
Guesthouse vacation rentals in Lake Simcoe
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Top-rated guesthouse rentals in Lake Simcoe
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Family-friendly guest house rentals

The Boathouse on Sunset Bay Muskoka
Lyn and Peter were amazing hosts for our family of 4 (two adults plus two kids, ages 9&6.) Lyn greeted us at check-in, but gave us privacy after that, and was super quick to respond to texts on the rare occasion we had a question. The boathouse was as described with even more amenities than listed and more spacious and beautiful than the pictures could do justice. The place is immaculate with careful thought and detail into every little decoration and little touches (e.g. a basket in the bedroom with bug spray, package toothbrush, etc. for any forgotten items.) We felt completely at home in the boathouse and enjoyed the beautiful views from the upstairs deck and dock, where we spent the majority of our time. We all loved taking out the SUPs that were there for our use and it was a quick drive into town to visit Don’s Bakery (IYKYK), Splash Island, and the ski show on Tuesday night. Highly recommend the boathouse for your next Muskoka stay! Lyn’s hospitality is 10/10.

Cozy & Bright Private Suite in Trinity Bellwoods
Absolutely amazing place Amanda has, the location right next to Bellwoods park is just perfect for those warm evenings. Amanda was an amazing host who gave some really good recommendations for what to do in the Toronto area. Will definitely book again when i’m back in Toronto!

Free Parking 2BD Queen St. East
I had a truly wonderful stay at Branko, Milan, and Bissa’s place, conveniently located in the east end of Toronto. From the moment I arrived, Bissa and Milan made me feel incredibly welcome—like part of the family! They were a joy to chat with whenever our paths crossed, and Branko was always quick and helpful with any questions before and during my stay. The hosts live in the main and basement floors and the second and third floors, accessed through a private entrance, offered more space than expected. It was peaceful, quiet, and perfect for rest after long days. Decorated with plenty of interesting artwork for all tastes. The dedicated parking spot was a huge plus, and I appreciated the hot showers, cozy bedding, soft towels, and fully equipped kitchen and bathroom—everything I needed for a 6-week stay. I’m already looking forward to my next project in Toronto, as their place is high on my list. I would absolutely stay again!

haute goat farm | unique alpaca cabin
This farm is incredibly well maintained, the animals seem so happy, and doing the morning chores was not a chore at all - was an awesome, unique experience. The cabin was cozy and super clean, as were the shared washrooms. All staff and volunteers are welcoming, polite and helpful. Debbie herself was a delight! The Screaming Goat Cafe had great selection and the food was delicious! It was lovely to unwind, bond with the animals, and stargaze; and we're looking forward to returning next year to try out one of their Yomes [yurt+dome]!

Cottage suite, lakeside with beautiful view!
Patricia & Dennis were amazing hosts and very accommodating. The loft was great with an amazing view and balcony to enjoy the weather. They were very kind and helpful. It’s a great place to enjoy and relax ..!!!

Family Beach Cottage
We all really enjoyed the cottage! Thank you, Vess, for such a wonderful space.

Cozy Studio
Amazing place!!! Went here for a anniversary and it is close to a lot of things and Anne is very helpful!

Georgian Bay Cottage - Tiny Beaches
Yaro was an exceptional host! Always quick with his responses. The place is a shared lot but we always felt comfortable and had our privacy at all times.
Guest house rentals with a patio

Romantic Private Guest House
Lovely place to stay, clean, comfortable and well equipped, it looks exactly what the images shows and had everything we needed. Saulmaz is really a great host and we really enjoyed our stay here. Would definitely Consider returning to this property for a long stay.

Millcreek Riverfront Retreat Elora/Fergus
This was a truly serene and tranquil place. Close to town. The walkway with the running water was beautiful and it was great to have my morning coffee while sitting on the porch looking over the river.

Lakeside Guest Suite, on Lake Scugog, Port Perry
We had a really good time, the place is spotless and very cozy. It’s accommodated with everything. The view is beautiful and peaceful. Lydia and Craig are very responsive, friendly and respectful. 10/10 experience and grateful for snacks/haply birthday sign/ carved gift during welcome.

A Greyt Escape
Beautiful quiet stay!! Loved it here, definitely would book again in the future!

