
Cottage holiday rentals in Windsor
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Top-rated cottage rentals in Windsor
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Popular amenities for cottage rentals in Windsor
Cottage rentals with a hot tub

Lakeside Hydeaway Cottage on Lake Erie w/ Hot Tub
The views of water and private beach access were wonderful! The cottage is just as the pictures show and home as great appliances with everything labeled. It’s fully equipped for a long weekend stay. The hosts were also wonderfully accommodating and exceptionally responsive! The spiral stairs to the main bedroom upstairs are a charming feature, but might be a consideration for some as they were narrow and steep. Overall, a wonderful place to stay!

2-bedroom with hot tub,200 steps from the beach
The place was super clean and fully stocked with basic necessities in the kitchen and bathroom. Hot tub was clean and very relaxing. My partner and I celebrated an anniversary here and enjoyed our stay. Would definitely book again. The only complaint we have is that the beds are hard, and hurt our backs. Besides that, I recommend! We appreciate the fact that the hosts allowed us to book over new years!

Waterfront home with amazing views & great fishing
Beautiful place and very clean. Backyard was very private and peaceful. Thank you so much for your hospitality. We would definitely stay again!

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!

Moe’s on the Lake: 2 bedroom waterfront cottage
Was the best Airbnb we have ever done. The host thought of everything and the house was equipped with everything need for a perfect stay. Stephanie was very responsive to all our questions. Definitely coming again.

Hot Tub, Sunsets and Moon lit Lakehouse!
Our family loved the atmosphere and the host was amazing. Definitely recommended, and will definitely be back.

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.
Pet-friendly cottage rentals

"That 70's Cottage" (on Lake Erie!) Free Firewood!
Enjoyed our stay at this cute cottage. Megan was very pleasant and whenever we had any questions she responded quickly.

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
A beautiful cottage to sit around the fire in winter, see the ice caps on the lake, and take a few days for respite. I’m sure it’s beautiful and fun in summer, but I’m glad we stayed when we did.

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
Not my first time staying at this cottage, located on the steps of Point Pelee National Park. Super clean location and the host is very responsive. Nice bonus to have a park pass available!! Definitely will stay again when I am here for work/leisure.

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
Beautiful lake front property. I would highly recommend! Tim was a great host and fast to communicate. You will enjoy this place!

Pura Vida Beach House-100 ft. of Private Beach
Beautiful house , lots of things to do. Great games and movie set up, and an absolutely amazing view. If you are looking for a place to relax , and unwind this is the place. Amazing lake view to see wonderful sunrises and sunsets. Hosts were friendly, helpful right from the start of the process through the end of our visit.
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!

Beach House on Lake Erie
Very beautiful place with a stunning view of Lake Erie. Amenities as mentioned were available and in good condition. To utilize the place fully, a visit during Summer or Fall would be perfect 👌
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- Ford Field
- Little Caesars Arena
- Comerica Park
- Point Pelee National Park
- Alpine Valley Ski Resort
- Mt. Brighton Ski Resort
- Maumee Bay State Park
- Michigan Stadium
- Pointe West Golf Club
- South Bass Island State Park
- Dominion Golf & Country Club
- Seven Lakes Championship Golf & Estates
- West Shore Golf & Country Club
- Carleton Glen Golf Club
- Riverview Highlands Golf Course
- Grosse Ile Golf & Country Club
- Coachwood Golf & Country Club
- Wesburn Golf & Country Club
- Thorne Hills Golf Course
- Ambassador Golf Club
- Royal 47 Golf Club
- Wildwood Golf & RV Resort
- Roseland Golf & Curling Club
- Essex Golf & Country Club