Search Guest Houses in Chester Station from CA $97

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Check prices for these dates

Our top choices for Chester Station guest houses

1. A Seaton Dream

A Seaton Dream
3.5 star property
Downtown Toronto
9.4 out of 10, Exceptional, (222 reviews)
"excellent stay. very friendly hosts"
Canada
Doug
A Seaton Dream

2. Sumach House

Sumach House
3.0 star property
Downtown Toronto
10.0 out of 10, Exceptional, (1 review)
"Our stay at Sumach House was absolutely amazing! The room looked exactly like the photos, and the host was incredibly responsive and attentive. One thoughtful touch that really stood out was receiving a message at 1 p.m. letting us know our room was ready in case we wanted to check in early. That had never happened to me before, and I really appreciated it! The house itself is beautiful, filled with charming details and unique finds. We loved the terrace, and although we didn’t get a chance to...
Canada
Fiorella
The price is CA $110
CA $215 total
includes taxes & fees
Dec 6 - Dec 7
Sumach House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Compare popular hotels close to Chester Station

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A modern building with a glass facade, surrounded by a cityscape at dusk.
Four Seasons Hotel Toronto
5.0 star property
9.6
Exceptional
1,002 reviews
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An outdoor patio with tables and chairs, a brick building with a sign reading "NO VACANCY", and a glass wall reflecting the sky.
The Broadview Hotel
4.0 star property
9.4
Exceptional
1,335 reviews
View
An outdoor dining area with tables and chairs, surrounded by greenery and a building with large windows.
The Anndore House, part of JdV by Hyatt
4.0 star property
9.4
Exceptional
1,173 reviews
View
A modern hotel lobby with a central bar area, seating arrangements, and contemporary lighting fixtures.
Canopy By Hilton Toronto Yorkville
4.5 star property
9.4
Exceptional
1,503 reviews
View
A modern high-rise building with the name "TOOR" on the top.
TOOR Hotel Toronto, part of JdV by Hyatt
4.0 star property
9.4
Exceptional
1,287 reviews
View

Top reviews in Chester Station

Frequently Asked Questions

What types of Guest Houses can I find in Chester Station?

When you’re looking for Chester Station Guest Houses in 2026, you can use Expedia’s filters to find accommodation that’s family-friendly or business-friendly, and narrow down your search results by amenities, price per night, and much more. For example, you can search for Guest Houses that welcome pets, or one with accessibility features. You’ll find a range of places to stay to suit every budget, so if you're looking for cheap Guest Houses in Chester Station, use our simple search function to help you secure a good deal. If the exact location of Guest Houses is important to you, try our map facility to view available places in relation to each other and to Chester Station.

How much do Guest Houses cost in Chester Station?

Prices for Chester Station Guest Houses can start from as little as CA $97* in 2026. The cost per night varies depending on several factors, including the amenities on offer at Guest Houses, the exact location of Guest Houses and how far they are from Chester Station, as well as how high the demand for accommodation is near Chester Station on the dates of your booking. At Expedia, we cater for every budget, so if you’re looking for cheap Guest Houses in Chester Station, you can sleep easy knowing that we’ll help you to secure some of the very best deals on offer.

How to find the best deals on Chester Station Guest Houses?

Expedia’s search function can help you find a great deal on Chester Station Guest Houses. Changing the sort order of your search results can help you to find cheap Guest Houses in Chester Station at a glance. If you have a specific price range in mind, try selecting minimum and maximum prices per night to narrow your results. You can also filter by guest ratings and star ratings to find some of the best offers for Guest Houses within your budget. Don’t forget, if you’re an Expedia Rewards member, you can use the ‘Member Prices’ filter to make instant savings on your booking.

Why should I choose Expedia to book Chester Station Guest Houses?

One of the many benefits of booking Chester Station Guest Houses with Expedia is the clear and simple search function. When you use the many filters on offer, you can easily compile a shortlist of fantastic places to stay, and make comparisons between the different Guest Houses so that you can choose exactly what you need. At Expedia, it’s possible to create your own customized package and make great savings by booking flights, car hire, and more at the same time as Chester Station Guest Houses. And don’t forget that with free membership to Expedia Rewards, you can earn points on all eligible purchases, and build your points total to use towards future travel.

What is the cancellation policy on booking Chester Station Guest Houses?

It’s often possible to change or cancel bookings at Chester Station Guest Houses without a fee, but it depends on the rules and restrictions of the various Guest Houses. Many booking options offer a window of flexibility, for example a full refund if you cancel more than 24 or 48 hours before Chester Station arrival dates. It’s best to check the policies of the individual Guest Houses before making a booking, if flexibility is important to you. You can filter for the ‘Fully refundable’ payment type when you search for Guest Houses. You can also view the terms of the different Guest Houses at any time by checking the details of your booking at Expedia.

*Prices and availability are subject to change. Additional terms may apply 

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