Cape Cod Area Guide Archives - Pretty Picky Home Rentals
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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 is a...

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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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The Ultimate Guide to Chatham


The history of Chatham goes way beyond the year it was incorporated (1712, in case you were wondering) with its landscape and salt ponds being created by glacial action during the last Ice Age, creating the beauty you will be exploring during your Cape Cod journey. Offering historical sites, tranquil beaches, and the world-famous Chatham Lighthouse, the time you spend in this town will only get better when you choose...

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The Ultimate Brewster Guide


A Cape Cod vacation is a dream shared by people from all over the world, and if you are about to make your own dreams come true with a visit to our sandy shores, you may be wondering which town or village you should choose for your destination. Cape Cod isn’t all that large, but each of the towns and villages that make up its landscape offer distinctly different vibes...

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Ultimate Guide to Fall in Cape Cod


We may primarily be known as a summer vacation destination here on Cape Cod, but we at Pretty Picky Properties would like to tell you a little bit about how fall can be your favorite season to visit. The crowds will have returned to their real lives, the wait times at restaurants will be shorter, and the vibrant colors of autumn will add a postcard quality feel to the landscape....

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The Best Beaches on Cape Cod


Cape Cod is known for its picturesque beaches, making it a top destination for beach lovers. Whether you’re into sunbathing, swimming, or just enjoying the natural beauty, Cape Cod has a beach for everyone. With over 500 miles of coastline, there’s no shortage of sandy spots to explore. To help you plan your perfect beach day, here’s a rundown of some of the best beaches on Cape Cod, each offering...

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Our Ultimate Cape Cod Fall Guide


You came to Cape Cod this fall for fun, a four-seasons climate with beautiful fall colors, and a wide and varied array of activities only available in Cape Cod. There are a variety of things to do and places to see to make your fall retreat one to remember for a lifetime! Make sure to add all, or as many as possible, of the activities to make the ultimate fall...

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Cape Cod Life Feature: The Gables


As featured in the April/May Edition of Cape Cod Life, a prestigious publication that has been celebrating the unique charm and beauty of Cape Cod since 1979: “The enchanting village of Chatham is one of the most popular destinations on the Cape. The charm and vivacious appeal of the town resonates with a variety of individuals, for whom Chatham is the place to be. One of the jewels in the...

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The Ultimate Fishing Guide to Cape Cod


Cape Cod, with its sprawling coastline and abundant marine life, is a paradise for anyone who loves the great outdoors, especially fishing enthusiasts. Whether you’re a seasoned angler or someone looking to cast their line for the first time, this picturesque island has something special for you. In this blog, we’ll explore the best fishing spots, what you can expect to catch, and why booking one of Pretty Picky Properties’...

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