Compare Windsor Cottage Rentals

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Featured Cottages in Windsor

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.
Kitchen
Free WiFi
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
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
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, barbecue grills, and a garden.
Kitchen
Washer
Newly Renovated Waterfront Cottage Lake St. Clair

Newly Renovated Waterfront Cottage Lake St. Clair

Pointe aux Roches ON
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Hot Tub
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
Anchor down on your private Beachfront Cottage

Anchor down on your private Beachfront Cottage

Harrow ON
$375 nightly
The price is $424 total per night
$424 total
May 24 - May 25
Total with taxes and fees
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
Creekside Cottage - Waterfront Retreat with Kayaks, Fishing & Game Room

Creekside Cottage - Waterfront Retreat with Kayaks, Fishing & Game Room

Kingsville ON
$244 nightly
The price is $275 total per night
$275 total
May 19 - May 20
Total with 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
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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
    $120 nightly
    The price is $143 total per night from May 18 to May 19
    $143 total
    May 18 - May 19
    Total with taxes and fees
    8.6/10 Excellent! (3,235 reviews)
    DoubleTree by Hilton Windsor Hotel & Suites

    DoubleTree by Hilton Windsor Hotel & Suites

    333 Riverside Dr W Windsor ON
    $101 nightly
    The price is $121 total per night from May 25 to May 26
    $121 total
    May 25 - May 26
    Total with taxes and fees
    9.2/10 Wonderful! (1,086 reviews)
    Comfort Inn & Suites Ambassador Bridge

    Comfort Inn & Suites Ambassador Bridge

    2330 Huron Church Rd Windsor ON
    $68 nightly
    The price is $81 total per night from May 31 to Jun 1
    $81 total
    May 31 - Jun 1
    Total with taxes and fees
    8/10 Very Good! (1,308 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
$81
Highest Price
$424
Popular accommodation
MILL Creek COTTAGE - Luxury defined 💝, Erie Breeze Cottage, right on Lake Erie, EPIC wine route!, Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!, Lake front escape - a quiet lake front cottage with easy access to the beach, Newly Renovated Waterfront Cottage Lake St. Clair, The Hideaway- Lake view Cottage In Wine Country , Anchor down on your private Beachfront Cottage, Drifted Inn - Riverfront Cabin, Creekside Cottage - Waterfront Retreat with Kayaks, Fishing & Game Room

More to Explore