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Guest house holiday rentals in Pickering

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Popular amenities for guest house rentals in Pickering

Family-friendly guest house rentals

Guest favourite
Private room in Little Portugal
4.95 out of 5 average rating, 40 reviews

Private Guesthouse with Sauna

JohnRating, 5 stars3 weeks ago
Everything in this carefully designed duplex coach house is just so. Unlocking the European-style tilt & turn outer door maybe a challenge at first, but it works well. Two large non-representational paintings are pleasing dashes of colour in the main studio bedroom. The loft sauna is very cleverly designed and easy to use. The passageway to access the backyard and the suite is as little as 22-inches wide at a couple of points, which may be difficult for some people and luggage to traverse. But it's worth the squeeze!
Private room in Markham
4.82 out of 5 average rating, 74 reviews

friendly house

TomRating, 5 stars64 months ago
Very friendly, even helped me find my keys. I will stay there again.
Guest favourite
Guest house in Trinity-Bellwoods
4.92 out of 5 average rating, 156 reviews

Cozy & Bright Private Suite in Trinity Bellwoods

LizRating, 5 stars2 weeks ago
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!
Top guest favourite
Guest house in Leslieville
4.93 out of 5 average rating, 315 reviews

Free Parking 2BD Queen St. East

MitchRating, 5 stars1 month ago
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!
Superhost
Guest house in Bronte West
4.6 out of 5 average rating, 10 reviews

*Cozy&Chic LL 2Bed 2Bath-Kitchenette l *Near LAKE*

JulieRating, 5 stars5 months ago
A truly intimate and comfortable internet spot perfect for a vacation

Guest house rentals with a patio

Guest favourite
Guest house in Pickering
5 out of 5 average rating, 5 reviews

Romantic Private Guest House

DanielRating, 5 stars1 month ago
Clean place, quiet neighborhood, well stocked with supplies. Soulmaz was always very responsive. If I needed a place to stay in the area again, I would go back.
Guest favourite
Guest house in CA
4.92 out of 5 average rating, 24 reviews

Adorable GH in beautiful Claremont/scenic view

StephanieRating, 5 stars1 month ago
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.
Guest favourite
Guest house in York
5 out of 5 average rating, 27 reviews

Junction Private Laneway Suite with Backyard

MārtiņšRating, 5 stars6 days ago
Nice place, quiet neighbourhood
Top guest favourite
Guest house in Port Perry
5 out of 5 average rating, 91 reviews

Lakeside Guest Suite, on Lake Scugog, Port Perry

RebeccaRating, 5 stars1 day ago
Much more than one could expect. Peaceful, cozy and well kept. The views are amazing and having access to the water and dock was a definite plus. Craig really thinks of the details right down to snacks, drinks and a handmade sign awaiting your arrival. Very good communication and quick response time to any and all questions m. I would recommend this spot and return again for sure.
Guest favourite
Guest house in North York
4.97 out of 5 average rating, 32 reviews

Luxury 1BD Suite/A+ Location!

DimitriRating, 5 stars1 month ago
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.
Top guest favourite
Guest house in Pickering
4.96 out of 5 average rating, 26 reviews

Frenchman Bay Luxury Basement

AaronRating, 5 stars2 weeks ago
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! ❤️
Guest favourite
Guest house in Aurora
4.91 out of 5 average rating, 23 reviews

Delightful One-Bedroom Unit Aurora W/ free Parking

YuRating, 5 stars4 weeks ago
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.
Guest favourite
Guest house in Rexdale
4.96 out of 5 average rating, 25 reviews

Private Guest Suite in Toronto

AntonyRating, 5 stars2 days ago
Quiet neighborhood and good location. Top for visiting Toronto

Guest house rentals with a washing machine and dryer

Guest favourite
Guest house in North York
4.93 out of 5 average rating, 15 reviews

Private Unit Near Finch Stn with Parking

SharonRating, 5 stars1 day ago
Lisa was very friendly and welcoming Easy to contact
Guest favourite
Guest house in East Danforth
4.94 out of 5 average rating, 36 reviews

Guesthouse w/ HOT TUB mins from Subway & Danforth

PamelaRating, 5 stars4 weeks ago
Perfect location, communicative host, lean, affordable. And, the sweetest cat to greet us each morning. Could not ask for anything more
Top guest favourite
Guest house in Brampton
5 out of 5 average rating, 55 reviews

Bright and Airy Guest Suite with Pool

GiovanniRating, 5 stars1 week ago
amazing place loved the sauna and pool Shawn was great and always responsive
Top guest favourite
Guest house in Richmond Hill
4.97 out of 5 average rating, 86 reviews

"Modern Urban Studio Retreat"

tatianaRating, 5 stars5 days ago
Shiva’s place is one to book. It is as described and has all and even more of the amenities needed for a short stay. The place was squeaky clean and very comfortable. The offered snacks, coffee, tea was bonus.
Top guest favourite
Guest house in The Beaches
5 out of 5 average rating, 30 reviews

My Happy Place - Beaches Apartment

澤井Rating, 5 stars3 days ago
Maria is a kind person, she always cared if we were comfortable. The apartment is easy to access by street car ,very clean and easy to checkin.
Guest favourite
Guest house in Markham
4.93 out of 5 average rating, 29 reviews

Chic & Cozy 1Bed Guest Suite

Shehzer KhanRating, 5 stars2 months ago
Had such a beautiful stay at this property! Shayan was incredibly nice and easy to communicate with, which made the whole experience even smoother. The property itself was very clean, well-maintained, and truly equipped with everything I needed. It’s a really lovely space—comfortable, thoughtfully set up, and in great condition. I would absolutely stay here again and highly recommend it to anyone looking for a relaxing and hassle-free stay.
Top guest favourite
Guest house in Upper Beaches
5 out of 5 average rating, 17 reviews

2BR, 2Floor, 2Balcony, Rooftop Deck, Upper Beaches

MikeRating, 5 stars1 week ago
We stayed here for 9 nights. It was great for us as one couple. The living space, kitchen, and bathroom are on the main floor at the top of the entry stairs (above the downstairs unit in the building). The bedrooms are on the top floor up the next set of stairs. We loved the kitchen and dining area. Just a great, nice open space (washer & dryer were great). We also loved the rooftop balcony! It required going up and over a step and ducking a bit through the door, but we managed that fine. Finally, the neighborhood! It was a combined 45 minute walk + subway ride to get into the heart of the city. We came to love that, with how excellent the neighborhood is in terms of peacefulness at home plus amenities along Danforth (<10 minutes walk). We used all options of subway, streetcar, and buses and really appreciated the flexibility. Many recommendations, but 1. Thai Room; 2. Stone Lion; 3. Left Field Brewery; 4. Pizza Nova; 5. Prohibition; 6. Amsterdam (to add to the 'knowns').
Superhost
Guest house in Ajax
4.6 out of 5 average rating, 25 reviews

Luxury 2 Bedroom 2 Washroom Legal basement Apart

RenataRating, 5 stars5 months ago
The house is wonderful ,everything very clean of very good taste , I would definitely come back and super recommend !!!

Quick stats about guest house rentals in Pickering

  • Total rentals

    20 properties

  • Nightly prices starting at

    $38 SGD 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

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