Toronto Guest Houses

Hello Yellow Brick Road

• 6 guests

• 3 bedrooms

Wawarsing, New York

This newly renovated cabin is the perfect weekend getaway for a busy New Yorker, just a 2 hour drive from Manhattan in Ulster County, NY. Tranquil and understated with pops of character and colour, minimalist tendencies and a sense of fun coexist perfectly.

On Cloud Nine

• 2 guests

• 1 bedrooms

Near North, Chicago

Chicago isn't just known for its lively music scene and deep-dish pizza, but also for its larger-than-life architecture – after all, those skyscrapers speak for themselves. The best way to make the most of the magnificent metropolis?

I’m With The Band

• 6 guests

• 3 bedrooms

South Loop, Chicago

This bright apartment located in the music hub of South Loop is perfect for a family holiday in Chicago. You’ll have options for outings galore, with jazz bars and restaurants at your doorstep, as well as iconic sites like Chess Records, once home to legends like Chuck Berry and Muddy Waters.