Blog | Pretty Picky Home Rentals
Chatham, Orleans, Eastham & Wellfleet Properties rent Fri-Fri during Summer Months

logo ×

  • This field is for validation purposes and should be left unchanged.

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...

view more details

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...

view more details

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...

view more details

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...

view more details

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...

view more details

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...

view more details

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...

view more details

A Christmas Dinner Guide to Cape Cod


Are you dreaming of a Christmas surrounded by the peaceful beauty of Cape Cod? With its charming coastal towns, stunning winter landscapes, and a slower pace that’s perfect for the holidays, Cape Cod is the perfect destination for a festive getaway. Whether you picture yourself preparing a home-cooked holiday feast, enjoying local takeout, or experience a gourmet meal out on the town, Cape Cod offers a variety of ways to...

view more details

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....

view more details

Planning a Last-Minute Vacation to Cape Cod


Planning a last-minute vacation to Cape Cod might seem like a challenge, but with so much to offer, you can easily turn your spontaneous trip into a memorable getaway. Cape Cod is one of New England’s most beloved vacation destinations, known for its charming towns, beautiful beaches, and classic coastal vibes. Whether you’re looking for outdoor adventures, delicious seafood, or peaceful spots to relax, Cape Cod has something for everyone....

view more details
contact us find your rental