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Jul 11 - Jul 13
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Cottages in Windsor

Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!
Beach nearby

Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!

9.8 out of 10, Exceptional, (121)
"Easy check in and out. Hospitable host. Great, comfortable property. Can't ask for more!"
Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!
The NEST-an upscale beach cottage in Holiday Beach Conservation Area
Exterior

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

9.8 out of 10, Exceptional, (137)
"A beautiful get away in nature. The cottage is amazing and incredibly comfortable and the view from the deck is amazing. It's like you've rented an entire park for a get-away."
The NEST-an upscale beach cottage in Holiday Beach Conservation Area
Anchor down on your private Beachfront Cottage
Fridge, microwave, oven, stovetop

Anchor down on your private Beachfront Cottage

10.0 out of 10, Exceptional, (8)
"Communication with Tessa was easy and timely. Location was waterfront and perfectly situated between wineries and conservation areas. Cottage had all the amenities. Expect to be back, thank you!"
Anchor down on your private Beachfront Cottage
The Hideaway- Lake view Cottage In Wine Country
Marina

The Hideaway- Lake view Cottage In Wine Country

10.0 out of 10, Exceptional, (57)
"Beautiful property, amazing area. Would stay again!"
The Hideaway- Lake view Cottage In Wine Country
Lakefront 2 Bedroom Cottage For Rent
Beach nearby

Lakefront 2 Bedroom Cottage For Rent

9.2 out of 10, Wonderful, (18)
"The cottage was VERY nice 🙂 great location - beautiful view of the water- will return for sure"
Lakefront 2 Bedroom Cottage For Rent
Lake front escape - a quiet lake front cottage with easy access to the beach
Property grounds

Lake front escape - a quiet lake front cottage with easy access to the beach

9.6 out of 10, Exceptional, (99)
"This place is exactly as listed . My friends and I had an amazing time here . Quick access to the beach, ice cream, wineries and a cute little town. Absolutely beautiful view of the water. "
Lake front escape - a quiet lake front cottage with easy access to the beach
Colchester cottages a stones throw away from beaches, wineries, marina, parks.
Beach nearby

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

9.8 out of 10, Exceptional, (17)
"We had a great stay. Excellent location! Friendly owner. The kids really enjoyed it. We will be back!"
Colchester cottages a stones throw away from beaches, wineries, marina, parks.
Pelican Place ❤️ WALK EVERYWHERE! Your home away from home...
Outdoor dining

Pelican Place ❤️ WALK EVERYWHERE! Your home away from home...

10.0 out of 10, Exceptional, (14)
"Very well appointed and enjoyable stay. Excellent communication"
$217 nightly
The price is $245
Jul 14 - Jul 15
Total includes taxes and fees
Pelican Place ❤️ WALK EVERYWHERE! Your home away from home...
MILL Creek COTTAGE - Luxury defined 💝
Outdoor dining

MILL Creek COTTAGE - Luxury defined 💝

10.0 out of 10, Exceptional, (18)
"Great place. Great location!"
MILL Creek COTTAGE - Luxury defined 💝
Lake Erie & EPIC Wineries
Beach nearby

Lake Erie & EPIC Wineries

10.0 out of 10, Exceptional, (23)
"We went away for a few days to relax and check out the surrounding wineries and breweries Lots to choose from"
Lake Erie & EPIC Wineries
Creekside Cottage - Waterfront Retreat Steps to Beach with Kayaks & Game Room
Property grounds

Creekside Cottage - Waterfront Retreat Steps to Beach with Kayaks & Game Room

9.8 out of 10, Exceptional, (8)
"It was a great place to stay. The host is so responsible and always reply on time. Highly recommended."
$364 nightly
The price is $411
Jul 13 - Jul 14
Total includes taxes and fees
Creekside Cottage - Waterfront Retreat Steps to Beach with Kayaks & Game Room
Sauna, stunning views of Lake Erie, lakefront retreat
Property grounds

Sauna, stunning views of Lake Erie, lakefront retreat

10.0 out of 10, Exceptional, (9)
"Very clean, beautiful lake views and amenities Wonderful thanksgiving weekend away. "
Sauna, stunning views of Lake Erie, lakefront retreat
Cozy canal cottage on Cedar Island steps away from sandy Lake Erie beaches!!!!!!
Beach nearby

Cozy canal cottage on Cedar Island steps away from sandy Lake Erie beaches!!!!!!

