Photo by Jennifer Hill

Windsor vacation rentals

We found 1,015 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Select from 67 houses, 18 condos, and other vacation rentals to find the perfect place for your stay in Windsor. Whether you’re staying in a vacation home with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a garden. Whatever you're looking for, you'll find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

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Why people love visiting friendly Windsor

The area's wineries and festivals are just a few of the reasons to vacation in Windsor. This welcoming city is known for its restaurants, bird watching and hiking. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Windsor

Are you searching for attractions to see while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Windsor has to offer. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Kendall-Jackson Wine Estate and Gardens (3.9 mi / 6.2 km)
  • Russian River Vineyard (6.7 mi / 10.8 km)
  • Korbel Winery (8.5 mi / 13.7 km)
  • Dry Creek Vineyard (9.4 mi / 15.1 km)
  • Trentadue Winery (9.9 mi / 15.9 km)
  • Francis Ford Coppola Winery (10 mi / 16 km)

Exploring the natural landscape of Windsor

Whether you're looking for fun outdoor activities or just want to take in the scenery, Windsor is a great place to spend some time outside. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Russian River (2.3 mi / 3.7 km)
  • Kendall-Jackson Wine Estate and Gardens (3.9 mi / 6.2 km)
  • Safari West (6.6 mi / 10.6 km)
  • Laguna de Santa Rosa (7.1 mi / 11.5 km)
  • Luther Burbank Home and Gardens (9.5 mi / 15.3 km)
  • Petrified Forest (9.6 mi / 15.5 km)

Traveling to and around Windsor

The nearest airport is in Santa Rosa, CA (STS-Sonoma County), located 2.6 mi (4.2 km) from the city center.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Windsor?

Resorts are the most popular style of vacation rental in Windsor, according to our data. Even if you've got a different vision in mind, Vrbo has vacation homes in many shapes and sizes. Browse our options to find your perfect match.

How much does it cost to rent a vacation rental in Windsor?

Property type, length of stay and season are some of the conditions that can determine the price of a vacation home. Simply enter your travel dates to find your ideal match. From quaint country cottages to plush villas, all Vrbo vacation rentals offer amazing value.

How much does it cost to rent a beach house in Windsor?

When you travel and the style and size of the property will influence how much you'll pay for your beachside stay. Put in your Windsor travel dates to view your available options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use the filters to choose the amenities and features you want.

Are there pet-friendly vacation rentals in Windsor?

Pack a squeezy toy and a bone for your pup because Windsor has 123 vacation rentals that roll out the welcome mat to pets. Let your four-legged friend enjoy the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates and destination, then check our "Pets allowed" filter box.

Can I rent a house with a pool in Windsor?

Dig out your swimwear and swim ring, because there are 91 houses with a private pool in Windsor. Book a stay at one of these sought-after vacation homes and every day can be a pool day. Simply enter your travel dates into Vrbo, then use the "pool" filter to find a place to make a splash!

What are popular rental amenities in Windsor?

When it comes to rental amenities that people look for in Windsor, tennis, a garden and a firepit rank highest. With Vrbo vacation homes, you'll find options to match your taste and style, whether you're on a trip with family members, friends or even pets.

Are there large group vacation rentals in Windsor?

Windsor has six vacation homes that can accommodate 10 or more people. These stays come with enough space to share good times with family and friends.

Are there vacation rentals in Windsor that welcome kids?

Gather the whole crew for a memorable adventure in Windsor at one of our 123 family-friendly vacation properties. Lots of these stays come with amenities that are ideally suited to trips with youngsters, like laundry facilities, multiple bedrooms and pools. Just click on the "Properties good for families" filter and choose your favorite.

What are the top attractions for families in Windsor?

Keep your kids occupied at these popular family-friendly attractions in Windsor:

  • Safari West
  • Rubicon Adventures
  • Sonoma County Museum

Are there one-bedroom vacation rentals in Windsor?

Yes, you'll find 16 one-bedroom properties in Windsor to pick from. A one-bedroom vacation property is an excellent option if it's just two of you or if you're vacationing solo. Add in more privacy, space and convenience than a hotel, and you're sure to have a getaway to remember.

Can I find two-bedroom vacation rentals in Windsor?

Pick from 43 two-bedroom homes in Windsor. Settle the kids into the second room or maybe fill it with a couple of your nearest and dearest friends. There's enough space for whoever's fortunate enough to be joining in on the fun.

Are there vacation rentals with WiFi in Windsor?

You'll have a choice of 26 vacation rentals with WiFi in Windsor. If you want to disconnect from the world while on vacation, but still need to be connected to the web, these properties are for you. Narrow your search by applying the WiFi filter on Vrbo.

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