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

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

Kingsville ON
$354 nightly
The price is $400 total per night
$400 total
May 14 - May 15
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
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 a water dispenser and barbecue grills.
Pool
Kitchen
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 Erie & EPIC Wineries

Lake Erie & EPIC Wineries

Essex ON
Guests staying at this cottage have access to laundry facilities, barbecue grills, and 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, barbecue grills, and a garden.
Kitchen
Washer
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
    $132 nightly
    The price is $159 total per night from May 5 to May 6
    $159 total
    May 5 - May 6
    Total with taxes and fees
    8.6/10 Excellent! (3,220 reviews)
    DoubleTree by Hilton Windsor Hotel & Suites

    DoubleTree by Hilton Windsor Hotel & Suites

    333 Riverside Dr W Windsor ON
    $102 nightly
    The price is $122 total per night from May 10 to May 11
    $122 total
    May 10 - May 11
    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
    $62 nightly
    The price is $74 total per night from May 27 to May 28
    $74 total
    May 27 - May 28
    Total with taxes and fees
    8/10 Very Good! (1,289 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
$74
Highest Price
$400
Popular accommodation
Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!, Erie Breeze Cottage, right on Lake Erie, EPIC wine route!, MILL Creek COTTAGE - Luxury defined 💝, Creekside Cottage - Waterfront Retreat with Kayaks, Fishing & Game Room, Unique Space - Beautiful home on 17th green of golf resort, Relaxing lakefront cottage near wineries and beach, Lake Erie & EPIC Wineries, Lake front escape - a quiet lake front cottage with easy access to the beach, The Hideaway- Lake view Cottage In Wine Country

More to Explore