Our family and friends are mostly more “successful/rich” than us
They go skiing, to Maldives, kids in private school etc.
I don’t really envy them, as we are happy with the choices we made: we like the local state schools, we have fun seeing family and friends instead of fancy holidays. We don’t eat out, but have nice food at home. We can spend time with DC as no long hours/business travel. I am at home and only work part time so we can have a dog.
I think counting what you have (nice friends, living in a nice place, decent state schools, getting on with eachother, crazy dog that makes us laugh, having a car (so it’s an old Skoda, so what), etc
It’s not all sunshine and roses
but I find counting what you have, what matters to you, is so much better than wanting what others have.
IMO private school is not worth it anyway 
Saying all that, your worries are real and it sounds very stressful, and I really hope you and your husbands jobs are ok. It’s a stressful time for lots of people.
Your family/friends sound thoughtless and self obsessed with their bragging and their trips, maybe you need to start looking for nicer friends.
I have a friend who often asks why we don’t ski, as she is sure we’d love it... She can’t understand the concept of not having thousands to spend on a holiday 