Vacation rentals in Simcoe Island

Our time at Debbie’s cottage could not have been better. We spent our days at all the local wineries which were no further than a 20 minute drive and our evenings by the dock watching the breathtaking sunsets. Debbie was friendly, responsive and incredibly helpful. We could not think of a better place to have spent our 8 year anniversary. We cannot wait to be back one day soon :) Thank you Debbie!!!

We had a great stay. Host met us at the door and showed us around. We two adults, two kids, and a dog and we had room to spare. Kitchen was very well equipped, easy street parking right in front, and though no washer the laundromat was right across the street. Easy walk to cute downtown and the river too. Michael was very communicative and made sure we had a great time. For sure would stay again.

Tim's place is beautiful and great for a family or a small group of friends. the views are breathtaking and aside from 1 neighbour(who was not there the whole time) it is a very private location. the place was spotless clean when we arrived!! we had some issues with sleeping arrangements as we got extremely unlucky with the weather while we stayed and were hit with cold fronts and rain. Was way too cold to sleep in the bunkie and unfortunatley there is no heating in there. I would say 6 people max to reach max comfortability in this cottage. We will definitely be back here with a smaller group and no baby!

Beautiful home, kitchen was perfectly appointed, great for a large group that enjoy cooking. Location was great for the wine lover, and hobby foodie. Would definitely stay in this area again.

Great location and a cozy place to set up home base while exploring the Wellington area. The balcony was awesome for morning coffee while taking in the lake view. We’ll be back!

It is a wonderful place and Kyle was always responsive with very good detailed instructions. The house was very clean and organized. Would like to stay again sometime in the future when we could enjoy the lake and some swimming.

Lovely country home right on the water with beautiful views and walkable within the cute neighbourhood. Lots of local charm and a quick drive to other quaint towns!

We absolutely loved our stay at this cottage! It’s the perfect getaway—cozy, comfortable, and beautifully maintained. The highlight for us has to be the sunsets. We've traveled to many places, but nothing compares to the breathtaking sunsets here. The view is simply magical, with the sky painted in the most vibrant hues. Watching the sun dip below the horizon from the porch has become our favorite part of each day. We can't recommend this place enough !

Here's a condensed version under 1000 characters: "We've rented many cottages, and this one is by far the cleanest. The waterfront is beautiful, with a well-kept fire pit and a peaceful lake that felt private during the week. The cottage was thoughtfully stocked with everything from soap and coffee to all the necessary appliances. The internet was fast, and the heat pump kept us warm on cooler nights. We kayaked and canoed around the lake several times, enjoying the wildlife—turtles, herons, ducks, loons, and frogs. The fire pit was perfectly placed for sunset views, with plenty of kindling and wood. The BBQ worked great, and Verona offered everything we needed, including good food at Muddy Waters Restaurant and treats at a local bakery and Kawartha ice cream shop. The fall colors were stunning throughout our stay. Highly recommend this cottage for a peaceful, well-equipped getaway!"