Compare Windsor Cottage Rentals

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Featured Windsor Cottages

Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!

Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
The Hideaway- Lake view Cottage In Wine Country

The Hideaway- Lake view Cottage In Wine Country

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Sippin' & Stylin' in Wine Country!

Sippin' & Stylin' in Wine Country!

At this vacation home, guests have access to features like laundry facilities.
Washer
Dryer
Lakefront 2 Bedroom Cottage For Rent

Lakefront 2 Bedroom Cottage For Rent

Guests of this cottage enjoy access to a water park, laundry facilities, and barbecue grills. This family-friendly cottage also has a garden.
Kitchen
Washer
Lake front escape - a quiet lake front cottage with easy access to the beach

Lake front escape - a quiet lake front cottage with easy access to the beach

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Colchester cottages a stones throw away from beaches, wineries, marina, parks.

Colchester cottages a stones throw away from beaches, wineries, marina, parks.

This cottage is a smoke-free cottage.
Kitchen
Air conditioning
Lake Erie & EPIC Wineries

Lake Erie & EPIC Wineries

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Creekside Cottage - Waterfront Retreat Steps to Beach with Kayaks & Game Room

Creekside Cottage - Waterfront Retreat Steps to Beach with Kayaks & Game Room

$580 nightly
The price is $655 total per night
$655 total
Jul 26 - Jul 27
Total includes taxes and fees
At this cottage, guests have access to an arcade/game room, laundry facilities, and barbecue grills. This family-friendly cottage also has a garden.
Kitchen
Washer
Drifted Inn - Riverfront Cabin

Drifted Inn - Riverfront Cabin

$312 nightly
The price is $352 total per night
$352 total
Aug 4 - Aug 5
Total includes taxes and fees
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Pet friendly
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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
    $99 nightly
    The price is $119 total per night from Jul 20 to Jul 21
    $119 total
    Jul 20 - Jul 21
    Total includes taxes and fees
    8/10 Very Good! (1,005 reviews)
    Seacliffe Inn

    Seacliffe Inn

    388 Erie Street South, Leamington, ON
    8/10 Very Good! (1,007 reviews)

Hotel Options in Windsor

    Best Western Plus Waterfront Hotel

    Best Western Plus Waterfront Hotel

    277 Riverside Drive West, Windsor, ON
    $99 nightly
    The price is $119 total per night from Jul 20 to Jul 21
    $119 total
    Jul 20 - Jul 21
    Total includes taxes and fees
    8/10 Very Good! (1,005 reviews)
    Caesars Windsor

    Caesars Windsor

    377 Riverside Dr E, Windsor, ON
    $127 nightly
    The price is $152 total per night from Jul 13 to Jul 14
    $152 total
    Jul 13 - Jul 14
    Total includes taxes and fees
    8.4/10 Very Good! (3,012 reviews)
    DoubleTree by Hilton Windsor Hotel & Suites

    DoubleTree by Hilton Windsor Hotel & Suites

    333 Riverside Dr W, Windsor, ON
    $121 nightly
    The price is $145 total per night from Jul 20 to Jul 21
    $145 total
    Jul 20 - Jul 21
    Total includes taxes and fees
    8.8/10 Excellent! (1,001 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
42 Cottages
Lowest Price
$119
Highest Price
$655
Popular accommodation
Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!, The Hideaway- Lake view Cottage In Wine Country , Sippin' & Stylin' in Wine Country!, Lakefront 2 Bedroom Cottage For Rent, Lake front escape - a quiet lake front cottage with easy access to the beach, Colchester cottages a stones throw away from beaches, wineries, marina, parks., Lake Erie & EPIC Wineries, Creekside Cottage - Waterfront Retreat Steps to Beach with Kayaks & Game Room, Drifted Inn - Riverfront Cabin

Cottages in Windsor

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