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
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
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
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
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
Unique Space - Beautiful home on 17th green of golf resort

Unique Space - Beautiful home on 17th green of golf resort

Belle River ON
At this cottage, guests have access to an outdoor pool, laundry facilities, and a garden. Other amenities at this golf cottage include barbecue grills and a water dispenser.
Pool
Kitchen
The Hideaway- Lake view Cottage In Wine Country

The Hideaway- Lake view Cottage In Wine Country

Essex ON
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
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
    $111 nightly
    The price is $133 total per night from Apr 7 to Apr 8
    $133 total
    Apr 7 - Apr 8
    Total with taxes and fees
    8.6/10 Excellent! (3,221 reviews)
    Best Western Plus Waterfront Hotel

    Best Western Plus Waterfront Hotel

    277 Riverside Drive West Windsor ON
    $76 nightly
    The price is $91 total per night from Mar 16 to Mar 17
    $91 total
    Mar 16 - Mar 17
    Total with taxes and fees
    8.2/10 Very Good! (1,009 reviews)
    Holiday Inn Express Windsor Waterfront by IHG

    Holiday Inn Express Windsor Waterfront by IHG

    33 Riverside Drive East Windsor ON
    $100 nightly
    The price is $119 total per night from Mar 12 to Mar 13
    $119 total
    Mar 12 - Mar 13
    Total with taxes and fees
    8.6/10 Excellent! (1,372 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
39 Cottages
Lowest Price
$91
Highest Price
$133
Popular accommodation
Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!, MILL Creek COTTAGE - Luxury defined 💝, The NEST-an upscale beach cottage in Holiday Beach Conservation Area, Relaxing lakefront cottage near wineries and beach, Anchor down on your private Beachfront Cottage, Pelican Place ❤️ WALK EVERYWHERE! Your home away from home..., 80 Feet of Private Lakefront Cottage in beautiful Town of Amherstburg, Ontario , Unique Space - Beautiful home on 17th green of golf resort, The Hideaway- Lake view Cottage In Wine Country

More to Explore