Compare Windsor Cottage Rentals

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Featured Cottages in Windsor

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

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

Harrow ON
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
The NEST-an upscale beach cottage in Holiday Beach Conservation Area

The NEST-an upscale beach cottage in Holiday Beach Conservation Area

Amherstburg ON
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a picnic area. Dry cleaning/laundry services make packing light an option.
Kitchen
Air conditioning
MILL Creek COTTAGE - Luxury defined 💝

MILL Creek COTTAGE - Luxury defined 💝

Kingsville ON
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Free WiFi
Relaxing lakefront cottage near wineries and beach

Relaxing lakefront cottage near wineries and beach

Kingsville ON
At this cottage, guests have access to features like laundry facilities. This family-friendly cottage also has barbecue grills.
Kitchen
Washer
Anchor down on your private Beachfront Cottage

Anchor down on your private Beachfront Cottage

Harrow ON
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Drifted Inn - Riverfront Cabin

Drifted Inn - Riverfront Cabin

Amherstburg ON
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Pet friendly
Pelican Place ❤️ WALK EVERYWHERE! Your home away from home...

Pelican Place ❤️ WALK EVERYWHERE! Your home away from home...

Kingsville ON
Guests staying at this cottage have access to a garden and barbecue grills. Friendly staff can provide concierge services, and also offer advice about sightseeing.
Kitchen
Free WiFi
80 Feet of Private Lakefront Cottage in beautiful Town of Amherstburg, Ontario

80 Feet of Private Lakefront Cottage in beautiful Town of Amherstburg, Ontario

Amherstburg ON
At this cottage, guests have access to features like laundry facilities. This smoke-free 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

Colchester ON
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
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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 - A Caesars Rewards Destination

    Caesars Windsor - A Caesars Rewards Destination

    377 Riverside Dr E Windsor ON
    $107 nightly
    The price is $128 total per night from Apr 28 to Apr 29
    $128 total
    Apr 28 - Apr 29
    Total with taxes and fees
    8.6/10 Excellent! (3,187 reviews)
    Holiday Inn Express Windsor Waterfront by IHG

    Holiday Inn Express Windsor Waterfront by IHG

    33 Riverside Drive East Windsor ON
    $97 nightly
    The price is $116 total per night from Apr 13 to Apr 14
    $116 total
    Apr 13 - Apr 14
    Total with taxes and fees
    8.6/10 Excellent! (1,359 reviews)
    Best Western Plus Waterfront Hotel

    Best Western Plus Waterfront Hotel

    277 Riverside Drive West Windsor ON
    $75 nightly
    The price is $90 total per night from Apr 1 to Apr 2
    $90 total
    Apr 1 - Apr 2
    Total with taxes and fees
    8.2/10 Very Good! (1,020 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
40 Cottages
Lowest Price
$90
Highest Price
$128
Popular accommodation
Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!, The NEST-an upscale beach cottage in Holiday Beach Conservation Area, MILL Creek COTTAGE - Luxury defined 💝, Relaxing lakefront cottage near wineries and beach, Anchor down on your private Beachfront Cottage, Drifted Inn - Riverfront Cabin, Pelican Place ❤️ WALK EVERYWHERE! Your home away from home..., 80 Feet of Private Lakefront Cottage in beautiful Town of Amherstburg, Ontario , Lake front escape - a quiet lake front cottage with easy access to the beach

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