Pretty Picky Properties Blog

As summer draws to a close and the school year approaches, now is the perfect time to squeeze in one last family vacation. Cape Cod, with its charming villages, beautiful beaches and endless activities, is the ultimate destination for a final summer getaway. Here’s why a trip to Cape Cod should be on your radar for a back-to-school vacation to Cape Cod that will leave your family refreshed and full...

Father’s Day is a special occasion to honor the dads in our lives, and what better way to show appreciation than with a memorable getaway to Cape Cod, Massachusetts? With its scenic landscapes, charming coastal towns, and array of outdoor activities, Cape Cod offers endless opportunities for bonding and adventure with dad. Explore the ultimate Father’s Day guide to Cape Cod, packed with outdoor adventures, dining experiences, and luxury accommodations...

Are you ready for your next getaway? If so, you’ve made the right call to consider Cape Cod for your Spring Break vacation. Known for its picturesque landscapes, charming coastal towns, and laid-back atmosphere, Cape Cod offers a perfect blend of relaxation and outdoor adventures. Get ready for an unforgettable Spring Break as we guide you through the exciting activities that make this destination a top choice for a memorable...

Every year in May, the entire nation finds itself struggling over the same thing, what to get our moms for Mother’s Day. Our moms are our heroes, offering unconditional love, support, and protection and you would think it would be easy to find the perfect gift for someone who deserves so much, but if we are honest with ourselves, most years we fail. The flowers we give her may be...

Easter on Cape Cod is an unforgettable experience! With its stunning shorelines, beaches, and charming towns, there’s no better place to celebrate Easter than Cape Cod. The possibilities for celebrating this special holiday are endless, from traditional Easter egg hunts to picturesque walks on the beach. Whether you’re looking for a festive family outing or just a peaceful day away from the hustle and bustle of daily life, Easter on Cape...

It has nothing to do with climate change, but we notice a sea change on Cape Cod this spring – at least in the private home rental market for Cape Cod homeowners. There are just way too many prime weeks still open at this point in the booking season. We think it’s because there are just way more properties in play this year than ever before for rental guests to...

  Shown above: Nauset Beach Area, East Orleans Sleeps 12 Peak Summer Weeks: $8,200 – $8,900   Every year we receive many requests from large groups such as multi-generational families and multiple families seeking Cape Cod rentals for large groups where they can all stay together. And where resort-style amenities like a swimming pool keep everyone happy even when they’re not at the beach. Until now, we had very few such...

If you buy it, they will come. Nothing you’ll ever do will bring your family together like owning a select property on Cape Cod. Family members will drive or even fly hours to spend quality time with you — or without you — at your beautiful Cape home. And if you want or need to generate good income from Cape Cod summer rentals, that can cause some issues. For example:...

If you rent your Cape Cod property for family vacations, there’s nothing more important than having dependable, top notch cleaners doing their thing every turnover day. Professional vacation rental turnover cleaning is a marvel of skill and efficiency that never ceases to amaze. But it’s not nearly enough. Because there’s a pretty big gap between what cleaners can and will do on a turnover day, and what needs to be...

OK, so you won’t be adding the heated, in-ground pool this year. But just because that’s not in the cards (or budget), what about these won’t-break-the-bank vacation rental upgrades rental guests tell us over and over they would most appreciate: 1. New Pillows Seriously now, just how old are those pillows at your Cape home? If you can’t remember, that’s not a good sign. Can’t tell you how often we...