Cottage holiday rentals in Windsor

Such a perfect get away for my husbands 30th bday! The backyard is so perfect for a great sunny summer day! The beds are super comfy too!

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!

The only thing I would improve is a garbage can by the sink. Absolutely stunning place. Peaceful, quiet, unbelievable sunsets and sunrises. Spotless. Point Pelée park is mere 3 minutes away. I enjoyed every second.

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.

Very beautiful location house was spotless and functional. Will stay again

We recently stayed at this beautiful cottage on the lake, and it was truly the perfect escape. From the moment we arrived, it was clear that the host had thought of everything. The cottage was very clean , cozy, and fully stocked with all the essentials—and then some. Fresh linens, kitchen supplies, firewood, even board games and snacks were waiting for us. The view of the lake was stunning, especially at sunrise. We spent our days enjoying meals on the deck while watching the water. In the evenings, we relaxed by the fire pit We didn’t have to worry about a single thing the whole time we were there—it really felt like a home away from home.

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 😊

What a wonderful place to stay! The views were incredible, it was super clean and the hosts were absolutely wonderful to talk to! They were very responsive and helpful with all of our questions. Definitely planning on coming back for a quick getaway in the future! My friends had a blast, especially when hiding Salty and coming up with a fun hint in riddle form! 10/10 would recommend!

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.

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.

Wonderful stay in this space! Everything was exactly as described, and the water views from the bedrooms were lovely. Bright, open, and inviting space. Well stocked kitchen and linens. Loved the kayaks, and the fire pit - so nice that dry firewood was included. We don’t make use of the game room, as the weather was perfect for relaxing outside, but it looks like a lot of fun! Very clear instructions, and friendly and responsive hosts. Would definitely stay here again!

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 a great stay! very friendly and responsive host and the cottage was super cute and clean! Was a perfect location for attending a wedding on the same site

Although our trip was cut short due to a power outage in the area, Lexy was an amazing host and we will definitely come back! Great location, super nice place & Lexy was over the top accommodating. We really appreciated her transparency and helpfulness as we dealt with the power outage. We definitely will come back in the future to have the full experience!

A perfectly secluded hidden gem. Was the perfect spot for a girls getaway trip. The quick access to the beach was just what we needed! Place was clean and the amenities were just right. Will definitely be booking here again in the near future. Cheers!

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 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 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 our stay. Very close to Point Pelee National Park. The park pass came in handy for birding each day. (We got to skip the queue with the pass). We loved the cozy feel of the living room with the gas fireplace. Nice to sit out on the dock and soak up the afternoon sun.

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!

What an excellent way to get away from the hustle and bustle and enjoy the waterfront sights and sounds of nature. The cottage was exactly as advertised, spotless on arrival, and it was pure gold place to stay. I can not remember the last time that the was able to feel as relaxed as I did this week just listening to the waves and watching the multitudes of species of birds that came to see us. We will for sure be back!

This was our second stay at Jenna’s cottage. We love staying here. We are able to relax. My hubby fishes off the beautiful dock. The deck is lovely to sit on and look at the water and read a book. We were able to bbq almost every night. There is lots of room for two of us. There are plenty of dishes and cutlery. Lots of room to put our pantry items away. We really enjoy staying here and look forward to coming back next year. Thank you Jenna!

Great customer service enabled our stay even more enjoyable! Comfortable beds, great views, and amenities met all of our needs!