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The Best Outdoor Activities on Cape Cod to Enjoy Spring


Springtime on Cape Cod is a breath of fresh air – literally. The crowds of summer haven’t arrived yet, the flowers are in bloom, and the crisp ocean breeze makes every outdoor activity feel like an adventure. Whether you’re looking to explore nature, enjoy the waterfront, or simply relax in the fresh air, Cape Cod offers plenty of options for a perfect spring getaway. Here are some of the best...

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How to Spend Spring Break on Cape Cod


Spring Break is a time to relax, recharge, and make some great memories, and there’s no better place to do that than beautiful Cape Cod. While many associate Cape Cod with summer, the early spring months offer a peaceful, scenic, and enjoyable way to experience this coastal gem. Whether you’re looking to enjoy outdoor adventures, local cuisine, or just unwind by the water, Cape Cod for spring break has plenty...

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How to Spoil Your Loved One on Cape Cod for Valentine’s Day


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...

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Why You Should Book Your Cape Cod Vacation Rental on Book Direct Day


If you’re planning a trip to the stunning beaches of Cape Cod, 2025 is the perfect year to take advantage of Book Direct Day, happening on February 5th! Whether you’re visiting to explore the charming towns, enjoy the incredible seafood, or just relax by the water, you can make the most of your vacation by booking directly with property owners and managers. Discover why booking direct is the way to...

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Make Your New Year’s Resolution to Travel to Cape Cod


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...

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Our Guide to the Top Cape Cod Communities


A Cape Cod vacation is destined to be one of the greatest vacation you have ever taken, no matter which community, town, or village you choose to stay in, but there are ones that we at Pretty Picky Properties believe will truly enhance your vacation experience. The sun appears to shine brighter, the beaches seem warmer and more welcoming, and because we refuse to offer anything less than the best...

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10 Reasons to Plan Your Family Reunion on Cape Cod


Once upon a time, Sundays were set aside to spend time with extended family. Sunday dinners at grandma’s house were common activities. We played with cousins who would always be considered our first friends, ate homemade meals that the diet police would not approve of, and savored the familiarity of family. Times have changed, and those special moments don’t happen very often, making family reunions a vital way of keeping...

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Take a Trip to Cape Cod for New Year’s


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...

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Where to Take Family Holiday Photos on Cape Cod


Cape Cod is the perfect place to capture holiday photos with family, offering a range of scenic spots from coastal views to charming historic towns. Whether you’re looking for sandy beaches, picturesque lighthouses, or cozy village settings, here’s a guide to some of the best spots for your holiday family photos on Cape Cod. Book a Rental Today! Chatham Lighthouse Beach Chatham Lighthouse Beach is one of Cape Cod’s most...

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Add Magic to Your Visit with Holiday Events on Cape Cod


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...

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