Windfall Cottage On Little Lake
Windfall Cottage is a unique experience. The cottage is very cozy and tastefully decorated and we felt very comfortable and welcome. The beds are very comfortable, the kitchen perfectly equipped and it is like coming home. The access to the lake and the sun deck with two kayaks are another highlight. Carol and Jonathan are wonderful hosts! The contact was consistently very fast, very friendly and above all very personal. Our inquiry as to whether the cottage was suitable for a wheelchair user was not only answered comprehensively and with further information, but the necessary aids were also provided. Such courteous support is unique and impressive. Windfall Cottage, Carol and Jonathan will remain in our best memories and we can only warmly recommend this Airbnb. Thank you so much for this wonderful experience!

Rustic luxury chalet near beach with private pool
We had a great time on our stay here. Just as described, the chalet provides privacy and comfort. The linens on the bed were to die for! Great space for relaxing with a small group and the island is perfect for a games night! They had coffee to get through the mornings and shower essentials as well. We would highly recommend this space for your next trip!

Private Guest House Retreat
My fiancé and I were in Toronto for the weekend and found Victoria’s spot to book just a bit out of the city. It was the perfect spot to come back to after a busy day. Extremely clean and the hot tub was super relaxing. Will definitely be looking to stay at Victoria’s spot in the future again!

Cozy Waterfront Boathouse with Lake Simcoe Views
I had a wonderful stay at the boat house while visiting Barrie for a wedding. The location on the water was absolutely lovely! Bruce was incredibly helpful, providing clear instructions and great suggestions that made settling in a breeze. Coming from Australia, I’m used to pristine beaches, so we chose not to swim in the lake as it didn’t seem very clean. However, we thoroughly enjoyed relaxing by the water. Overall, it was a lovely experience!
Guest house rentals with a washer and dryer

St Anne Spa’s Nearby Secluded Modern Getaway
Lovely place to be very clean beautiful scenery , the host was amazing as well anything we needed she was there with a fast response, also very clean place looks like the what they show, I would definitely book again

Junction Private Laneway Suite with Backyard
Without exaggerating, this is one of the best Airbnbs I've stayed in in Canada. The space was super clean, had no perfume, and there were no bad smells. The linens were clean and smelled very good. The space was even better in real life than in the photo. I loved the concept, the decor and especially the location which is right next to a mall, several restaurants and public transport. The host was available and very responsive. Thank you so much 🙏🏾

2 bedroom Guest house in North of Toronto
Samira is a great host - welcoming, hospitable and was available if needed. The apartment was really spacious, clean, tidy and comfortable. The kitchen had everything we needed and the beds were comfortable. It was a really nice space to come back to each night after a full day of conferencing. Highly recommend!

"Modern Urban Studio Retreat"
Was a pleasure staying, was a positive experience! Was very accommodating

Delightful One-Bedroom Unit Aurora W/ free Parking
If you are visiting Aurora or even northern Markham / Richman hill, this is a great spot to stay. Very clean, quiet and close to everything. Hooman is very nice to communicate with, made everything go smoothly.

Guesthouse Getaway
Beautiful location, with clear directions on how to find. Hosts were flexible and allowed me to check-in early, which I appreciated so much. It snowed while I was there, and they had the driveway and parking area all cleared. The place was clean & cozy - I would stay again!

Cozy Guest House
Easy self check-in and had a comfortable stay. Easy access to transit just less than 10 minutes walk to Viva bus on Yonge that goes south to connect to Toronto's TTC. Also close to highway if traveling by car. Host is quick to communicate. Accomodations had everything as described with spacious living area. Would stay again.

Cozy Oasis in Peaceful Neighborhood Free Parking
Was a great place to stay. Close to the highway. Exactly like pictures. Bed was comfy. Camille was responsive and a great host!
Destinations to explore
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- Blue Mountain Village
- Toronto Zoo
- Port Carling Golf & Country Club
- Mount St. Louis Moonstone
- Horseshoe Resort
- Osler Bluff Ski Club
- Snow Valley Ski Resort
- Georgian Bay Islands National Park
- Lakeridge Ski Resort
- Lake Joseph Golf Club
- Hockley Valley Resort - Golf, Spa and Ski
- Muskoka Lakes Golf and Country Club
- Muskoka Bay Resort
- Angus Glen Golf Club
- Markham Green Golf Club
- Gull Lake
- Devil's Glen Country Club
- Goodwood golf club
- Rouge National Urban Park
- National Pines Golf Club
- Barrie Country Club
- Granite Golf Club
- Dagmar Ski Resort
- Black Diamond Golf Club