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Situated on the outermost elbow of the Cape Cod peninsula, Chatham is a quiet New England beach town with a multitude of gorgeous natural and man-made sights. There are museum exhibits to observe, wildlife refuges to explore, lighthouses to climb, and beaches for spending sun-soaked days along the country’s national seashore engaged in all sorts of entertaining recreational activities. With so much to do and see here, it’s nearly impossible to get the full Chatham experience in less than a week. Fortunately, New England Vacation Rentals offers a bevy of weeklong Chatham Massachusetts vacation rentals for your accommodation needs! Read on to learn more about what Chatham has in-store for you when you choose to stay in one of the incredible Chatham vacation rental homes available through New England Vacation Rentals.

From June 12 to July 3 A 7 night Friday to Friday Reservation is Required. From July 11 until after Labor Day, A 7 night Saturday to Saturday Reservation is Required.
If you need help planning a shorter off-season stay, please contact our reservation team.

Book Our Weekly Chatham Massachusetts Vacation Rentals!

Ocean View
Private Beach Access
Walk to beach (.5 or less)
Waterfront (Lake/Pond/River)
Walk to town (.5 or less)
Bike Trail (.5 or less)

Central Air Conditioning
Slimline A/C - ductless
A/C Units
Heat (for off season)
Linens Included
Fully Fenced Yard

Private Pool
Community Pool
Private Hot Tub

Dog Friendly

On Special

Unable to find any listings.

Beds | Baths | Half Bath | Guests
Central AC

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Elite Chatham Mass Vacation Rentals, Fantastic Amenities, and Convenient Locations

Our Chatham Massachusetts vacation rental properties range from quaint country cottages perfect for a romantic getaway to mansion-like homes that are ideal for family reunions or retreats to the seaside with friends. External colonial architecture sets the mood for a classic vacation by the sea. Inside, hardwood floors, high-quality wooden furnishings, and cozy fireplaces warm up open and airy floor plans that feature coastal chic décor and relaxing ocean-themed color schemes.

Full-sized gourmet kitchens with the latest stainless appliances and ample countertop space serve as a place to prepare and share meals and moments together. Generously-sized bedrooms and bathrooms provide both space and privacy during your stay, while enormous living rooms beckon for entertaining friends and family. Many of our Chatham Massachusetts vacation rentals even have game rooms with flat screen televisions, pool tables, and more.

Outside, you and your guests will find outdoor lounging areas complete with bar and grill areas, and even private pools depending on which Chatham vacation rental you choose. And, being nearly surrounded by water, no matter which property you stay at, you’re only minutes away from the glittering waves of the Atlantic Ocean and the soft sands of Cape Cod’s famously renowned beaches!

Must-see attractions include the Chatham Lighthouse, the Monomoy Wildlife Refuge, and Gould Park.

At New England Vacation Rentals, we understand that keeping connected with those you love is of the utmost importance while you travel. To that end, we’re happy to offer guests a wide variety of Chatham weekly rental options that also include convenient access to Wi-Fi and high-speed internet during your stay. As you come across those photo-worthy moments during vacation, be sure to send and share pictures and information instantaneously with these access features. Having Wi-Fi or high-speed internet available in your weekly rental also enhances your entertainment experience. While there’s so much to see and do in this area, when you’re feeling like a cozy night spent indoors, you can easily stream a show or film while cozied up with your fellow travelers.

Prepare for an Amazing Getaway with Pets

There’s nothing better than a Chatham-bound getaway, but at New England Vacation Rentals, we value a stay for each of our guests that’s customized to your specific traveling crew. In the event you happen to be heading to Chatham with a canine companion in tow, we’re here to help. Let us book you into a beautiful, cozy and convenient weekly rental property that’s also pet-friendly. This will guarantee that both you and your four-legged friend will be comfortable and feeling welcome from the moment you walk through the front door.

Making the Most of Seeing, Exploring and Experiencing Chatham

It’s understandably tempting to stay snuggled up inside once you’ve booked a wonderful weekly Chatham vacation rental that comes with all the conveniences and comforts of home; however, Chatham is a destination designed to be explored! When you’re putting together that ideal itinerary that makes your trip this direction truly one of a kind, be sure to add these tops towards the top.

Chatham Candy Manor

Whether you are traveling to Chatham with kids, are simply a kid at heart or have a sweet tooth to satisfy, a stop at Chatham Candy Manor is sure to delight. This delicious stop is located at 484 Main street and has been a fan favorite amongst locals and visitors in this area for more than 60 years. Guests are invited to step in and enjoy the savory aroma of everything from chocolates and hard candies to cotton candy and beyond. Grab a bag and fill up before taking time to savor the many flavors available at this quaint and irresistible Chatham locale.

Bluewater Entertainment Excursions

Get out on the water with a knowledgeable and friendly guide and experience the very best of the waters that surround Chatham by booking with Bluewater Entertainment. Here, guests can choose from tours that range from whale watching excursions and shark encounters to world-class fishing charters.

New England Vacation Rentals – Where Your Cape Cod Adventure Begins

When you plan a trip to Cape Cod, you’ll want to do it in style and comfort. Contact our reservations team to find out more information about Chatham and the exquisite Chatham Mass vacation rentals available through New England Vacation Rentals and local activities!

And if you’re interested in learning more about Cape Cod, visit WikiTravel to find out all you need to know! (https://en.wikivoyage.org/wiki/Chatham_(Massachusetts))