Discover a selection of 500 vacation rentals in Windsor that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $156 per night, and houses and cottages are popular options for a stay in Windsor. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Windsor
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Destination guide

Delight in the picturesque landscape of Windsor

The area's wineries and festivals are just a few of the reasons to vacation in Windsor. Travelers to this welcoming city praise the restaurants, bird watching and hiking. Kendall-Jackson Wine Estate and Gardens and Petrified Forest are just a couple of the must-sees in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities

Activities and attractions in and around Windsor

Do you want to discover attractions to visit in the city? 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 most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Kendall-Jackson Wine Estate and Gardens (3.6 mi / 5.8 km)
  • Sterling Vineyards (14.6 mi / 23.5 km)
  • Windsor Golf Club (1.3 mi / 2.1 km)
  • Chalk Hill Estate Vineyard (2.8 mi / 4.4 km)
  • Windsor Oaks Vineyards (2.9 mi / 4.6 km)
  • Matrix Winery (4 mi / 6.4 km)
Natural features

Exploring the natural features in Windsor

Whether you're looking for exciting 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 most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Petrified Forest (9.4 mi / 15.2 km)
  • Old Faithful Geyser of California (11.9 mi / 19.2 km)
  • Goat Rock Beach (18.3 mi / 29.5 km)
  • Safari West (6.4 mi / 10.3 km)
  • Healdsburg Ridge Open Space Preserve (7.1 mi / 11.4 km)
  • Laguna de Santa Rosa Foundation (8.3 mi / 13.3 km)
How to get there

Traveling to and around Windsor

Fly into Santa Rosa, CA (STS-Sonoma County), the closest airport, located 2.4 mi (3.9 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Novato, CA (NOT-Gnoss Field), which is 31.1 mi (50.1 km) away.

How many vacation rentals are available around Windsor?

Our 2021 property listings offer a large selection of 626 vacation rentals around Windsor. From 469 house rentals to 67 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.