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Chatham, Massachusetts Vacation Rentals

59 listings found
About Chatham, Massachusetts

Chatham, Massachusetts is a wonderfully quaint town.  Tourism and fishing has become the primary sources of income for small towns like Chatham. Most of the houses are seen as investments or seasonal second homes and sit empty in the winter months until the summer when the homes are used as weekly rentals for tourists.

Although the local residents number around 6,200, during the summer season the population of Chatham grows to an estimated 30,000. Facilities are often stretched and sometimes there is limited parking in the Main Street business district. Beaches are affected by this increase of population as parking exists in established parking areas, and the town's most popular beach, Lighthouse Beach, has only off the street parking. When vacationers make plans to visit this quaint town on the elbow of Cape Cod it is highly advisable to make these plans well in advance.

Chatham is a popular vacation destination and there are reasons why. The town of Chatham boasts a quaint Main Street which offers numerous locally owned and operated shops, restaurants, and businesses. The main shopping area also features summer concerts that are held in a gazebo on Main Street.

The Town’s development as a high end destination for retirees, summer residents and tourists depends on two factors that were considered liabilities back in the day: its isolated location and its proximity to the sea. Today, Chatham is prosperous because of these factors and, at the same time, struggles to maintain its character in the face of economic success.

There is much more to do than play in the sun, eat at restaurants and shop when visiting Chatham. Many vacationers pursue historical sites such as light houses that date back to the late 1700’s. There are several in the Chatham area. There are tours and sights galore in and around this quaint village.

Then there’s the Monomoy National Wildlife Refuge which was established in 1944 to provide habitat for migratory birds. The total size of the refuge is quite large encompassing more than 7,604 acres and is the home of kinds of flora and fauna. The refuge provides important resting, nesting and feeding habitat for migratory birds.  More than ten species of seabirds, shorebirds, and water fowl nest on the islands. However, plan your visit to this natural area and bring anything you may need, such as water, insect repellant and comfortable clothing.

Come see us here in Chatham, Massachusetts, but come prepared and plan early. Remember-if it wasn’t a highly desirable vacation destination, there wouldn’t be a need to plan. It’s worth it; guaranteed!!

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Base rates (EXCLUDING any applicable taxes, fees, and promotions) are displayed as provided by rental managers and are not guaranteed. Rates are based on the start date or arrival date selected in the search and may vary on subsequent days. Properties marked ‘Available’ or ‘Booked’ are done so based on information provided by the rental manager and are not guaranteed. For completed details (including minimum stay length, full availability information, approved arrival days and other booking rules for the property) select ‘Book Now” (on available properties) or ‘Check Availability’ (booked properties) to be directed to the rental manager’s website or click “Contact” to send them a specific request.

Cozy Studio with Great Wifi!

Authentic Brownstone Boston Studio!

Modern Studio in South End!

Bright Studio in Gorgeous Brownstone

Spacious Studio With Fast Wifi!

Cozy Studio with everything you need!

BRIGHT AND MODERN COMFORTABLE STUDIO

Great Value Studio in South End!

Large, Modern Studio!

Cute and Cozy Studio!

Gorgeous Studio with Bay Windows!

Modern Studio with Great Wifi and Amenities!

Great Value South End Studio!

Awesome studio in South End with wifi and parking

Cozy and Cute Value Studio!

Bright Studio in Gorgeous Brownstone

Cute and Cozy Studio!

Awesome Studio with great amenities!

Modern Studio with Great Wifi and Amenities!

Spacious Studio With Fast Wifi!

Awesome studio in South End with wifi and parking

Cozy Studio with Great Wifi!

Great Value South End Studio!

Cozy Studio with everything you need!

Authentic Brownstone Boston Studio!

BRIGHT AND MODERN COMFORTABLE STUDIO

Great Value Studio in South End!

Modern Studio in South End!

Large, Modern Studio!

Gorgeous Studio with Bay Windows!

Cozy and Cute Value Studio!

Heart of Back Bay! Close to Prudential Center and The T!

Bright Condo, Plenty of Room, Sleeps Upto 8

2 Bed with Work From Anywhere Office & Fast Wifi!

Perfect Location! Great Amenities Included!

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Outstanding Upgraded Luxury Apt!

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Perfect Location! Great Amenities Included!

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Awesome Apt in the Heart of Back Bay!

Spacious Back Bay Condo with Great Amenities!

Beautiful, fully equipped, luxury condo!

Upscale Apt with everything you need!

Upscale Apt with Private Work From Anywhere Office

Boston Back Bay Apt with fast wifi & great extras!

Spacious Back Bay Condo with Great Amenities!

Gorgeous Apt With Dedicated Flex-cation Office Space!

Bright Condo, Plenty of Room, Sleeps Upto 8

2 Bed with Work From Anywhere Office & Fast Wifi!

Outstanding 2 Bed Apt in Heart of Back Bay!

Beautiful, fully equipped, Comfortable condo!

Upscale Apt with everything you need!

Upscale Apt with Private Work From Anywhere Office

Stylish Flex-cation Space in Back Bay!

Heart of Back Bay! Close to Prudential Center and The T!

Outstanding 2 Bed Apt in Heart of Back Bay!

Boston Back Bay Apt with fast wifi & great extras!

Stylish Flex-cation Space in Back Bay!