I know the house hacking concept but we rent in a really nice neighborhood and we have no plans for buying primary residence, I was want to start rentals buy and hold for passive income later refi and get the next one ans so on....

Questions/Advice:-What neighborhoods specifically are desirable as vacation rentals?

Theirs is a really well updated 3/1 in a good, close-in neighborhood.

It's certainly a small town, but has quick access to the Blackstone shopping center and it's not a terrible commute to Worcester (my dad does it every day).

Do not cause a parking problem or any other issues in the neighborhood.  

Heck, my personal duplex in a much nicer neighborhood has window units for both my side and the tenant side (no egress issues).   

Check with the Planning and Zoning Boards to make sure no applications for any objectionable "use" are pending for your neighborhood. 

What metric do you use to measure the class of the neighborhood? 

@Yufei Liu Definitely need to check the zoning for the neighborhood.

I've considered driving for dollars but don't know how to target specific neighborhoods in my price range.