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
    $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)
    Seacliffe Inn

    Seacliffe Inn

    388 Erie Street South, Leamington, ON
    8/10 Very Good! (1,000 reviews)

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
    8.4/10 Very Good! (3,053 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! (1,332 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.

Windsor Cottages essential information

Accommodation
41 Cottages
Lowest Price
$98
Highest Price
$151
Popular accommodation
The NEST-an upscale beach cottage in Holiday Beach Conservation Area, Lakefront 2 Bedroom Cottage For Rent, Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!, Unique Space - Beautiful home on 17th green of golf resort, Sippin' & Stylin' in Wine Country!, Relaxing lakefront cottage near wineries and beach, The Hideaway- Lake view Cottage In Wine Country , Pelican Place ❤️ WALK EVERYWHERE! Your home away from home..., Cozy canal cottage on Cedar Island steps away from sandy Lake Erie beaches!!!!!!

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