
Guest house holiday rentals in Pickering
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Top-rated guest house rentals in Pickering
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
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Popular amenities for guest house rentals in Pickering
Family-friendly guest house rentals

Private Guesthouse with Sauna
Shelley was an extremely friendly and informative host. She was always quick to respond to messages and recommended one of the best pizza places I’ve ever been to in my life that I most likely wouldn’t have found on my own. The space was a bit small for 2 but it worked out great for my wife and I. The location is top notch. My wife and I walked over 25 miles of Toronto and the area Shelley’s place was located was easily the most fun and interesting area we had explored. You can literally NOT find a better place for restaurants and cocktail bars. Every single restaurant and cocktail bar we went in was top notch and VERY easy to walk to. I highly recommend this space if you’re looking to save some money on the place you want to shower and sleep and would rather spend that money on food and beverage.

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

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!

*Cozy&Chic LL 2Bed 2Bath-Kitchenette l *Near LAKE*
A truly intimate and comfortable internet spot perfect for a vacation
Guest house rentals with a patio

Cozy & stylish basement apartment in Mississauga
Very reasonable price. Park across the street and a good ice cream shop within 10 minute walk.

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.

Adorable GH in beautiful Claremont/scenic view
What a wonderful place! They had everything I needed, and it was so lovely and charming. It really felt like home! Plus, it’s conveniently close to all the surrounding towns.

Junction Private Laneway Suite with Backyard
Without exaggerating , it's one of the best Airbnb I've occupied in Canada. The place was super clean had no perfume, and there was no bad smell. 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 decoration and especially the location which is right next to a Mall, several restaurants and public transportation. Host was available and very responsive. Thank you so much 🙏🏾

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.

Luxury 1BD Suite/A+ Location!
Spotless, everything set up to make my stay as trouble free as possible. I especially liked the availability of travel toothbrushes, shaving foam, razors and assorted toiletries. Bright white towels were a nice touch as well. Welcome chocolates, chips and sweet crackers available also. As for the property, ideally located , quiet, beautiful garden with a number of lush green maple trees providing a memorable morning view. Assigned parking in front of the unit. One would be hard pressed to find better for the price in Toronto.

Frenchman Bay Luxury Basement
Huma was so kind and friendly; her warmth made us feel like we were staying with family. The apartment is exceptionally comfortable and clean, with a very nice layout and thoughtful design. The home is easy to access from the highway and located in an ideal spot for exploring the waterfront trails. We enjoyed the bbq and outdoor space, but most of all we appreciated Huma’s amazing hospitality. Thank you, Huma! See you next time! ❤️

Private Guest Suite in Toronto
Great spot for a single person or couple that wants to see and do things in Toronto, but prefer somewhere more quiet and residential to retire at night. The price for a weekend stay was very reasonable. Thank You.
Guest house rentals with a washing machine and dryer

Guesthouse w/ HOT TUB mins from Subway & Danforth
Amazing oasis in the city. Nice to have a hot tub after a long day. I just loved every minute of my stay!!! There was ice cubes in the freezer and a great booklet with everything you need to know! Oh and a Kuerig machine for coffee. that's a nice touch.

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!

Cozy Private Entire Basement 1 Bedroom & 1 Bath
Fantastic stay! Can't wait to visit again.

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.

Downtown Toronto Urban Retreat!
It was a pleasant 3 month stay for me and my wife. Very quiet and scenic, and hosts (Jeff and Jessica) were very kind in accomodating to our needs. Highly recommend!

Tranquil Spacious Unit
I really enjoyed my stay it was nice and quiet and a good area lots of stores around I would definitely stay here again and recommend it and the price is right.

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
Nojan was a great host, very responsive.
Quick stats about guest house rentals in Pickering
Total rentals
20 properties
Nightly prices starting at
₹2,572 before taxes and fees
Total number of reviews
460 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
Destinations to explore
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Toronto Zoo
- TPC Toronto at Osprey Valley
- Exhibition Place
- The Danforth Music Hall
- CF Toronto Eaton Centre
- Harbourfront Centre
- Massey Hall
- BMO Field
- Trinity Bellwoods Park
- Jackson-Triggs Niagara Estate
- Royal Woodbine Golf Club
- Casa Loma
- Dufferin Grove Park
- Royal Ontario Museum
- Cobourg Beach
- Hockey Hall of Fame