
Cottage vacation rentals in Windsor
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Top-rated cottage rentals in Windsor
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Windsor cottage rentals
Cottage rentals with a hot tub

Lakeside Hydeaway Cottage on Lake Erie w/ Hot Tub
Joe and Christina’s place is beautiful and very relaxing. They have thought of everything to make sure their guest have all that is needed with great supplies of towels, kitchenware, etc. They were a great host always responding in good timing and accommodating our needed request to extend days.

2-bedroom with hot tub,200 steps from the beach
Absolute dream place!! Wonderful neighborhood and absolutely pristine place. 5 star! One of the best airbnbs I have stayed at. Thank you!!

Waterfront home with amazing views & great fishing
3 years of wonderful memories! I can’t wait until next year! Very clean and the host is easy to reach! See ya in 2026!!!!!

Eddie's dream on the lake
Eddie greeted us warmly and showed us how the house worked. I was there for a dog show it was absolutely perfect for that! Everything we needed was right there and it felt a very safe comfortable dog friendly area!

Hot Tub, Sunsets and Moon lit Lakehouse!
We had a great stay over Easter weekend, visiting point peely park and trying the local Mexican cuisine. Great space! Our kids especially enjoy to the hot tub. Beds were very comfortable.

East beach cottage
Booked Ben's place for the sunrise...it was beautiful. Place was very clean. Would highly recommend.

Beachfront, Hot tub, Sunsets, Moonlight, Romance,
Had a wonderful relaxing stay at the cottage. Loved waking up to such a beautiful view and watching the sunsets in the evening. We loved how close to the water this cottage was and nights under the stars in the hot tub. Would definitely return.

Book Wine & Sinker-Hot Tub-Lake-Pet Friendly
we enjoyed a wonderful and restful weekend with our 2 dogs at Debbie's cottage! a beautiful home with an amazing view. the cottage was stocked with everything we needed to feel right at home.
Pet-friendly cottage rentals

"That 70's Cottage" (on Lake Erie!) Free Firewood!
“That 70s Cottage” was the perfect choice for a quiet long weekend getaway. As the cottage is pet friendly, my spouse & I brought our two cats who were able to enjoy the vacation with us. The location is prime with a beautiful view of Lake Erie right out of the front window. We would absolutely recommend booking this unique & cozy cottage to anyone, as we will surely be rebooking. The hosts are incredibly kind- even offering a later checkout time on checkout day- which was a wonderful bonus. Thank you again Bill & Megan for the wonderful stay! Cheers! Briana & Steve Johnson

Cozy Cottage
Tracy is an excellent host and the place was really neat with lots of beautiful scenery. A nesting bald eagle nearby was often in view. This peaceful home away from home was fantastic for me and my pups

Lakeside getaway
Devon’s place was great for a girls weekend trip! We felt comfortable and right at home, and we enjoyed the area for being peaceful. Looked like the photos and had everything we needed for the weekend! Would stay again!

North Shore Retreat
Had a great weekend here, it’s a gorgeous house with unbeatable views. So glad we stumbled on this gem, highly recommend it, even in the winter where the ice on the lake was beautiful to watch!

Creekside Cottage - Waterfront fun steps to beach!
We had an absolutely fantastic time at this Airbnb in Kingsville, ON! From the moment we arrived, it was clear that this property was meticulously maintained and thoughtfully prepared for guests. The game room was an absolute hit – perfect for family fun or unwinding after a day of exploring. It was stocked with plenty of entertainment options, and we found ourselves spending hours enjoying the space. The backyard was another highlight. The views were breathtaking, with a peaceful and relaxing vibe that made it hard to leave. Whether sipping coffee in the morning or enjoying a sunset, the outdoor space was truly magical. Everything was spotless – the attention to cleanliness was evident throughout the home. It felt as though we were staying in a high-end hotel but with the comfort and charm of a home away from home. Lastly, the host's responsiveness was exceptional. Any questions or requests we had were promptly addressed, making the entire experience seamless and stress-free.

