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

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

Amherstburg ON
At this cottage, guests have access to a gym, laundry facilities, and barbecue grills. Dry cleaning/laundry services make packing light an option. This beach cottage also has a picnic area.
MILL Creek COTTAGE - Luxury defined 💝

MILL Creek COTTAGE - Luxury defined 💝

Kingsville ON
Guests staying at this cottage have access to barbecue grills and a garden.
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.
Anchor down on your private Beachfront Cottage

Anchor down on your private Beachfront Cottage

Harrow ON
$344 nightly
The price is $388 total per night
$388 total
Apr 22 - Apr 23
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Drifted Inn - Riverfront Cabin

Drifted Inn - Riverfront Cabin

Amherstburg ON
Guests staying at this cottage have access to a garden and barbecue grills.
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 barbecue grills and a garden. Friendly staff can provide concierge services, and also offer advice about sightseeing.
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.
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.
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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
    $109 nightly
    The price is $130 total per night from May 20 to May 21
    $130 total
    May 20 - May 21
    Total with taxes and fees
    8.6/10 Excellent! (3,204 reviews)
    DoubleTree by Hilton Windsor Hotel & Suites

    DoubleTree by Hilton Windsor Hotel & Suites

    333 Riverside Dr W Windsor ON
    $96 nightly
    The price is $115 total per night from May 10 to May 11
    $115 total
    May 10 - May 11
    Total with taxes and fees
    9.2/10 Wonderful! (1,079 reviews)
    Best Western Plus Waterfront Hotel

    Best Western Plus Waterfront Hotel

    277 Riverside Drive West Windsor ON
    $74 nightly
    The price is $88 total per night from Apr 27 to Apr 28
    $88 total
    Apr 27 - Apr 28
    Total with taxes and fees
    8.2/10 Very Good! (1,012 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
$88
Highest Price
$388
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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