 inches of rain.

What Expert Travelers Think

Vacation Rentals in Windsor

Browse rentals from all your favorite providers including Airbnb, Priceline, RedAwning and others at We have 697 vacation rentals, hotels and other accommodation types in Windsor ranging from budget options to extravagant places to stay. For those wanting to save money, the lowest priced place to stay in Windsor is only $38 per night. The average price of a vacation rental is around $280 per night.

If you need to stay connected during your vacation, then you can choose from over 511 accommodations in Windsor that have WiFi. 45 places to stay include a morning meal. You can maintain your workout routine by staying at one of 389 accommodations that provide gym facilities. If you are driving to Windsor, you'll want to pick from 522 places to stay that provide parking. We have 364 accommodations that have a pool or jacuzzi.

Those traveling with a dog, cat or some other animal can stay in one of 24 accommodations that are designated as pet-friendly.

In Windsor AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 3 providers, including 462 places to stay from Airbnb, 3 accommodations from Priceline and 3 places to stay from RedAwning.

504 of our rentals in Windsor have been rated by previous guests. They rated 59% as great. 189 places to stay in are instantly bookable.

Destinations near Windsor