Read "Break Free: The Ultimate Guide to Housesitting"

Break Free on Amazon.com

This book goes into great detail about how to plan a trip where you do house sitting in a remote location as an alternative to booking a hotel room. The book is only available in the Kindle format, but it is part of the Kindle Unlimited package so it's free if you do have a Kindle account.

The author of this book has used this technique extensively to travel and the book is chock full of things to watch out for and ways to improve your odds of landing this kind of opportunity.

Note that there are definitely risks to contracting with strangers in a remote location, so approach this idea carefully!