Windsor holiday rentals

We found 52 holiday rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
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June 2024
Scroll through and select from holiday rentals in Windsor to find one that's perfect for your trip. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as a fireplace and a washer and dryer. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Windsor getaway

Learn about the unique charm of Windsor with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Windsor

Do you want to find things to do in the area? Venture out of your holiday home and experience everything that makes Windsor a fun place to get away to. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Spooky Nook Sports (15.7 mi / 25.3 km)
  • Heritage Hill Golf Course (5.4 mi / 8.7 km)
  • Moon Dancer Winery (6.4 mi / 10.3 km)
  • Rocky Ridge Park (7.6 mi / 12.2 km)
  • Corn Cob Acres Field of Fun (11.9 mi / 19.2 km)
  • Field of Screams (12 mi / 19.3 km)

Exploring the natural landscape of Windsor

Whether you're an active traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Windsor. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Susquehanna River (27.8 mi / 44.8 km)
  • Rocky Ridge Park (7.6 mi / 12.2 km)
  • Susquehannock State Park (13.3 mi / 21.5 km)
  • Samuel S. Lewis State Park (5.7 mi / 9.2 km)
  • William Kain Park (7.6 mi / 12.3 km)
  • Chickies Rock Park (10.2 mi / 16.4 km)

Travelling to and around Windsor

The nearest airport is in Lancaster, PA (LNS), located 20.5 mi (32.9 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Harrisburg, PA (MDT-Harrisburg Intl.), which is 21.5 mi (34.6 km) away.

Frequently asked questions

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

Season, property type and length of stay are some things that can affect the price of a holiday home. Simply add your travel dates to find your perfect match. From homey country cottages to expansive villas, all Stayz holiday homes offer terrific value.

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

The average price for a holiday home near the beach in Windsor will depend on when you're going and the style and size of property you're looking for. Find prices easily and quickly on Stayz by entering your dates of travel. Then use our filter tool to choose the number of bedrooms and amenities essential to you, like air conditioning, a pool and WiFi.

What are the top attractions for families in Windsor?

There are lots of awesome things to do and see with the family in Windsor, such as:

  • AvalancheXpress
  • Samuel S. Lewis State Park
  • Appell Centre for the Performing Arts

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

The minimum required age is normally 16, 18 or 21. It can differ from one property to another on Stayz, so check the rules of your chosen Windsor stay before you book.

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

How long you can book a holiday home in Windsor is up to the property. Just enter your chosen dates to display a list of options offering extended stays. With lots of creature comforts like air conditioning and kitchens, as well as some offering weekly or monthly discounts, you're sure to discover a terrific place to call your home away from home in Windsor.

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