Here's another vote for a vacation fund.
We actually travel quite a bit (couple times a year) and also live in the Northeast (Mass.) on one salary with 3 kids (10, 8, 5).
What I have found is that there are certain tricks I use to make a trip happen. Here are some of them that may help you too.
1, There are always deals out there. One of my favorites is SkyAuction.com. We have had awesome trips - particularly Disney - and only spent about $250 for lodging for the week. That is in a full condo..not hotel. But watch all the taxes and fees. And don't be afraid to try somewhere new that is on sale. You may find out you love this new place.
I also like
www.travelzoo.com...they list the best travel deals on the internet each week. Sign up for their weekly newsletter.
2.If you can go places off season things are usually cheaper.
3.For me this is probably THE MOST important way I can guarantee we will actually go somewhere.
Booking way in advance! I'm talking like a year or even more. I have found that prices are usually less if you book far in advance. If we know something is planned, we somehow come up with the money. (There are a lot of last minute specials too, but that is hard for a family.) If I waited to have the money sitting there it would never happen. We already booked a cruise for next Feb. and put a deposit down. Now I know how much I need to come up with between now and then. I figure if things get really tight, I can always do Ebay or babysitting or something.
4. Keep checking prices...constantly. This can be a pain. But I just saved $200 on our Feb. flights on JetBlue by doing this. So now I have a credit I can use for our next trip.
This also works a lot with rental cars. I always book immediately upon deciding to go somewhere and then keep checking codes and rates. You'd be surprised how quick they change on even an hourly basis.
5. We also usually stay longer than a week...about 10 days - especially if we fly. I figure we still have to eat anyway...so I might as well be somewhere on vacation eating for a few extra days.
I guess the trick is really planning and finding out what you can cut out to make it happen. For me that is curtailing my Dunkin Donuts coffee, not eating out a lot and watching my grocery bill. Those little $1 or $2 each day add up to a lot of money each month.
My friends wonder how we can afford to go away so often, but these are just some simple things I do because I love to travel.
One other thing I do is not automatically book a place because someone told me about it or I saw it advertised. I really investigate places before we decide to go. (TripAdvisor.com is great for that.) We have saved a ton of money by staying 5 minutes further away from something or going a different week if the rates are less. This just takes a lot of legwork...which I love because half the fun to me is the thrill of the hunt.
One final thing is to not compromise on what is important to you. If you will only be happy at a certain resort, then you should try to stay there. For me...I will only fly direct flights if possible. With three kids I hate the idea of making layovers or transfers. But for others that is no big deal. I guess its just finding out what works for your family.
Hope this helps you a little.
HeatherC