Cottage vacation rentals in Windsor

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.

We had a great stay. Really enjoyed the views on either side of property. Great spot for birding just down at the end of the road. The hot tub was a great way to unwind and recharge after a day in the park!

Jeremy’s place was amazing! The pictures do not do it justice, it was even more beautiful in person. The walk to the beach was barely 3 minutes and the drive to nearby wineries was less than 10 minutes. The backyard space was private and comfortable. We are already hoping to travel there again!

Perfect place to stay - very clean and has great amenities. Plenty of open room in the house with an awesome backyard space. Enjoyed our stay, would return for another trip. Thank you to the hosts.

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!

We found Paul's place to be cozy and clean. Amenities and furniture listed are all there, and in good working order. The lakeview from the photos are exactly that - unobstructed view out to the lake. The first day we were there the weather was quite rough, so the lake looked like something from a storm movie and it was very windy. The second night was much calmer, and our kids were able to go down to the private beach which they enjoyed a lot. The wind from the first night helped a bit with the bugs but the second night it was unbearable to go out at all. We searched and found it is a common thing for the area in May. Nevertheless didn't affect us had BBQ and hot tub earlier in the late afternoon, so plan accordingly if you are in the area around this time. There are additional off-site check-in and security deposit required, including uploading a copy of your driver's license to a 3-party site. I didn't like this part but they included this in their listing so we were aware.

My stay here was incredible. I felt very comfortable and safe. The location is absolutely amazing, I’d recommend this place to everyone. Ben was an excellent host that went above and beyond. The place came with a pass to point Pelee park which was such a beautiful place. Overall the perfect place for a little weekend get away !!!

This place is wonderful! Such a sweet arrival gift for us and our pup - Deb thought of everything. All the comforts of home and super clean. Loved the hot tub and view from the kitchen. A lot of love has been put into this home and it’s a great value including park passes too! We will be back 😊

Super cute small cottage on the lake. Very good location for anyone looking to spend time in Kingsville or Leamington.

Everything about this cottage was exactly what we were hoping for. It was right on the water and the sunsets were amazing. Very clean and everything we needed in the kitchen bathroom and bedrooms. Very comfortable and we loved the sunroom! The grounds were well kept too. And it was in close proximity to the ferry to Pelee Island and Point Pelee national park. I’ve already recommended this place to friends. We will definitely book this again if we are in that area in the future.

We had a great time at the cozy cottage. Tracey was very responsive and friendly in her communications. And we really appreciated the access to Point Peelee national park.

A very cozy cabin and great location. The cabin was a perfect place to spend time with family or friends. It was a pleasant time spent with my family. The first two days we had a pleasant weather, so we went to beach. The beach is perfect for family with kids, and has a very nice restaurant close by where we could have lunch together. Next two days, the weather changed but we gladly stayed at the cabin, and enjoyed the fire pit, barbecue by the picnic table, and Jenga (they have a big Jenga). The pool table also made the nights more special. They have bikes available but we didn’t have a chance to use it but I think they are a bonus. We will definitely come back!

A GEM BY THE LAKE - With its lakeside location in a quiet neighbourhood, Rosanne’s property is super welcoming with a well equipped, large kitchen-cum-dining space, facing north, which is open to the south (back) great room, with its comfy sofas and chairs, games equipment and desk with brochures of local area points of interest, maps, etc. Through floor to ceiling windows of the great room, you’ll be treated to magnificent views of the lake inviting you onto the outdoor verandah to enjoy the sights and sounds (sunrises, sunsets) that’ll wow you! The second floor main suite is idyllic - a huge south-facing room with loveseat, ensuite bathroom, humongous closet and a balcony with comfy seating. Two more bedrooms (north facing) are on 2nd floor, with a 4th downstairs (west-facing). Another bathroom (east side) is also downstairs. Every space is extremely clean, well decorated but not cluttered. One of THE best homes we’ve experienced. Thank you Rosanne for hosting us and our pups.

Creekside cottage is a quiet, peaceful place to relax and enjoy the calm and serenity of nature. The host's did a great job with the decor and ambiance of the place. It has a warm and welcoming feel to it. We stayed three nights and had a great time, (walk to the park, the beach, the bakery). This is one of the best vacation destinations out there. Thank you Lindsey and Dylan.

What a memorable weekend! Tim was a superhost. He was very responsive and understanding. We arrived in town Friday, hoping to do some fishing around the area before checking in. Unfortunately, the weather was very cold and windy and our check in was not until 4pm. Tim was awesome and allowed us to check in early at noon to seek shelter for us, ladies, while the men brave the windy weather to fish on the dock. FISH ON!! BEST TIME EVER!! They caught a fish every 5 minute and the feeling was intoxicating! Even some of us ladies pulled fish in!! Thank you, Tim for being so accommodating and allowing us to experience this abundant fishing experience. We will most definately be back!

We had the best weekend there we will definitely be back and would recommend to anyone to go give it a try!

My friends and I wanted a weekend away just to chill and catch up. We did a wine tour on the Saturday and then hung out at the house the rest of the afternoon. The place was perfect. Beds good, well stocked kitchen and beautiful deck. Wish the weather had been warmer and not rainy - would have liked to have sat outside but it was still a great weekend in a beautiful vacation rental

A cozy spot that was great for our relaxing getaway. Quick access to town and the ferry to Pelee. Tracy was super quick to respond to any questions we had.

We loved the place , the views are amazing. So nice sleeping to the sound of the crashing waves . We had everything we wanted and more ! We will be back

We had a fantastic stay at this lake house! The host was incredibly responsive and made everything easy from check-in to check-out. The view of the lake was absolutely spectacular—perfect for relaxing mornings and peaceful evenings. The house was well equipped with everything we needed, making it feel like a true home away from home. Highly recommended!

I booked Jenna's house for my colleague and his wife as he was there on a business trip for us. They both liked it very much and can highly recommend the accommodation and also the surrounding area.

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!

Very nice place right on the water. The beds were comfortable and the kitchen was well stocked. Highly recommend!

We really enjoyed our stay at Shannon’s cottage. We were at Point Pelee for birding and this was the perfect location. Everything was as described and we felt very comfortable. Thanks for a great week!