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

Discover a selection of holiday rentals in Windsor that are perfect for your trip. Holiday homes offer the best amenities for your family, friends or furry companion, such as a fireplace and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Find the best place to stay - Windsor

Cheerful Family Manor- Sleeps 25 w/hot tub and private pool in Amish Country

Sleeps 25 · 8 bedrooms · 6+ bathrooms

Find spaces that suit your style

House

Condo/Apartment

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 historical Windsor

Enjoy the history and other features of Windsor. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Windsor

Are you searching for top things to see and do during your stay? Venture out of your cosy holiday rental and experience everything that Windsor has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Pioneer Waterland & Dry Fun Park (9 mi / 14.4 km)
Grand River Cellars Winery (13.9 mi / 22.4 km)
Chalet Debonne Vineyards (14.7 mi / 23.6 km)
Laurentia Vineyard & Winery (15.5 mi / 25 km)
Ferrante Winery (15.5 mi / 25 km)
Harpersfield Vineyard (15.7 mi / 25.3 km)

Exploring the natural features in Windsor

Whether you're looking for adventure or just want to take in the scenery, Windsor is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

Nelson-Kennedy Ledges State Park (15.1 mi / 24.3 km)
Punderson State Park (15.3 mi / 24.7 km)
The Holden Arboretum (19.7 mi / 31.7 km)
Austinburg Township Park (16.8 mi / 27 km)
Chagrin River (26 mi / 41.9 km)
Hogback Ridge (15.4 mi / 24.7 km)

Transport options to and around Windsor

The nearest airport is in Youngstown, OH (YNG-Youngstown - Warren Regional), located 22.7 mi (36.6 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Cleveland, OH (CGF-Cuyahoga County), which is 29 mi (46.7 km) away.

Frequently asked questions

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

Property type, season and length of stay are some of the things that can influence the price of a holiday home. Simply add your travel dates to find your perfect escape. From cosy cabins to sprawling luxury villas, all Bookabach holiday homes provide unbeatable 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 help determine the cost of your beachside holiday home. Enter your Windsor travel dates to see all your options on Bookabach. Can't live without a hot tub, or maybe a private pool? Use our filters to select the amenities and features you want in your beach house.

What are the top attractions for families in Windsor?

Have a day out with the family at Windsor Mills Covered Bridge. This popular attraction is near the centre of Windsor.

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

The minimum required age is generally 16, 18 or 21. It can differ from property to property on Bookabach, so check the rules of your chosen Windsor holiday home before making a booking.

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

The amount of time you can book a Windsor holiday home for varies depending on the property. Simply enter your preferred travel dates to find options offering longer term stays. They feature the things you need to make your extended holiday more convenient and comfortable, like kitchens and yards. Some Bookabach holiday homes may also offer weekly or monthly discounts, so you can stick around for longer for less.