
Guesthouse vacation rentals in Greater Toronto and Hamilton Area
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Top-rated guesthouse rentals in Greater Toronto and Hamilton Area
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
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Family-friendly guest house rentals

Guesthouse in Oakville
4.93 out of 5 average rating, 196 reviewsSelf Contained Luxury Studio Coach House
My niece and I had a wonderful stay in Oakville. It’s a lovely studio and had anything with needed. Lots of cute decor and on a cold evening the electric fireplace was cozy. The place was very clean and welcoming. We were there for the Taylor Swift concert and it was very convenient to the Go train and shops and restaurants. I highly recommend this location.

Guesthouse in Schomberg
4.93 out of 5 average rating, 406 reviewsCountry Cabin for Long and Short Stays King bed
this is our second stay at the cabin! feels right like home when you first walk in, so cozy, so comfortable. everything is clean, and ready, beds made, towels out, good to go! the cabin is equipped with everything you may need, cooking utensils, paper towel, cutlery, there wasn’t anything we wish we would have had available. our only concerns this visit staying in the winter, were it seemed that the kitchen tap was freezing as occasionally there would be no water, and the shower did not have hot water for very long! the microwave also seemed to be malfunctioning saying the door wasn’t closed when it was, but that’s a minor issue. just needed some fiddling to get it to work! we will definitely rebook here again, so much more comfortable than any hotel, and the grounds are so conducive to bringing your dog/s if need be :) can’t wait to rebook! thanks again for the great stay :)

Guesthouse in Waterford
4.78 out of 5 average rating, 85 reviews14 acre forest paradise Upscale Loft with Pool
The place was very nice, quite & peaceful area, walking trail on the property, surrounded by nature. It was very enjoyable for the time that was spent there. Very nice hosts. Would definitely rent again.

Guesthouse in Toronto
4.91 out of 5 average rating, 148 reviewsCozy & Bright Private Suite in Trinity Bellwoods
The place was exactly as described and had everything I needed during my stay. Amanda was very communicative and helpful, and the Google doc of things to do in the area and places to eat was very appreciated! Great location that made it easy to get around the city. I was a little bummed that the fireplace was out of order, as it is winter and I always run cold, but everything else was perfect! Would definitely stay here again, if I ever find myself back in Toronto.

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 Oakville
4.56 out of 5 average rating, 9 reviews*Cozy&Chic LL 2Bed 2Bath-Kitchenette l *Near LAKE*
A truly intimate and comfortable internet spot perfect for a vacation

Guesthouse in Orangeville
4.95 out of 5 average rating, 349 reviewsSunny Pines Farm Studio Tennis Court/Bruce Trail
Fantastic property with the back fields. Our dogs had a blast. Some fantastic options for food around. Had an unexpected issue during our stay that is out of their control. They were very responsive and reasonable to communicate with. Will still come back and certainly recommend to others.

Guesthouse in Collingwood
4.89 out of 5 average rating, 170 reviewsPrivate garage apartment near downtown Collingwood
Great place to stay, worth the money, it was close to downtown and the hosts were very friendly!
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 Brantford
4.96 out of 5 average rating, 51 reviewsZen Rustic Garden suite private yoga deck$99 priva
It was a lovely, cosy place to stay on a cold winter night, but we now want to come back in summer. Marlene was very helpful and responsive. We were delighted to find a lovely bottle of wine waiting for us after a very long day.

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 Delhi
4.97 out of 5 average rating, 126 reviewsR&R La Petite Rhineland Retreat
Erika, our host, made our stay truly exceptional. Her outstanding communication ensured a seamless experience from booking to check-out, and her clear instructions made everything effortless. She exemplified true hospitality, going above and beyond to make us feel welcome with her thoughtful attention to detail. Beyond her warm hospitality, Erika curated a space that felt like a perfect retreat. Cozy and inviting, the AIRBNB was stocked with fresh eggs, half-and-half, muffins, and an assortment of snacks and beverages, adding a touch of luxury. Even the snow was cleared, making everything stress-free. Thanks to Erika’s care and thoughtfulness, my wife and I had a wonderfully relaxing and rejuvenating stay—we will definitely return!

Guesthouse in St. Catharines
4.83 out of 5 average rating, 53 reviewsPort Dalhousie Guesthouse Sleeps 4
If you're looking for somewhere private, peaceful and away from the noisy busy life, then Swey's home is the place for you. This boho-style studio home comes with a campfire, soft bed, board games and a beautiful view of Lake Ontario. Swey was very responsive to all of my inquiries and provided clear instructions. Thank you Swey for providing your home to us!

Guesthouse in Stratford
4.93 out of 5 average rating, 121 reviewsBrand new studio suite
Beautiful, peaceful, quiet and unique space. Great location for a weekend stay. Loved the backyard and hot tub. Host was very proactive and responsive. We would definitely stay again.

Guesthouse in Pickering
4.93 out of 5 average rating, 27 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!
Guest house rentals with a washer and dryer

Guesthouse in Churchville
4.98 out of 5 average rating, 204 reviewsThe Carriage House
This is a wonderful place. I just stayed here for the second time and highly recommend to others. The hosts are very kind and responsive and the house is cute and cozy.

Guesthouse in Mississauga
4.83 out of 5 average rating, 35 reviewsLuxury Fully Renovated Guest House - fully private
This place was a great find! Not far from major highways, close to shopping, spacious, and comfortable. Wonderful place at a great price. Met my every need. Hosts were very friendly and easy to communicate with.

Guesthouse in Niagara Falls
4.85 out of 5 average rating, 176 reviewsbright charming 2bdrm private suite walk to Falls
Tina was communicating with instructions before our arrival. Instructions were clear and easy to follow. Place is very cozy and we felt great. Location is great!!!!! She placed some earplugs for us to use for the noise. I personally are not bothered by the noise, my other 2 friends did make a comment about the noise when people walk upstairs and when the toilet is flushed upstairs but they had a pleasant stay too. We would definitely come back and stay here and definitely recommend this place and Tina!!!

Guesthouse in Mississauga
4.92 out of 5 average rating, 25 reviewsCozy guest unit
excellent hosts, very cooperative and super friendly....the basement was exactly as shown in the pictures....had a great stay here...would definitely be my 1st choice for any future Mississauga stays.

Guesthouse in Corfu
5 out of 5 average rating, 56 reviewsMiller's Meadow Your Exclusive Country Getaway!
Great one bedroom apartment! Beautiful bathroom and living room!! Definitely will book again!

Guesthouse in Orangeville
4.96 out of 5 average rating, 126 reviewsA bright & stylish urban studio
Andrew and Amee were awesome hosts. I arrived just as a blizzard and cold spell began and they were there immediately to clean up the snow and make sure everything was fully operational. Close 5-6 minute walk to the downtown area as well. I enjoyed my home away from home and would love to come back next time I visit Orangeville!

Guesthouse in Feversham
4.92 out of 5 average rating, 177 reviewsGuesthouse Getaway
The suite was a perfect base camp for us to recharge while hiking the Bruce Trail for a few days. It is tastefully decorated and we felt right at home in their well-equipped kitchen, comfy beds and hot shower. I even enjoyed their soaker tub a couple of times. It was easy to find, check in, and it felt new. Highly recommend!

Guesthouse in Delhi
4.98 out of 5 average rating, 42 reviewsPrivate House, sleeps 3 people
we've stayed here a few times now. It's always clean and tidy and everything always fresh. Has all the basics that you need. Convenient to downtown area and plenty of parking. Def recommend
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