We were traveling from the U.S. to Canada for a TrustedHousesitters sit and ran into some issues at the border. Theytold us we could enter, but there was a lot of questioning because they seemed confused when we explained that we were entering Canada to house sit through TrustedHousesitters. They a…

You never tell border control you are entering to house sit. You say you are entering as a tourist. Best to have a reservation for a hotel or hostel for al least a night. Or in a van let them know where you plan to camp. Someone mentioned to make a reservation you can cancel once you pass the bo…

[image] Challenges with Border Guards - RE the Laws Sitter Questions, Advice & Chat Hi everyone! I’m new to HS and so far loving it. I was coming from Canada to the US for a sit. I was honest at the border crossing and I got given a really hard time at the cro…

This is like the third thread on this topic this week. Is it that people are traveling internationally again?

Hard to say if there’s more traveling per se, but I wouldn’t be surprised if US/CA crossings are receiving a bit of additional “scrutiny” following the events of the past few weeks. I’d be prepared for longer waits & more questions on both sides of the border for a bit, just in case. As a US citize…

There are multiple threads on here about this. Users themspyglass to search. Bottom line is never tell border officers you are in country to house sit. You are there as a tourist.

[image] improvmike: they seemed confused when we explained that we were entering Canada to house sit through TrustedHousesitters. You’re fortunate that you didn’t get turned away, they were extremely accommodating and allowed you to enter the country for a purpose that is considered to be bre…

OMG…this sounds awful. I haven’t attempted to travel outside US w THS yet!

I’m sorry if I made it seem awful; I was just trying to outline the way I’m prepared to answer the questions seamlessly. I’ve been traveling internationally for so long that it’s just become second nature. Honestly it feels more like a bit of a game to me, as we all know we’re not taking anyone’s j…

Oh no I didn’t mean it like that for sure! I was just dreading the day if I ever go outside US!

Has Anyone Had Issues Crossing Into Canada or other Countries for a TrustedHousesitters Sit?

Sitter Questions, Advice & Chat

Jenny 28 August 2026 13:06 2

Welcome back @improvmike - good to see you.

You might find this post useful - it links to a number of posts on a similar subject

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Issues with Customs and Immigration Sitter Questions, Advice & Chat	16	362	26 August 2026
Immigration Experiences When Travelling Abroad for a House Sit Sitter Questions, Advice & Chat	10	204	11 September 2026
Challenges with Border Guards - RE the Laws Sitter Questions, Advice & Chat	927	30460	17 September 2026
Canadian travelling to U.S. for House Sit Sitter Questions, Advice & Chat	33	697	24 February 2026
Our advice when preparing for an international sit Meet-ups & Travel	61	1616	13 December 2025

Has Anyone Had Issues Crossing Into Canada or other Countries for a TrustedHousesitters Sit?

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