Pretty Picky Properties Blog

Life can be funny. You spend your days feeling as if time is creeping by as you try to juggle work, school, family, AND play, but then one day, you wake up and realize that your babies are graduating from high school and you are no longer simply coloring your hair for a change, but to cover the gray! The speed of which life can pass us by makes it...

Summer is our favorite season on Cape Cod and as the summer holidays begin to roll around, we get positively giddy knowing how much fun can be had on our little section of paradise! Memorial Day serving as the kickoff to the season, but offering an underlying somberness due to the reason behind the season, Labor Day also hiding a little sadness behind the celebration as it signifies the end...

The history of Cape Cod is a long and storied one, but that doesn’t mean that the vacation home you stay in has to have the same. Some of us just love that “new home smell” and our Pretty Picky Properties Stepping Stones Sanctuary 279-C  offers just that! Built in 2022 while retaining the historic look of Cape Cod, this 4 bedroom, 3 bath escape located in Chatham is 100...

The winters on Cape Cod can be harsh ones, offering snow covered beaches, bone-chilling winds, and ice in places you may not think ice belongs, but we live here year-round because we know that warmer days are coming, and Memorial Day Weekend is our first harbinger of summer! Visitors may never know the snow and ice, but they flock to us on the first of the summer holidays, anxious to...

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...

The best vacations begin and end in the best vacation homes and we don’t think we are bragging when we say that Pretty Picky Properties offers some of the best escapes on Cape Cod! Every day will be an exercise in comfort, every night will be a joyous occasion of deep sleep and happy dreams, and when you choose the Wellfleet Oyster for your luxurious vacation haven, every minute will...

A Cape Cod vacation is something that is on nearly everyone’s bucket list, and when your vacation destination dreams come true, it is only fair that the property you shelter in should be a vacation dream come true as well! We at Pretty Picky Properties understand what vacationers seek, and for the larger traveling groups Grayduck 207-C is a classic New England cottage rental with room for 10! Providing four spacious and...

The stunning landscape found on America’s favorite summer playground, Cape Cod, is the ideal spot for one of our more popular Pretty Picky Properties vacation sanctuaries, Cahoon Lagoon 036-B. Offering six beautiful bedrooms, nine baths, and a location at the tip of Long Pond that ensures the views will be so fantastic you will never want to leave, this Cape Cod vacation property features room for up to 14 guests. Bring...

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...

Everyone deserves the type of vacation that spoils from start to finish. Visiting an exotic destination, spending long days at the beach, and wonderfully long evenings living in the lap of luxury in a vacation home that could be described as a vacation experience! When your upcoming journey brings you to the historic charms and sandy beaches of Chatham on Cape Cod and you decide that now is the time...