Guesthouse vacation rentals in Lake Simcoe
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Top-rated guesthouse rentals in Lake Simcoe
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Lake Simcoe guesthouse rentals
Family-friendly guest house rentals
Private room in Ajax
4.92 out of 5 average rating, 12 reviewsCB1 - spacious Rm with prvt washroom -no parking
I had a great connection with Syed. I could tell he has been a host for some time as his rooms were booked right away so he knows what he's doing. I also believe it's because of Syed's friendly manner and prompt response to questions. The room and amenities were exactly what I needed and I already stayed twice. His Airbnb is at the top of the list when I stay in Ajax and I would recommend his listing to anyone. Great job Syed.
Guesthouse in Bala
4.95 out of 5 average rating, 37 reviewsThe 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.
Private room in Markham
4.82 out of 5 average rating, 74 reviewsfriendly house
Very friendly, even helped me find my keys. I will stay there again.
Guesthouse in Bobcaygeon
4.97 out of 5 average rating, 206 reviewsTiny Cabin in the Forest
Just an amazing weekend. Noreen and Randy were great. Their daughter was also a delight. Just a beautiful area and so peaceful. Can’t say enough about how awesome our stay was. The property and cabin are so beautiful and comfy. The wood stove made for a warm and cozy evening with just the needed amenities to relax and unwind. Fishing little bald lake waters was super productive and visiting in local Bobcaygeon was so much fun. We will definitely revisit this host and their piece of paradise. Can’t say enough about how much fun we had.
Guesthouse in Orangeville
4.95 out of 5 average rating, 348 reviewsSunny Pines Farm Studio Tennis Court/Bruce Trail
We enjoyed a nice mini vacation at Sunny Pines. We spent some time at the Scandinave spa and did some shopping in Collingwood which was about a 45 minute drive away. The property is beautiful and access to the sauna was a nice bonus. Everything we needed was there and the loft was very clean with fresh towels and linens. The only criticism would be that the instructions to the building weren’t clear (it’s the loft on top of the garage). We would definitely recommend this Airbnb to those looking for a relaxing weekend away.
Guesthouse in Port Hope
4.92 out of 5 average rating, 63 reviewshaute 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]!
Guesthouse in Tiny
4.39 out of 5 average rating, 61 reviewsFamily Beach Cottage
We all really enjoyed the cottage! Thank you, Vess, for such a wonderful space.
Guesthouse in Wasaga Beach
4.85 out of 5 average rating, 95 reviews7-SUN ANGEL COURT, LARGE COUPLES CABIN 7
Licinia was the perfect hostess. She was pleasant and friendly, making sure our needs were met. At the same time, she gave us our privacy. We thoroughly enjoyed eating the picnic lunch that we brought, sitting on the dock alongside the Nottawasaga River. - entertained by the geese and the ducks, as well as the various watercraft. The beach was just a short walk across the street in the opposite direction of the river. Although it was too windy to swim, the crashing of the waves was a wonderful sound to hear. The cabin was cute and cozy - all the space that we needed. We enjoyed using the gas bbq on site for dinner - there was even an outdoor cook sink and prep area. Our evening was topped off with a bonfire afterwards. We don’t live far from the Town of Wasaga Beach, but we thoroughly enjoyed our weekend getaway and will most definitely return. We look forward to seeing Licinia and her lovely family again.
Guest house rentals with a patio
Guesthouse in Caledon
4.86 out of 5 average rating, 42 reviewsCaledon rural apartment with hot tub and pool
First time staying at this location. It has everything you need to relax in a quiet area that is accessible to everything around the Toronto area but still feel like you are in the country. The pool and hot tub area was great. The hosts answered any questions we had quickly. Even though they lived on the property, we felt like it was a private place. As we have family around the area, we have just found our place to stay for as long as they stay open. I would recommend this place to anyone. Thank you Kathleen and Gerry
Guesthouse in Cobourg
4.88 out of 5 average rating, 16 reviewsThe Wilkins - Coach House
Third stay at the coach house and exceptional as always!
Guesthouse in CA
4.91 out of 5 average rating, 23 reviewsAdorable 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.
