Compare Windsor Cottage Rentals

Featured Windsor Cottages

Anchor down on your private Beachfront Cottage

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

Kitchen

Washer

Sauna, stunning views of Lake Erie, lakefront retreat

Guests staying at this cottage enjoy a sauna, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.

Kitchen

Washer

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

$286 nightly

$323 total

Dec 29 - Dec 30

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

80 Feet of Private Lakefront Cottage in beautiful Town of Amherstburg, Ontario

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.

Kitchen

Washer

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

Kitchen

Free WiFi

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

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

Spacious Cheerful home with 2 free parking

At this cottage, guests have access to a gym, laundry facilities, and a garden.

Kitchen

Washer

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

Guests of this cottage enjoy access to a water park, laundry facilities, and barbecue grills. Dry cleaning/laundry services make packing light an option. This beach cottage also has a picnic area.

Kitchen

Air conditioning

At this cottage, guests have access to features like laundry facilities.

Washer

Dryer

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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.

Windsor Beach Accommodation

Best Western Plus Waterfront Hotel

277 Riverside Drive West Windsor ON

$84 nightly

$101 total

Dec 7 - Dec 8

Total with taxes and fees

8/10 Very Good! (1,020 reviews)

Seacliffe Inn

388 Erie Street South Leamington ON

8/10 Very Good! (1,000 reviews)

Hotel Options in Windsor

Caesars Windsor - A Caesars Rewards Destination

377 Riverside Dr E Windsor ON

$119 nightly

$143 total

Dec 7 - Dec 8

Total with taxes and fees

8.6/10 Excellent! (3,152 reviews)

Best Western Plus Waterfront Hotel

277 Riverside Drive West Windsor ON

$84 nightly

$101 total

Dec 7 - Dec 8

Total with taxes and fees

8/10 Very Good! (1,020 reviews)

DoubleTree by Hilton Windsor Hotel & Suites

333 Riverside Dr W Windsor ON

$114 nightly

$136 total

Dec 14 - Dec 15

Total with taxes and fees

9/10 Wonderful! (1,037 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	$101
Highest Price	$323
Popular accommodation	Anchor down on your private Beachfront Cottage, Sauna, stunning views of Lake Erie, lakefront retreat, Creekside Cottage - Waterfront Retreat with Kayaks, Fishing & Game Room, 80 Feet of Private Lakefront Cottage in beautiful Town of Amherstburg, Ontario , MILL Creek COTTAGE - Luxury defined 💝, Unique Space - Beautiful home on 17th green of golf resort, Spacious Cheerful home with 2 free parking, The NEST-an upscale beach cottage in Holiday Beach Conservation Area, Sippin' & Stylin' in Wine Country!