
Guesthouse vacation rentals in Lake Simcoe
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Lake Simcoe
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Lake Simcoe guesthouse rentals
Family-friendly guest house rentals

Private Guesthouse with Sauna
It was an amazing stay. The location was quiet and peaceful yet close to everything I needed. The bed was truly, amazingly comfortable! Shelley was a gracious, friendly and helpful host.

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.

friendly house
Very friendly, even helped me find my keys. I will stay there again.

Cozy & Bright Private Suite in Trinity Bellwoods
A wonderful stay away from home! For being such a central and bustling neighbourhood, Amanda’s spot was extremely quiet and private which was just what we needed. Thanks for everything!

Sunny Pines Farm Studio Tennis Court/Bruce Trail
What a gorgeous place to get away from the city for a few days. The comfortable studio has everything you'd need during your stay. The fields are great for walking (especially if you have a dog), and there are all kinds of magnificent hiking trails nearby. My arrival coincided with a massive ice storm and Vince and Miranda were in touch every step of the way, keeping me updated on conditions and options. They were a pleasure to deal with. I look forward to returning next time I need a taste of the country.

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!
The views and the lake were absolutely beautiful. The rooms were well maintained and comfortable for the age of the Inn with everything you need. Patti and Dennis were delighted and awesome hosts who live on site at the inn and were gracious enough to take guests out on their pontoon boat to tour the lake and some of the 1100 islands.

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

The Wilkins - Coach House
Gorgeous property, the only thing I missed was a hairdryer in the bathroom. everything else was brand new and it was stunningly furnished. beautiful space to stay in.

Adorable GH in beautiful Claremont/scenic view
Christine was a very helpful host, she was communicative and checked in regularly during my long term stay to ensure I had everything I needed.

Millcreek Riverfront Retreat Elora/Fergus
Amy was a great host. The place was very clean when we arrived and even with a snow storm all the paths were kept clear. Everything was fantastic. I would definitely stay here again.

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!

Private Guest House Retreat
We had the most magical stay at Victoria's place. From the moment we arrived, it was clear that our host had thought of everything. The cabin was warm and inviting, with soft lighting, a gas fireplace, and comfy throws that made it feel like home right away. And the hot tub was amazing! To make it even more special, Victoria had decorated the place for my boyfriend's birthday—it was such a sweet surprise for him and really made the weekend feel extra memorable. The kitchen was fully stocked with thoughtful extras like coffee and breakfast bars. The bed was super comfortable and cozy. Victoria was super responsive and so sweet! We learnt we grew up in the same part of N.Ireland and shared a lovely conversation about that. Little details like the robes and cozy slippers, made us feel like we were at a weekend spa. Whether you're after a peaceful solo retreat or a romantic escape, this cabin is pure winter perfection!

The Cottage
The place was a home away from home. It was cozy, and the hosts were kind enough to plow the snow as well. Definitely recommended for families.

Spacious fully private studio basement & parking
Soulmaz’s place is one of the best in town in a safest neighborhood which makes you feel at home. This little studio with adequate space is a perfect place to unwind and spend your time in peace. If you are looking for a home away from home with all amenities to stay, you will definitely enjoy this place. What stands out in this unit is the carefully thought out personalization for any traveller or tourist who wants to relax and settle down. I wish I could have stayed longer and enjoyed the quiet and great atmosphere around this place. I am definitely staying here the next time when I am in this part of town. Thanks Soulmaz for the warm welcome and comfortable place!

Island Lake Guest House
This my third time staying at Pam & Andrew’s. That should say enough about how much I like their bunkie. Couldn’t ask for a better stay. Everything as described, beautiful setting and only minutes to town.
Guest house rentals with a washer and dryer

2 bedroom Guest house in North of Toronto
Felt right at home, would not hesitate to book again

"Modern Urban Studio Retreat"
This is an exceptional property, offering a cozy and comfortable stay. The host is remarkable, providing helpful and highly accommodating service to ensure guest satisfaction.

Newly Built, One-Bedroom Stylish Apartment
We loved everything about staying at Laura’s. She was a great host and very responsive and attentive. We did not need for anything during our stay. We can’t wait to stay here again!

