Cape Cod Area Guide Archives - 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.

The Complete Hiking Guide To Cape Cod


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...

view more details

Top Kid-Friendly Activities This Summer on Cape Cod


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...

view more details

The Ultimate Guide to Dennis


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...

view more details

The Ultimate Guide to Barnstable


The town of Barnstable (pronounced BARN-stuh-bul in case you were wondering) is the largest town on Cape Cod and is also one of the oldest towns, offering a history that dates back almost 400 years, well before our nation became an independent one. Today, the town is known for its seven villages, its vibrant personality, and for being home to some of the finest Cape Cod escapes from Pretty Picky...

view more details

Top Memorial Day Activities on Cape Cod 2025


Looking for the perfect destination to kick off summer this Memorial Day? Cape Cod offers a mix of scenic beauty, charming towns, and exciting activities that make it a top choice for a long weekend getaway. Whether you’re looking to relax on the beach, explore local history, or enjoy some delicious seafood, Cape Cod has something for everyone. Here’s a look at some of the top activities you can enjoy...

view more details

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...

view more details

The Ultimate Guide to Orleans


Your Cape Cod vacation in Orleans is going to be one filled with beautiful beaches, scenic views, delicious seafood, and because you chose Pretty Picky Properties for your vacation accommodations, one that is more comfortable than any you have experienced before. If you’re looking for a place that offers relaxation, visit Orleans and discover why it’s one of Cape Cod’s best-kept secrets. The town of Orleans isn’t as well-known as...

view more details

The Ultimate Guide to Harwich


The towns and villages that make up the landscape of Cape Cod all offer their own distinctive personalities and when you get to know the ones you choose to stay in, we at Pretty Picky Properties believe it will increase your enjoyment of your vacation. Today, we want to introduce you to the town of Harwich, located in the heart of Barnstable County, comprised of seven villages, and offering a...

view more details

Get a Head Start on Summer Vacation Planning on Cape Cod


What’s better than a summer vacation on Cape Cod? A summer vacation that’s perfectly planned so you can spend more time relaxing and less time stressing. With its charming coastal towns, beautiful beaches, and endless activities, Cape Cod is the ultimate summer destination for families, couples, and groups of friends looking to soak up the sun and enjoy classic New England charm. The key to a stress-free getaway is planning...

view more details

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...

view more details
contact us find your rental