Compare Windsor Cottage Rentals

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Featured Cottages in Windsor

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
Lake Sawiak Waterfront Haven

Lake Sawiak Waterfront Haven

Harrow ON
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
Lake Erie & EPIC Wineries

Lake Erie & EPIC Wineries

Essex ON
$249 nightly
The price is $281 total per night
$281 total
Sep 30 - Oct 1
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Erie Breeze Cottage, right on Lake Erie, EPIC wine route!

Erie Breeze Cottage, right on Lake Erie, EPIC wine route!

Essex ON
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Support your nature prescription at The Nest, situated in a conservation area!

Support your nature prescription at The Nest, situated in a conservation area!

Amherstburg ON
At this cottage, guests have access to a gym, laundry facilities, and a picnic area. Dry cleaning/laundry services make packing light an option. This beach cottage also has barbecue grills.
Kitchen
Free WiFi
Colchester cottages a stones throw away from beaches, wineries, marina, parks.

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

Colchester ON
This cottage is a smoke-free cottage.
Kitchen
Air conditioning
Colchester cottages a stones throw away from beaches, wineries, marina, parks.

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

Colchester ON
This cottage is a smoke-free cottage.
Kitchen
Air conditioning
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.
Kitchen
Free WiFi
Drifted Inn - Riverfront Cabin

Drifted Inn - Riverfront Cabin

Amherstburg ON
Guests staying at this cottage have access to a garden and barbecue grills.
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.

Hotel Options in Windsor

    Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

    Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

    377 Riverside Dr E Windsor ON
    $59 nightly
    The price is $71 total per night from Oct 27 to Oct 28
    $71 total
    Oct 27 - Oct 28
    Total with taxes and fees
    DoubleTree by Hilton Windsor Hotel & Suites

    DoubleTree by Hilton Windsor Hotel & Suites

    333 Riverside Dr W Windsor ON
    $112 nightly
    The price is $135 total per night from Oct 4 to Oct 5
    $135 total
    Oct 4 - Oct 5
    Total with taxes and fees
    9.2/10 Wonderful! (1,177 reviews)
    Holiday Inn Express Windsor Waterfront by IHG

    Holiday Inn Express Windsor Waterfront by IHG

    33 Riverside Drive East Windsor ON
    $98 nightly
    The price is $117 total per night from Oct 24 to Oct 25
    $117 total
    Oct 24 - Oct 25
    Total with taxes and fees

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
$71
Highest Price
$281
Popular accommodation
Relaxing lakefront cottage near wineries and beach, Lake Sawiak Waterfront Haven, Lake Erie & EPIC Wineries, Erie Breeze Cottage, right on Lake Erie, EPIC wine route!, Support your nature prescription at The Nest, situated in a conservation area!, Colchester cottages a stones throw away from beaches, wineries, marina, parks., Colchester cottages a stones throw away from beaches, wineries, marina, parks., Pelican Place ❤️ WALK EVERYWHERE! Your home away from home..., Drifted Inn - Riverfront Cabin

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