Jorge is an excellent host. As our flight was delayed and we got to Cascais 5 hours later than it was planned, at 11 pm, Jorge arranged for our late check-in without any problems.
The flat is very good, the location is great, it is about 10-15 minutes from the beach, train station, and the market.
There is a nice Gleba coffee shop and bakery nearby (~5 minutes walk) if you care about breakfast.
If you're interested in biking, there is a good Portugal Rent bike company (R. Alexandre Herculano 11, 2750-411 Cascais, Portugal) that is next to the beach and,
if you decide to interrupt your bike ride for a lunch, there is a nice small restaurant Quinto Sabor not far from Cascais (R. da Torre 1040, 2750-752 Cascais, Portugal).