9.8 out of 10, Exceptional, (14)
"The stay was amazing the area was great for kids. People on the island all seemed very nice . We will definitely be back 👍😁"
Cozy canal cottage on Cedar Island steps away from sandy Lake Erie beaches!!!!!!
Sippin' & Stylin' in Wine Country!
Private kitchen

Sippin' & Stylin' in Wine Country!

10.0 out of 10, Exceptional, (1)
"Nkce lottle cottage. Didnt stay in much just to sleep but it was great. Owner was very nice and responsive. "
Sippin' & Stylin' in Wine Country!
Nature Oasis: Waterfront, pet friendly, amenities galore
Fridge, microwave, oven, stovetop

Nature Oasis: Waterfront, pet friendly, amenities galore

9.8 out of 10, Exceptional, (14)
"The property was awesome. Exactly what we needed for 3 couples. The location was great, close to town and the winery's. The views from the patio where also outstanding, every morning we got to seat outside with our coffees and what all the birds, which included 2 bald eagles. I highly recommend booking this spot for you next couple retreat! "
Nature Oasis: Waterfront, pet friendly, amenities galore
Newly Renovated Waterfront Cottage Lake St. Clair
Miscellaneous

Newly Renovated Waterfront Cottage Lake St. Clair

Newly Renovated Waterfront Cottage Lake St. Clair
Spacious Cheerful home with 2 free parking
Microwave, oven, stovetop, dining tables

Spacious Cheerful home with 2 free parking

Spacious Cheerful home with 2 free parking
Relaxing lakefront cottage near wineries and beach
Outdoor dining

Relaxing lakefront cottage near wineries and beach

10.0 out of 10, Exceptional, (18)
"Early Christmas stay with family and it was perfect! Great home and location. I highly recommend it!"
Relaxing lakefront cottage near wineries and beach
Water Front, Cedar Island Marina, Beaches, Boating, New HAVC, Newly Renovated
Beach

Water Front, Cedar Island Marina, Beaches, Boating, New HAVC, Newly Renovated

8.6 out of 10, Excellent, (43)
"Our family had a wonderful vacation at this cottage on Cedar Island. The location is great! Dealing with the property manager Jamie was friendly and easy. All questions were answered promptly. Overall a fantastic time was had by all. Thank you so much Jamie!"
Water Front, Cedar Island Marina, Beaches, Boating, New HAVC, Newly Renovated
80 Feet of Private Lakefront House
Beach nearby, sun loungers

80 Feet of Private Lakefront House

10.0 out of 10, Exceptional, (2)
"We had a very pleasant and extremely satisfying stay!! Highly recommend this beautiful house for a vacation or getaway stay. Thankyou for making our stay more memorable."
80 Feet of Private Lakefront House
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.
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Frequently asked questions

Why book your cottage in Windsor with Expedia?
Booking a cottage in Windsor is as easy as deciding on your travel dates and selecting an ideal place for outdoor relaxation and recreation. From luxurious retreats to low-cost properties and cottages that offer amenities like a kitchenette, Expedia has something for all tastes and styles. As for epic deals? We've got them too!
How can I find cheap cottages in Windsor?
With Expedia's handy filter tool, comparing cheap cottages in Windsor is a snap. To discover accommodations that are friendly on the wallet, refine your search by budget, star rating and amenities.
What is there to do in Windsor near my cottage?
Windsor has enough experiences and sights to keep you on the go for weeks, beginning with Detroit Windsor Tunnel. Caesars Casino, Caesars Windsor and Adventure Bay Family Water Park are other awesome attractions. If you're lingering longer, Ambassador Bridge and Windsor Riverfront will round off your itinerary nicely.