Windsor holiday homes, WI, USA: holiday houses & more

Discover a selection of holiday rentals in Windsor that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, which might include Wi-Fi and a fireplace. No matter what you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

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Mousehouse Cheesehaus

Find the best place to stay - Windsor

View of guest house just inside the front door.

A TOUCH OF COUNTRY LIVING Minutes from Madison

Sleeps 4 · 2 bedrooms · 1 bathroom

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Travel to friendly Windsor

Learn about the unique charm of Windsor with a stay in a holiday home rental. This welcoming city is known for its cheese shops, restaurants and shopping. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Windsor

Are you hoping to find attractions to see in the area? Venture out of your holiday home and experience everything that makes Windsor a one-of-a-kind holiday spot. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Lake Monona Shoreline Run (10.2 mi / 16.4 km)
Henry Vilas Zoo (11.5 mi / 18.5 km)
University Ridge Golf Course (16.9 mi / 27.2 km)
Sun Prairie Family Aquatic Center (6.5 mi / 10.4 km)
Angell Park Speedway (7.1 mi / 11.4 km)
Sun Prairie Ice Arena (7.4 mi / 11.9 km)

Exploring the natural features in Windsor

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Windsor is a great place to get outside. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

Olbrich Botanical Gardens (8.7 mi / 14 km)
Lake Mendota (8.8 mi / 14.1 km)
University of Wisconsin-Madison Arboretum (13 mi / 21 km)
Lake Kegonsa State Park (17.4 mi / 28 km)
Lake Kegonsa (18.1 mi / 29.1 km)
Glacial Lake Wisconsin (22.9 mi / 36.9 km)

Travelling to and around Windsor

The nearest airport is in Dane County Regional Airport (MSN), located 5.6 mi (9.1 km) from the city centre.

Frequently asked questions

What is the most popular type of holiday home accommodation in Windsor?

According to our research, pensions are considered the most popular type of holiday home in Windsor. But of course, everyone’s idea of an epic trip can vary. Bookabach has holiday homes in a variety of shapes and sizes, and we’ll help you find your ideal fit.

How much does it cost to rent a holiday home in Windsor?

Season, property type and length of stay are among the factors that can influence the price of a holiday home. Simply enter your dates of travel to find your perfect fit. From comfy cabins to expansive villas, all Bookabach holiday homes offer terrific 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 holiday home. Click on your Windsor travel dates to view your available options on Bookabach. Did someone just say “hot tub”? Use our filters to pick the amenities and features you want in your holiday home.

What are popular home amenities in Windsor?

When it comes to home amenities that guests look for in Windsor, nearby museums, a fireplace and a barbecue grill are the most popular. With Bookabach holiday homes, there are choices to suit your taste and style, whether you’re taking a trip with relatives, friends or even pets.

What are the top attractions for families in Windsor?

Keep the kids happy at these popular family-friendly attractions in Windsor:

Olbrich Botanical Gardens
Lake Mendota
Tenney Park

How old do you have to be to rent a holiday home in Windsor?

The minimum age allowed can vary across properties on Bookabach, so be sure to check the rules of the holiday home in Windsor you’re considering. But in general, it’s 16, 18 or 21.

How long can I rent a holiday home in Windsor for?

The length of time you can rent a holiday home in Windsor is down to the property. Just enter your desired dates to display a list of options offering extended stays. With loads of creature comforts like full kitchens and air conditioning, as well as some offering weekly or monthly discounted prices, you’re sure to discover someplace just right to call your home away from home in Windsor.