Fairytale - Spotlessly Clean Getaway - 2 Bedroom
You will not regret staying here! I spent 6 weeks here while waiting to move into my own place and I really didn't want to leave. place was spotless, inside and out; it's everything described and more! Alex and his wife are lovely people, he responds almost immediately, very accommodating, and helpful! will definitely be staying here again whenever I visit ontario! Thank you Alex for making me feel at home!

Warnica Coach House
Beautiful place easy to find and looks exactly like the pictures.

Charming Cozy Studio w/ Private Entrance & Parking
Really enjoyed my stay, clean and friendly service. Woyld definitely book here again.

Cozy Studio with Private Entrance & Parking
Quiet and safe neighbourhood about 35 minutes from city centre with a nice walking path around a pond nearby. Lots of really good restaurants and grocery nearby. Medium sized fenced in yard great for dogs. Clearly marked smoking area. Large driveway spot for car fits SUV. Place was exactly what you expect from the photos - small, but it’s enough space for one person. Host is extremely responsive and helpful. Recommended if you are looking for hassle-free! Tip: there are no bedsheets provided so bring your own double sized. Great stay. Thank you!

Luxury 2 Bedroom 2 Washroom Legal basement Apart
The house is wonderful ,everything very clean of very good taste , I would definitely come back and super recommend !!!
Destinations to explore
- Niagara Falls Vacation rentals
- Grand River Vacation rentals
- St. Catharines Vacation rentals
- Brampton Vacation rentals
- Niagara Falls Vacation rentals
- Niagara-on-the-Lake Vacation rentals
- Muskoka Lakes Vacation rentals
- Vaughan Vacation rentals
- Mississauga Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Montreal Vacation rentals
- Kid-friendly rentals Lake Simcoe
- Cottage rentals Lake Simcoe
- Rentals with a patio Lake Simcoe
- Rentals with a washer and dryer Lake Simcoe
- Rentals with lake access Lake Simcoe
- Rentals with a fire pit Lake Simcoe
- Townhouse rentals Lake Simcoe
- Fitness-friendly rentals Lake Simcoe
- Cabin rentals Lake Simcoe
- Rentals with beach access Lake Simcoe
- Condo rentals Lake Simcoe
- Rentals with a sauna Lake Simcoe
- House rentals Lake Simcoe
- Bungalow rentals Lake Simcoe
- Rentals with breakfast Lake Simcoe
- Rentals with outdoor seating Lake Simcoe
- Rentals with an EV charger Lake Simcoe
- Rentals with a hot tub Lake Simcoe
- Private suite rentals Lake Simcoe
- Waterfront rentals Lake Simcoe
- Ski-in/ski-out rentals Lake Simcoe
- Family-friendly rentals Lake Simcoe
- Smoking-friendly rentals Lake Simcoe
- Rentals with pools Lake Simcoe
- Rentals with a fireplace Lake Simcoe
- Beachfront rentals Lake Simcoe
- Luxury rentals Lake Simcoe
- Lakehouse rentals Lake Simcoe
- Rentals with a kayak Lake Simcoe
- Apartment rentals Lake Simcoe
- Pet-friendly rentals Lake Simcoe
- Guesthouse rentals Ontario
- Guesthouse rentals Canada
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Blue Mountain Village
- Horseshoe Resort
- Mount St. Louis Moonstone
- Snow Valley Ski Resort
- Port Carling Golf & Country Club
- Toronto Zoo
- Osler Bluff Ski Club
- Gull Lake
- Lakeridge Ski Resort
- Hockley Valley Resort - Golf, Spa and Ski
- Georgian Bay Islands National Park
- Devil's Glen Country Club
- Angus Glen Golf Club
- South Muskoka Curling and Golf Club
- Muskoka Lakes Golf and Country Club
- National Pines Golf Club
- Bushwood Golf Club
- Oshawa Golf and Curling Club
- Markham Green Golf Club
- Black Diamond Golf Club
- Summit Golf & Country Club
- Rouge National Urban Park
- Goodwood golf club
- Lake Joseph Golf Club