Homeowner Cuts Weekend Trip Short After Their House Sitter Breaks In Through A Window And Triggers A $250 Insurance Deductible

One careless moment turned a simple weekend job into a $250 argument.

A dog sitter broke in through a back door window, and somehow that turned a relaxing weekend into a $250 deductible argument.

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OP and their partner left town for the weekend and booked a sitter to stay home and take care of their pup. The sitter locked themself out, then broke the window on the back door to get back in, and by the next day the couple had to cut the trip short, deal with the damage, and start planning repairs.

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Now the real fight is simple and messy: should the sitter pay the deductible, or should OP let it slide?

Let’s dig into details

Let’s dig into detailsReddit.com
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OP and their partner went away for the weekend and paid a dog sitter to stay home and cater to their pup. Unfortunately, the dog sitter mistakenly locked themself out of the house

OP and their partner went away for the weekend and paid a dog sitter to stay home and cater to their pup. Unfortunately, the dog sitter mistakenly locked themself out of the houseReddit.com
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By the next day, the couple found out that the dog sitter broke the window on the back door to get in. At this point, they cut their trip short, relieved the sitter and started making plans to fix the window

By the next day, the couple found out that the dog sitter broke the window on the back door to get in. At this point, they cut their trip short, relieved the sitter and started making plans to fix the windowReddit.com

OP wants the dog sitter to pay the $250 deductible that was triggered due to damage, but their partner doesn’t feel it’s right to make them pay

OP wants the dog sitter to pay the $250 deductible that was triggered due to damage, but their partner doesn’t feel it’s right to make them payReddit.com

Some additional information

Some additional informationReddit.com

OP made a second edit to address questions

OP made a second edit to address questionsReddit.com

The last bit

The last bitReddit.com

It’s like one person questioning their sister’s daycare choice, sparking a heated family rift.

We gathered some interesting comments from the Reddit community

We gathered some interesting comments from the Reddit communityReddit.com

“It was a mistake, plain and simple. Would you have preferred she and the dog just camp out on your lawn with no food and water.”

“It was a mistake, plain and simple. Would you have preferred she and the dog just camp out on your lawn with no food and water.”Reddit.com

“Chalk this up to a learning experience and don’t penalize the sitter for your lack of foresight.”

“Chalk this up to a learning experience and don’t penalize the sitter for your lack of foresight.”Reddit.com

“YTA. what alternative would you have preferred the sitter to do?”

“YTA. what alternative would you have preferred the sitter to do?”Reddit.com

Original Post

Reddit.com

The weekend plan went off the rails fast when the sitter got locked out and had to break the back door window to get inside with the dog.

Once OP and their partner discovered the window damage, they immediately shortened their trip and shifted from “vacation mode” to “fix-this-now mode.”

OP wants the sitter to cover the $250 deductible, but their partner thinks it is not right to make the sitter eat the cost for a mistake.

Reddit went in hard, with commenters arguing whether this was a plain, unavoidable error or a preventable one that cost OP real money.

This is one of those situations where two things can be true at once.

The sitter likely did what they had to do in the moment to get back inside and keep the dog safe.

But leaving the key behind and getting locked out also created a problem that cost real money and stress.

The deductible feels like a fair line to some people and an excessive punishment to others.

Should the sitter pay the $250, or should OP eat the cost and move on? Share your thoughts in the comments.

The sitter may have been trying to save the dog, but OP is still stuck paying for the broken window.

Want another family blowup, read about someone judging their sister for quitting a stable job for a risky business.

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