Guesthouse in Bowmanville
4.75 out of 5 average rating, 4 reviewsThe Country Guest House
Beautiful large one bedroom suite in a quiet peaceful location. Very friendly and responsive hosts. The country home feels like home as soon as you enter. Extremely clean and warm atmosphere. Would definitely recommend to anyone needing to come to the area for a quick getaway, a place to spend a weekend or a couple weeks away in the area
Guesthouse in Uxbridge
5 out of 5 average rating, 37 reviewsPrivate Guest House Retreat
This guest house is a true gem! From the moment we arrived, we felt welcomed. It is cozy, beautifully decorated and has everything you need. It’s perfect for a relaxing getaway. Victoria provided us with delicious treats and went above and beyond to accommodate our every request. Her kindness and attention to detail made our stay truly special. She is an exceptional host who truly cares about her guests. We can't recommend her and her lovely guest house enough!
Guesthouse in Wasaga Beach
4.78 out of 5 average rating, 23 reviewsAdorable 2 Bedroom guest house with fire place.
We enjoyed our stay very much. The cottage had everything we required. The location was perfect for what we wanted. Yousef and Dirk (the complex’s manager) were very kind and easy going and they answered any questions we had. We would love to come back in the summer time.
Guesthouse in Pickering
4.92 out of 5 average rating, 26 reviewsSpacious 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!
Guesthouse in Orangeville
5 out of 5 average rating, 41 reviewsIsland Lake Guest House
This little guest house was perfect for our stay. All amenities, the hosts and extremely friendly and responsive. It felt like a little home away from home and highly recommend if you’re looking for a nice cozy stay somewhere! The location is prime with everything around as well
Guest house rentals with a washer and dryer
Guesthouse in Markham
4.87 out of 5 average rating, 31 reviews2 bedroom Guest house in North of Toronto
Title: Fantastic Stay! Highly Recommended. I had a wonderful experience staying at SAMIRA’s place! The apartment was exactly as described—clean, comfortable, and beautifully decorated. Samira was an excellent host, providing clear communication before and during my stay, I would definitely recommend this place to anyone looking for a relaxing and enjoyable stay. I can't wait to come back!
Guesthouse in Richmond Hill
5 out of 5 average rating, 40 reviews"Modern Urban Studio Retreat"
Shiva’s place in as idea for the purpose of my visit and the location I needed. Shiva was very graceful and accommodating of date changes. The studio space is small and very cozy and clean. Thank you!
Guesthouse in Newmarket
5 out of 5 average rating, 70 reviewsFairytale - Spotlessly Clean Getaway - 2 Bedroom
Alex was such a wonderful host! My partner and I had an absolutely amazing time during our stay. The place was just as described and even better than we could have imagined. It felt like I was back home, and everything about our stay was incredible! We'll definitely be back soon!
Guesthouse in Orangeville
4.96 out of 5 average rating, 125 reviewsA bright & stylish urban studio
Thank you your hospitality I had a wonderful stay. I would definitely book an again.
Guesthouse in Barrie
4.99 out of 5 average rating, 125 reviewsWarnica Coach House
The place was awesome! So cool to also know about the history of it as well. Such a unique and cozy place. Enjoyed my stay.
Guesthouse in Newmarket
4.83 out of 5 average rating, 218 reviewsPrivate cozy stylish fun Spacious Chill Basement
Very cozy space. Fabulous bar, pool table and games room. Enjoyed my over night stay. Host was very responsive and sent clear instructions
Guesthouse in Richmond Hill
5 out of 5 average rating, 3 reviewsCozy Bachelor Suite w/ Private Entrance & Parking
Nojan place was all that and more. He actually gave us a full write up on all local pharmacy, grocery stores etc. for our convenience. Although there is only one parking spot per unit there is street parking available at a very low cost and Nojan helped us find the registration site so we could park freely. Great stay, great host, and great company in other units. All round 10 STARS.
Guesthouse in Ajax
4.59 out of 5 average rating, 22 reviewsLuxury 2 Bedroom 2 Washroom Legal basement Apart
We loved the stay.. The Host was so responsive to all of our messages (both prior to and during our stay) providing us with helpful information for our arrival, checkin and stay. The AirBnB was very clean and we were comfortable.
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