Windsor Vacation Homes

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Featured Vacation Homes in Windsor

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Windsor

    Caesars Windsor

    Caesars Windsor

    377 Riverside Dr E, Windsor, ON
    $126 nightly
    The price is $151 total per night from Oct 6 to Oct 7
    $151 total
    Oct 6 - Oct 7
    Total with taxes and fees
    8.6/10 Excellent! (3,097 reviews)
    Best Western Plus Waterfront Hotel

    Best Western Plus Waterfront Hotel

    277 Riverside Drive West, Windsor, ON
    $82 nightly
    The price is $98 total per night from Nov 2 to Nov 3
    $98 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8/10 Very Good! (1,001 reviews)
    Holiday Inn Express Windsor Waterfront by IHG

    Holiday Inn Express Windsor Waterfront by IHG

    33 Riverside Drive East, Windsor, ON
    $115 nightly
    The price is $138 total per night from Oct 12 to Oct 13
    $138 total
    Oct 12 - Oct 13
    Total with taxes and fees
    8.6/10 Excellent! (1,341 reviews)

Windsor Vacation Homes

Book vacation homes in Windsor
Next time you take a group getaway top Windsor, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Windsor vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Windsor vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Windsor; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a Windsor rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Windsor is sure to be a winner.

Windsor Vacation Homes essential information

Accommodation
160 Vacation Homes
Lowest Price
$98
Highest Price
$245
Popular accommodation
Modern Getaway In Amherstburg | Wine, Style & Relaxation, Lake Erie Escape: Hot Tub, Sauna & Big Creek Marsh Access– A Birder’s Paradise! , Pearl on Pearl in Downtown Kingsville!, Paradise Home - Your Home Away From Home, 3 bdr cottage w/pool & hot tub-close to marina & golf course, Hideaway Beach House & Hot Tub, Lakeside home with 4 bedrooms and 2 baths!, Beautiful Waterfront Lake House in the Heart of Epic Wine Country, Private beach on Lake Erie, beach games & toys.

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