Pretty Picky Properties Blog

Cape Cod is different from many other vacation destinations, and part of that is due to how it governs itself. Divided into 15 self-governing towns, each with its own series of villages, it is also divided into four distinctly different regions: Upper, Mid, Lower, and Outer Cape. Today, we at Pretty Picky Properties are going to take you on a tour of the towns on Cape Cod (and their villages...

Not every traveler wants to do what every other traveler does when on vacation on Cape Cod. For some intrepid explorers, finding the hidden gems of Cape Cod provides a vacation experience that is both fulfilling and exciting. If you are a Pretty Picky Properties guest who prefers to march to the beat of your own drum, this guide to unique activities and attractions for 2026 will make it easy...

Road trips are always a good idea in our mind, and if you feel the same, you’re sure to love the following collection of the best Cape Cod scenic drives. Each one is short enough to fit into a day trip, and impressive enough that you will never forget them. It’s time to hit the road during your Massachusetts vacation! Why Driving Is One of the Best Ways to See...

Spring on Cape Cod brings the beauty of flowers blooming, trees budding, and the sun shining. We can’t wait to get outside and play, enjoying the soft warmth of spring and a landscape free of snow and ice. This guide to the best outdoor activities on Cape Cod in March and April offers a variety of things you will be able to do, quite possibly convincing you that these early...

A vacation on Cape Cod is a dream come true for travelers who flock to our sandy beaches from all over the world, and although summer is prime vacation time, spring on Cape Cod may be the vacation that fulfills all your wishes. Quiet days and even quieter nights, beaches that are pristine and empty, and the chance to experience the authentic Cape Cod will make your trip wonderful, and...

Want to see a side of Cape Cod that most visitors miss? Beyond the clam shacks and main beaches are quiet trails, tucked-away harbors, and local favorites that capture what makes the Cape so special. From Brewster to Wellfleet, here are ten hidden gems that belong on your list for your next Cape Cod trip. Find Your Hidden Gem Vacation Rental Here! Nickerson State Park in Brewster Nickerson State Park...

When you first began planning your Cape Cod vacation, the odds are that you imagined yourself spending minutes, hours, even entire days at the beaches that have made us famous, and while we know that will not change, we hope that after reading about hiking on Cape Cod you will also begin to imagine a beautiful hike on a glorious day. Browse our Cape Cod Vacation Rentals Here! Just being...

Cape Cod might be famous for its beaches, seafood shacks, and charming lighthouses, but there’s so much more to experience beyond the postcard-perfect scenes. If you think you’ve seen it all, it’s time to take a closer look. The Cape has a creative, quirky side full of unexpected activities and attractions on Cape Cod that you probably didn’t plan for, but definitely should. Book a Rental Today! Lavender Fields and...

Summer in Cape Cod is a favorite for families, and it’s easy to see why. With its charming towns, calm beaches, and a mix of outdoor adventures and hands-on learning, it’s the kind of place where kids can explore freely and parents can relax. Whether your family loves nature, history, or just good old-fashioned fun, Cape Cod delivers.​ Browse our Beach View Rentals Here! Beach Days and Tidal Treasures Cape...

As you begin to explore all the towns and villages that comprise Cape Cod, you may find yourself drawn to the town of Dennis, offering the feel of a seaside resort and a history that dates back to 1639 when it was first settled. Also home to many of our beautiful and welcoming Cape Cod escapes at Pretty Picky Properties, visitors who decide that Dennis is where their journey is...