Whosyodaddy. Your place is very nice and well priced. Too bad about the lost rental. Have you considered noting that you have a "sale" for those weeks on VRBO in the heading and a discount because of the last minute cancellation?
Kurt and Donna provide great advice. We've done OK this past year, and we've followed much of the same strategies recommended by Kurt and Donna. Here's some more information.
1. About half of my rentals come from VRBO and my interactions with potential renters from VRBO and half from the agency. When someone contacts me through email, I respond in a very thorough and inviting way (typically I respond through email only, but I'll call if their situation is particular in some way). I've done fine with VRBO and the agency, but I may try another online advertising site this year to see what difference it makes in terms of numbers of inquiries and rentals (particularly for non-peak months).
2. I update the VRBO site regularly to reflect new "marketing techniques", changes in the cottages or areas, new kind of customers I want to draw to the cottages. For example, you may want to consider what's "unique" about your place that is particularly inviting to potential guests. What "experience" are you trying to give guests? We try to make sure our guests know that we really care about them and their vacation and that we're not cutting any corners.
3. I call my guests on the first or second day they are at the cottages to welcome them and see if they have any questions (and to let them know if I know something about the area that would be useful for them to know).
4. I make sure the cottages are in excellent condition and everything says "quality" and "fresh". High quality silverware, dinnerware, pots, quilts, etc. so that they think, "gee, this is great quality for a rental" and they feel special. Our cottages wouldn't be considered "upscale" or fancy, though, just predictably high quality, clean, and fresh. Since we're live far away, we can't guarantee everything will be perfect, but we try to do the very best we can -- I visit the cottage at least once very other month to make sure everything is fresh, clean, and in good repair.
5. I develop a mutually supportive and appreciative relationship with the rental agency. And they do a very good job maintaining, cleaning, and keeping an eye on the cottages. They know my philosophy for guests is to give them what they need to be happy and to be generous, so they respond to guest requests with that in mind knowing that I'll support their decisions.
6. Cost matters. If your rental is affordable (e.g., people feel they are getting a lot for the cost), they are more likely to be drawn to it. I want our guests to feel like they are getting a lot for what they are paying.
I do think it has a tougher year for rentals, though we've done fine. The biggest difference for us (I think) is that the rentals are coming in a bit later than in the past. I think people may think they have a lot of choices with all the new building. In part that's true, but the people who book early are going to have more choices and are more likely to get their first choice in accommodations. For example, I've had several inquiries about the week of June 10th, but it is already booked.
Hope this is useful. I love hearing ideas about what people do to make their rentals inviting to guests (and well-booked).