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What is the longest dog sitting stay you have had?

Just got a request for a one-month stay -- up until now I have only had up to one week stays, which have all gone really well, so I am considering this. The owner was very up front and doesn't seem to be worried about the very big price tag, and is planning on coming over for a meet and greet this weekend so that her dog can meet my pups and household.

Are there any special precautions you take for especially long stays -- longer meet and greets? Emergency contacts? I have only had one Rover guest that wasn't a good fit for my household (even though they seemed great at the meet and greet), but that was a 1 day stay so I could deal with that... I worry that this one MONTH stay could end up like that!

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Make sure there is enough food for the dog, and if you are sitting at the person's home, enough toilet paper for the sitter!

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I've had one and two month stays. The best advice I wish I thought of was make sure they supply enough food or have a back up plan if they run out. Like can you contact owner to either ship you more food or will you be compensated upon their arrival. I would even suggest a trial run. Maybe have the doggie over for a night. This way you can see how the dog behaves without the owner AND at night.

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I've had one month stays. In addition to food and a local emergency contact, you should ask if you can buy toys and/or anything necessary and be compensated. Besides, you will probably want to take him/her to a groomer at the owner's expense as dogs can get smelly quickly especially if they frequent dog parks or are allowed free roam in the backyard. You also want to make sure you like this dog a decent amount. Don't say yes too quickly because of money. Be selective!

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That would be a great sit!!!! I would have an in depth meet and greet and make sure that it is a good fit. A single nite trial run is a great idea. This would be a closer association than a marriage so you have got to make sure it is a good fit.