There is provided a method that includes receiving, from a client device, a search request for a set of listings, the search request including search parameters defining a search query. The method further includes generating a set of listings based on the search query and the search parameters and extracting price-indicative and non-price-indicative features. The method also includes computing a probability of booking and an estimate of quality, by inputting the price-indicative features and non-price-indicative features to trained machine learning models. The trained machine learning models predict (i) an affordability metric based on the price-indicative features and (ii) a quality metric based on the non-price-indicative features, separately. The affordability metric and the quality metric are representative of the probability of booking, and the quality metric is representative of the estimate of quality. The method further includes ranking the set of listings based on the booking probability and the quality estimate.