I'm pretty sure most expats that live here and are experienced expats would say that Singapore is a cake walk. Depending upon where you are from and the cost of living index there will determine your opinion on the cost of living here.
Singapore is not cheap but it has everything. The transit infrastructure is well thought out, the range of living accommodations are plenty and there is a lot to do if you get out and explore.
Singapore is a great Hub to travel quickly to anywhere in SE asia and the travel to the US or Europe is not an issue. Air Asia (low cost) even fly's to Australia.
Renting a car is expensive but far less than purchasing.
You can expect to hire a maid at around 500.00 sing plus 265.00 per month gov levy.
If you find a complex hear say Tanglin, Holland, Clementi, Orchard, you can go with a auto and save that way.
A lot of the complexes have kid friendly playgrounds and facilities.
NOW if your husband is negotiating his package here are some helpful tips…
what ever the HR says is the housing budget… DOUBLE it… or say that you will need to see what "suitable" housing is currently costing.
I would say in a expat quality
condo complex 3-4 bedroom w/ maids quarters near a MRT your looking at min.10K
Small dogs are a non issue except for the quarantine rules… have the relocations person help you.
Have schooling included in the contract no matter what.
Most companies will pay but even if your child is not of school age now, you may still be here. If it's not in writing your going to have to pay and thats a BIG expense.
Tax equalization on BIK , home leave tickets,schooling ECT…
Even though singapore taxation here is low by most standards, you still have to file in your home country….
Singapore is efficient, organized, and very welcoming. If you follow the rules,
open to a new experience than theres no easier place to start.
Good Luck!