2thePoint-Fireplace & Lakeviews
Deb was incredibly responsive. The space is beautiful and comfortable. The kitchen is well stocked. The view is spectacular. The cottage is close to everything.

Rochester Place Golf Club& Resort #715 (#16) WIFI
by far the most beautiful Cottage, backyard onto the golf course. beautiful grass and trees, lots of shade, great place for kids to play, no water to worry about. home was beautifully furnished and pristine clean. lots of bedding and towels to choose. easy walk to the pool. we had such a great vacation.

LAKE Escape Retreat - Onsite Beach Dock Waterfront
Charming cottage with a beautiful lake view. Has everything you need from kitchen utensils to board games.
Private cottage rentals

A Stone’s Throw....from the beach, marina & ferry
Staying at the cottage was a great home away from home , Kathy and Bill had everything you would need and more. There is a lot to do and is in walking distance of a lot of amenities around the waterfront area of town. I would recommend this place to family and friends anytime someone wanted to visit Leamington

Cedar Island Sandbox
Another great stay! When the weather didnt co-operate we checked out the local wineries and had an amazing lunch at Coopers Hawk. Golfed at Kingsville Golf and Country Club that was just 5 minutes up the road. We had fun kayaking in the waves and campfires on the beach! Thanks again Jeff!

Lakefront Family Getaway-beach nearby
We had a wonderful weekend getaway for my friend’s birthday. We only stayed one evening, but it was so beautiful. The cottage was the perfect size for our group of 4. We each got our own bed (which not to mention was like sleeping on a cloud). We had a few questions during our stay and Tracy was extremely quick to respond. It is a quiet neighborhood and the lake is stunning at all hours. We could see the stars so well once the sun went down! The neighborhood was quiet and tucked away but only about 10-15 minute drive to restaurants and stores. We had a lovely experience and I would absolutely return!

3 bedroom Lake House
We had a great stay at Dragana’s lake house. On nice days we had good access to the lake. On stormy days we enjoyed the waves crashing on the rocks below the deck. The house was fully equipped with everything we needed.

Bella Vista - Cedar Island Kingsville, Lakefront!
My sister and I recently spent a weekend at Bella Vista. The cottage is perfectly situated on a peaceful street, and the space was ideal for relaxing, reading, cooking, and listening to the waves rolling in. Tony and Mary-Jo were very attentive and helpful. We would definitely book it again!

Lakefront Getaway
Sandra's place is clean, spacious and well-equipped. Groceries are available nearby in Leamington. It was a great base for us to explore Point Pelee National Park.

Unique A-Frame Cottage Steps away from the Beach!
We had a lovely stay at Bustersplace! It was close to beautiful wineries, local shops and restaurants and the beach just as described. The house was beautifully decorated and very comfortable! We enjoyed cooking on the grill, playing bocci ball in the backyard and relaxing with a movie at the end of the day. Kingsville was a great addition to our vacation and this home was the perfect place to stay!

Erie Haven Cottage
Stayed for Easter weekend Beautiful comfortable, cozy, modern home with amazing access and views of the lake. Spent most of the weekend on the beach enjoying the view. My grandson loved his Easter egg hunt around the property and beach. There may be a few treasures still hidden😉Very quiet and peaceful everything we needed. Communication with the host was easy quick and flexible. Thank you Nicole and Iowan And Iwona for sharing your beautiful space. We hope to be back!
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- Ford Field
- Little Caesars Arena
- Point Pelee National Park
- Comerica Park
- Michigan Stadium
- Wesburn Golf & Country Club
- Maumee Bay State Park
- Alpine Valley Ski Resort
- Ambassador Golf Club
- Oakland Hills Country Club
- LEGOLAND Discovery Center Michigan
- University of Michigan Museum of Art
- Seven Lakes State Park
- Roseland Golf & Curling Club
- Mt. Brighton Ski Resort
- Orchard Lake Country Club
- Rolling Hills Water Park
- Bloomfield Hills Country Club
- Detroit Zoo
- Water Warrior Island
- Red Oaks Waterpark
- Detroit Golf Club
- Grosse Ile Golf & Country Club
- Franklin Hills Country Club