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Find vacation rentals that suit your style
Our top choices for Windsor cottages
1. Creekside Cottage – Fireplace, Fire Pit & Heated Game Room on Cedar Creek
Creekside Cottage – Fireplace, Fire Pit & Heated Game Room on Cedar CreekKingsville
10.0 out of 10, Exceptional, (23 reviews)
10/10
Exceptional
(23 reviews)
"The property was beautiful, the hosts friendly and responsive, and check in and out were an absolute breeze. We're already talking about coming back again soon!"
"The property was beautiful, the hosts friendly and responsive, and check in and out were an absolute breeze. We're already talking about coming back again soon!"
Meija K.
$232 nightly
The price is $263
$263 total
Nov 10 - Nov 11
Total with taxes and fees
2. Anchor down on your private Beachfront Cottage
Anchor down on your private Beachfront CottageEssex
10.0 out of 10, Exceptional, (32 reviews)
10/10
Exceptional
(32 reviews)
"Amazing and beautiful place to visit. Perfect for a girls weekend "
"Amazing and beautiful place to visit. Perfect for a girls weekend "Julie D.
$286 nightly
The price is $324
$324 total
Nov 10 - Nov 11
Total with taxes and fees
3. Lake Erie & EPIC Wineries
Lake Erie & EPIC WineriesEssex
10.0 out of 10, Exceptional, (35 reviews)
10/10
Exceptional
(35 reviews)
"Very clean fantastic view and close to everything"
"Very clean fantastic view and close to everything"Peter and mary M.
$238 nightly
The price is $269
$269 total
Nov 10 - Nov 11
Total with taxes and fees
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.
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 and related destinations
Directly across from Detroit, this riverside city offers stunning waterfront parks and the historic Walkerville district with local distilleries. Visitors can explore the colorful sculptures at Odette Sculpture Park or catch performances at the magnificent Capitol Theatre when they're not sampling poutine at local eateries.
Top reviews in Windsor
Stonecroft Inn
Stonecroft InnSouth Windsor
10/10 Excellent
The only thing I would change is the coffee pot in the bathroom. Otherwise it was beautiful.
The only thing I would change is the coffee pot in the bathroom. Otherwise it was beautiful.
June
Ye Olde Walkerville Bed & Breakfast
Ye Olde Walkerville Bed & BreakfastWalkerville
10/10 Excellent
A wonderful B&B! Renee is an outstanding host. The homemade breakfast is amazing. The rooms are very comfortable, with excellent amenities. The home is lovely, and in the quaint Walkerville neighborhood. This is my fourth stay, and I highly recommend this as a lovely, quiet, relaxing place.
A wonderful B&B! Renee is an outstanding host. The homemade breakfast is amazing. The rooms are very comfortable, with excellent amenities. The home is lovely, and in the quaint Walkerville neighborhood. This is my fourth stay, and I highly recommend this as a lovely, quiet, relaxing place.
LM
Hyatt Place Windsor
Hyatt Place WindsorSouth Cameron
10/10 Excellent
The front desk attendant was extremely helpful and very knowledgeable and nice
The front desk attendant was extremely helpful and very knowledgeable and nice
Elvir
DoubleTree by Hilton Windsor Hotel & Suites
DoubleTree by Hilton Windsor Hotel & SuitesDowntown Windsor
10/10 Excellent
Room was not ready until 5pm, i could not figure out how to use the coffee maker, however, the staff was very pleasant and helpful and give me a free breakfast for the trouble. I would definitely stay there again. Location was great and the views were amazing.
Room was not ready until 5pm, i could not figure out how to use the coffee maker, however, the staff was very pleasant and helpful and give me a free breakfast for the trouble. I would definitely stay there again. Location was great and the views were amazing.
Donald
Sandwich Boutique Hotel
Sandwich Boutique HotelSandwich
10/10 Excellent
Don’t let the lack of reviews throw you: some of the locals didn’t even realize the property was being rented out, so it’s just very new. Loved the character of the building and the owners are super nice! (Don’t be like us: the check in time is 3pm/check out is 10am, not 11am/11am like Expedia says!) Hurricanes and the Barrel House are great places to eat and the shortest possible walk away.
Don’t let the lack of reviews throw you: some of the locals didn’t even realize the property was being rented out, so it’s just very new. Loved the character of the building and the owners are super nice! (Don’t be like us: the check in time is 3pm/check out is 10am, not 11am/11am like Expedia says!) Hurricanes and the Barrel House are great places to eat and the shortest possible walk away.
William
TownePlace Suites by Marriott Windsor
TownePlace Suites by Marriott WindsorDowntown Windsor
10/10 Excellent
The property was very clean and our room was very clean as well. The two front desk ladies were very pleasant and nice. We would definitely return and recommend this property.
The property was very clean and our room was very clean as well. The two front desk ladies were very pleasant and nice. We would definitely return and recommend this property.
Tonia
Hampton Inn & Suites by Hilton Windsor
Hampton Inn & Suites by Hilton WindsorSouth Cameron
10/10 Excellent
Clean room
Clean room
Shayne
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
Caesars Windsor Hotel & Casino - A Caesars Rewards DestinationCity Centre
10/10 Excellent
The people, food and rooms
The people, food and rooms
LeRoy
Four Points by Sheraton Windsor Downtown
Four Points by Sheraton Windsor DowntownDowntown Windsor
10/10 Excellent
Very convenient location for seeing a show at Caesars
Very convenient location for seeing a show at Caesars
Thomas
Comfort Inn South Windsor
Comfort Inn South WindsorSouth Windsor
10/10 Excellent
Very good experience
Very good experience
Mohammad
Best Western Plus Waterfront Hotel
Best Western Plus Waterfront HotelDowntown Windsor
10/10 Excellent
Very welcoming and accommodating at a good price
Very welcoming and accommodating at a good price
Jack
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.