
Guesthouse holiday rentals in Greater Toronto and Hamilton Area
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Top-rated Guesthouses in Greater Toronto and Hamilton Area
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Greater Toronto and Hamilton Area guesthouses
Family-Friendly guesthouses

The Carriage House @ Mingle Hill
I am an owner of a B&B and this spot is the best place I’ve stayed. Emily and Randy are phenomenal hosts!!! The space has everything you could think of including a first aid kit and Tylenol which comes in handy in wine country. The down pillows were very comfy and so was the bed. The bathroom area has a heat lamp to keep you extra warm after a shower. The place has beautiful curated antiques and lovely lavender products from the lavender farm. The farm fresh eggs and bacon add to the whole experience. The hosts have a beautiful store that sells amazing lavender products from their farm. We walked the grounds also which were very a great example of all of Emily’s and Randy’s hard work!

Self Contained Luxury Studio Coach House
The place is great. Well situated and very clean. Very private and the hosts we very welcoming.

Country Cabin Escape | King Bed | Pet Friendly
I spent one night at this property with two friends and had a wonderful experience. The cabin was exceptionally clean, including the washroom, and came fully equipped with all the necessary amenities. Both the kitchen and the shower had reliable hot water, which added to the comfort of our stay. The natural surroundings were peaceful and scenic, with beautiful woods and well-maintained trails that made for a perfect afternoon walk. Our host, Lisa, was welcoming and attentive, ensuring everything was in place for a smooth and enjoyable visit. This is an ideal spot for anyone looking to relax and recharge in nature. Highly recommended!

14 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.

*Cozy&Chic LL 2Bed 2Bath-Kitchenette l *Near LAKE*
Une place vraiment internet intime et comfortable parfait pour une vacance

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.

Modern Country Escape
I had a lovely stay at Jenne's place. It's a pristine, elegant space in tranquil surroundings, and Jenne clearly put thought into even the smallest details. She was also a very kind and responsive host. It's the perfect place to let the stress melt away. I hope to stay there again sometime!

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 ..!!!
Guesthouses with a patio

Lovely & Cozy Apartment lots of natural light
the place was super comfortable. looked exactly like the pictures. i loved the quality of the furniture, the bed and the couch were very comfortable, and the garden with the view was very peaceful. will come back again

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.

Loft in Jordan: private balcony, close to wineries
This Airbnb was perfectly cozy and clean. It’s the perfect stay for couples visiting the area. If I visit again, I’ll for sure be staying here!

Luxurious Apartment overlooking Ravin & Pool
I had a great stay at Farah's place! The unit was clean and looked exactly like the photos. The host was very friendly and responsive. I would visit again!

Zen Rustic coach house quiet private
An incredible, relaxing stay. Thank you, Marlene

Miller's Meadow Your Exclusive Country Getaway!
Very thoughtful and responsive host. Loved the open area behind the place. Beautiful nature and quiet. Even saw a flock of turkey!

Brand new studio suite
We absolutely loved our stay at Erica’s. We loved it so much we booked a second night. The place is pristine and spotless and well appointed. The outdoor space was comfortable and private. The location is walkable to downtown and in a quiet neighborhood. We are already planning our next visit.

Headwater Haven | 2 King-Beds
I had the most lovely stay in this beautifully appointed, tasteful, sweet airbnb which was home for just two days. Serene and quiet with ultra comfortable king size beds. The proximity to trails both hiking and cycling, the gracious host and the thoughtfulness of both the decorating, extras and essentials were so sincerely noticed and appreciated. I would recommend this airbnb to anyone who wishes to explore the Niagara escarpment and stay in an elegant, centrally located carriage house/home.
Guest house rentals with a washing machine and dryer

BosHaven Guest House
Mar’s guest house is absolutely stunning — brand new and thoughtfully designed like out of a décor magazine. Every detail felt intentional and inspiring. Mar was incredibly friendly and responsive throughout our stay. When we noticed a couple of essentials like oil and salt were missing (despite being listed), she immediately went out and picked them up for us, which we really appreciated. Highly recommend staying here — we’d absolutely come back!

The Carriage House
My wife and I had a wonderful stay at The Carriage House. Stephanie was a great host who very graciously allowed us to check in early due to an early flight. The Carriage House was cozy and we had plenty of space. The bed was comfortable and the shower, while a little tricky to figure out, had plenty of hot water. The location was perfect for our day trips to Niagara Falls, Syracuse, Salamanca, and Victor NY. We enjoyed watching the sheep and chickens on the property. The 11:00 check out time was also nice as most places we stay want you out by 9:00-10:00. We would definitely stay here again. If you stay here, be sure to eat at Stone’s Countryside Tavern. The prime rib dinner was amazing and so was the hot turkey sandwich.

Incredible summer2025 sale Lux. fully private unit
My second time staying at Zeinab and Ahmad’s. Will be back again. They are very responsive! Ahmad was wonderful about coordinating with me to have a package delivered, and on my first day I came back to the place to find Zeinab left me a care package of fruits and vegetables. I love the neighbourhood. The parking space is great! In the driveway and not complicated.

The Lexington Loft - A Modern & Industrial BNB
This is our second stay at this unique property and, once again, it didn’t disappoint. This year, we had nice weather and we were able to enjoy the private patio which was an added bonus. We hope to return next year! Thanks Mikela and Mark!

Guest House in Western NY
Stayed here while spending a week visiting relatives in nearby towns. Perfect stay. Definitely would come back the next time I visit the area.

bright charming 2bdrm private suite walk to Falls
This place is worth the stay! We found it so charming, plenty of space for my wife and teen daughter. We LOVED that it had a King bed for us. Lots of space in the armoire’s in each as well. Loved the rooms overall, no honest complaints! The kitchen/ dining area and attached living room, with a futon couch, was also plenty spacious for the 3 of us!! We spent a couple nights hanging out talking about our days together around the futon and living room coffee table. It was so nice to have a gathering space still. The kitchen was immaculate. Tons of plates/silverware/ cooking stuff. Felt easy to make food if you wanted to. Loved the washer/dryer but didn’t use it. The door/staircase down to the unit was a little tight with suitcases but not awful. Easy to work the door lock to get in. The door does not have a latch at the bottom, so some may feel uncomfortable, but we felt safe the whole time still! Loved this place, would definitely come back again AND recommend to others! ❤️

Cozy 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.

A bright & stylish urban studio
Really beautiful place within walking distance of whatever you could possibly need, responsive and helpful hosts with lots of amenities
Destinations to explore
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- Boutique hotel rentals Greater Toronto and Hamilton Area
- Rentals with a washing machine and dryer Greater Toronto and Hamilton Area
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Exhibition Place
- CF Toronto Eaton Centre
- Toronto Zoo
- TPC Toronto at Osprey Valley
- Clifton Hill
- Massey Hall
- Royal Woodbine Golf Club
- Harbourfront Centre
- Jackson-Triggs Niagara Estate
- Yonge-Dundas Square
- Trinity Bellwoods Park
- Niagara Falls State Park
- BMO Field
- Royal Ontario Museum
- Royal Alexandra Theatre
- Things to do Greater Toronto and Hamilton Area
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