Pretty Picky Properties Blog

Thanksgiving on Cape Cod offers a mix of tradition and seaside charm. While the rest of the country may be settling into colder days, the Cape brings together crisp coastal air, fall scenery, and plenty of delicious food. Whether you want to dine out at a restaurant, order takeout, or prepare a homemade meal in your rental, you will find plenty of options that make your holiday memorable. Here are...

Cape Cod is a holiday destination that blends timeless charm with coastal beauty. Whether you are visiting for the beaches, the seafood, or the small-town feel, one of the first decisions you will make is where to stay. While Airbnb may seem like the quick choice, booking directly with a trusted local rental company can offer a better experience, more value, and greater peace of mind. Book direct with Pretty...

Labor Day weekend on Cape Cod feels like summer’s final standing ovation. The beaches are still busy, the shops are alive, and the weather is right in that sweet spot between hot and crisp. It’s one of the last big weekends before fall routines kick in, and Cape Cod brings it all. If you’re thinking about a Labor Day escape, now’s the time to start planning it right. Catch the...

The 4th of July on Cape Cod isn’t complete without a hometown parade. Whether you find yourself in Chatham, Orleans, or Centerville, you’ll be treated to colorful floats, lively bands, and plenty of family-friendly fun. If you’re visiting this summer, here’s where you’ll want to be when the celebrations kick off. Book a Rental Today! Chatham’s Historic Tradition Chatham’s Fourth of July Parade is a piece of American history. Known...

Are you wondering where you should celebrate Easter this year? With its charming coastal towns, fresh ocean air, and festive springtime events, Cape Cod is a perfect destination for an Easter getaway. Whether you’re looking for a peaceful retreat by the water, a delicious holiday brunch, or fun-filled activities for the kids, Cape Cod for Easter has something special to offer. Book a Rental Today! Easter Egg Hunts and Family...

Valentine’s Day is the perfect occasion to show your loved one just how much they mean to you. If you’re looking for a romantic getaway that combines natural beauty, charm, and plenty of opportunities for indulgence, Cape Cod should be at the top of your list. Here’s how you can spoil your loved one on Cape Cod for Valentine’s Day! Book a Rental Today! Start the Day with a Cozy...

The new year is a time for fresh starts and bold resolutions, so why not make yours the promise of adventure and relaxation? Cape Cod, Massachusetts is a dream destination that offers the perfect combination of natural beauty, charming towns, and exciting activities to help you start 2025 on a high note. Whether you’re looking for a romantic getaway, a family vacation, or a solo retreat, Cape Cod for New...

Looking for a refreshing and unique way to kick off the New Year? Trade the hustle and bustle of crowded city celebrations for the charm of Cape Cod. This quintessential New England destination might be famous for its summer vibes, but the Cape has plenty of magic to offer in winter, especially during New Year’s. From cozy celebrations to crisp seaside walks and local festivities, a Cape Cod New Year’s...

Are you ready to experience the charm of Cape Cod during the holidays? December on the Cape is full of festive events that blend coastal beauty with holiday cheer, making it a beautiful destination for seasonal fun. Whether you’re in the mood for holiday lights, unique markets, or Christmas parades, Cape Cod has something for everyone. Here’s a guide to the top holiday events on Cape Cod this season. Book...

Cape Cod is an ideal place for a memorable Halloween experience, with its charming villages and close-knit communities creating the perfect atmosphere for trick-or-treating. Whether you’re a local or just visiting, there are several spots across the Cape where kids can enjoy a safe and fun Halloween night. Below, we’ve rounded up some of the best places and events for Cape Cod trick or treating, drawing from local insights and...