Compare Windsor Cottage Rentals

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Featured Windsor Cottages

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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.

Windsor Beach Accommodation

    Best Western Plus Waterfront Hotel

    Best Western Plus Waterfront Hotel

    277 Riverside Drive West, Windsor, ON, N9A5K4
    The price is $95 per night from Feb 12 to Feb 13
    $95
    per night
    Feb 12 - Feb 13
    4/5 Very Good! (1,369 reviews)
    Seacliffe Inn

    Seacliffe Inn

    388 Erie Street South, Leamington, ON, N8H 3E5
    The price is $147 per night from Mar 6 to Mar 7
    $147
    per night
    Mar 6 - Mar 7
    4/5 Very Good! (976 reviews)

Hotel Options in Windsor

    Caesars Windsor

    Caesars Windsor

    377 Riverside Dr E, Windsor, ON, N9A7H7
    The price is $101 per night from Feb 13 to Feb 14
    $101
    per night
    Feb 13 - Feb 14
    4.2/5 Excellent! (1,106 reviews)
    Best Western Plus Waterfront Hotel

    Best Western Plus Waterfront Hotel

    277 Riverside Drive West, Windsor, ON, N9A5K4
    The price is $95 per night from Feb 12 to Feb 13
    $95
    per night
    Feb 12 - Feb 13
    4/5 Very Good! (1,369 reviews)
    Holiday Inn Express Windsor Waterfront, an IHG Hotel

    Holiday Inn Express Windsor Waterfront, an IHG Hotel

    33 Riverside Drive East, Windsor, ON, N9A 2S4
    The price is $101 per night from Feb 8 to Feb 9
    $101
    per night
    Feb 8 - Feb 9
    4.3/5 Excellent! (883 reviews)

Cottages

Book a cottage in Windsor
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Windsor. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Windsor better.

Cottage apartments in Windsor range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Windsor
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Windsor and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Windsor cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Windsor. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.