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Group getaways & celebrations

Bring everyone together, under one roof

Milestone birthdays, reunions, anniversaries, friends' weekends, the holidays — spacious GTA homes with the bedrooms, living space and kitchens to host the whole group, not scatter them across a hotel.

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  • Everyone under one roof
  • Room to gather
  • Split the cost, simply

What groups come to us for

The space to actually be together

Milestone birthdays, reunions, anniversaries, friends' weekends, the holidays — spacious GTA homes with the bedrooms, living space and kitchens to host the whole group, not scatter them across a hotel.

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Everyone under one roof

Enough bedrooms and beds for the whole group, so nobody's booking a separate hotel down the road.

Room to gather

Big kitchens, open living areas and outdoor space for the long dinners and late nights that make the trip.

Split the cost, simply

One home, one total — and a workspace that lets everyone pay their share, so you're not fronting the whole thing.

Space for every sub-group

Separate levels and living areas so the early risers, the night owls and the kids each have room to breathe.

The whole home is yours

Complete privacy for your group — the full run of the house, not a shared floor in a hotel.

Professionally run

Prepared to a consistent standard and supported by a local team, so the weekend is about the people, not the logistics.

The homes

Room for the whole group

Large homes sized for a whole group. Tap any home for photos, live availability and an instant quote.

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Good to know

Common questions

How far in advance should we book?

Large homes are typically booked 8 to 12 months ahead, especially for summer and long-weekend dates. Smaller homes and mid-week stays are often available 3 to 6 months out.

Can our group split the cost of the home?

Yes. With Canterra Stays it's one home and one total, with easy split payments across the group — so no one person fronts the whole bill.

How many people can a group home sleep?

Spacious GTA homes and estates sleep groups of up to 20, with the bedrooms, living space and kitchens to host everyone under one roof rather than scattering the group across a hotel.

What occasions are group stays good for?

Reunions, milestone birthdays, anniversaries, friends' weekends and holidays — homes with separate levels and living areas give every sub-group space to retreat to.

Where are the group homes located?

Across the Greater Toronto Area — Brampton, Mississauga and Toronto — near Pearson Airport and major routes, with shopping, dining and entertainment close by.

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Organize the trip — and the bill — in one place

Build your headcount, assign rooms across the house, and let everyone pay their share of one home with split payments and clear invoices — all from one private workspace.

Free — saves to your browser; enable sync to collect everyone's share online.

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