East Chatham vacation rentals

We found 391 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 7 homes and other vacation rentals in East Chatham that are perfect for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll have the amenities you expect and more, which might include parking and a garden. Whatever you're looking for, you'll be able to choose a rental that has what everyone needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Choose a vacation rental for your East Chatham getaway

Learn about the unique charm of East Chatham with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around East Chatham

Are you searching for top things to see and do in the city? Venture out of your cozy vacation rental and check out everything that makes East Chatham a fun spot to vacation. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Bousquet Ski Area (12.5 mi / 20.2 km)
  • Jiminy Peak Mountain Resort (15.5 mi / 25 km)
  • Catamount Ski Area (17.1 mi / 27.5 km)
  • Ski Butternut (18.9 mi / 30.5 km)
  • Furnace Brook Winery at Hilltop Orchards (7.3 mi / 11.7 km)
  • Kennedy Park (12.9 mi / 20.7 km)

Exploring the natural landscape of East Chatham

Whether you're looking for adventure or just want to appreciate the scenery, East Chatham is a great spot to appreciate mother nature. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city center:

  • The Mount (13.4 mi / 21.6 km)
  • Naumkeag Museum (13.6 mi / 21.9 km)
  • Housatonic River Walk (17 mi / 27.4 km)
  • Mount Greylock State Reservation Visitor Center (18.7 mi / 30.1 km)
  • October Mountain State Forest (19.2 mi / 30.9 km)
  • Hudson River (19.6 mi / 31.6 km)

Transportation options to and around East Chatham

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 12 mi (19.3 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Hudson, NY (HCC-Columbia County), which is 12.5 mi (20.1 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in East Chatham?

The most sought-after types of vacation rentals in East Chatham are houses. Searching for something different? Vrbo has plenty of options to match our guests' needs, so you'll see vacation properties in all shapes and sizes, and for all budgets. The ideal fit is ready and waiting for you — find yours today.

How much does it cost to rent a vacation rental in East Chatham?

Several factors influence how much you'll pay for a vacation rental in East Chatham, including the type of property, season and length of stay. Still, all of our vacation homes have something in common — incredible value. Simply enter your travel dates to find your ideal fit.

How much does it cost to rent a beach house in East Chatham?

The average price for a vacation home close to the beach in East Chatham depends on when you're visiting the area and the size and type of property you're searching for. Find prices easily and quickly on Vrbo by entering your preferred travel dates. Then use the handy filters to choose the number of bedrooms and amenities important to you, such as WiFi, air conditioning and a pool.

Are there pet-friendly vacation rentals in East Chatham?

With six properties that welcome four-legged guests, your furry best friend can join in the fun on your East Chatham vacation. Use the filter tool to search our pet-friendly vacation rentals and find a pad that'll set tails wagging on Vrbo.

Can I rent a house with a pool in East Chatham?

Mark the "pool" box in our filter tool and you'll find two houses with private pools in East Chatham on Vrbo. Morning swim, afternoon splash or midnight soak? Leisure time is your call when your vacation property boasts a swimming pool.

What are popular rental amenities in East Chatham?

A garden, a sauna and a fireplace top the list of most popular rental amenities in East Chatham. Whether you're planning to travel on your own, with your better half or a group of family members, Vrbo will help you find a vacation rental that suits your style with all the options you need.

Are there large group vacation rentals in East Chatham?

With two properties that can host 10 or more people in East Chatham, there's no need to hold back on your invites. From extended family vacations to special events like Christmas or New Year's Eve parties, Vrbo can help you find a large group rental to match the occasion.

Are there vacation rentals in East Chatham that welcome kids?

East Chatham has six family-friendly vacation rentals to pick from. And booking a stay that welcomes kids is a breeze with our "Properties good for families" filter. Besides having the whole place to yourselves, you'll have access to perks and amenities like multiple bedrooms, kitchens and yards.

What are the top attractions for families in East Chatham?

You'll find lots of exciting things to see and do with the family in East Chatham, such as:

  • Shaker Museum and Library
  • Kinderhook Lake
  • Mount Lebanon Shaker Village

Are there vacation rentals with WiFi in East Chatham?

Choose from four vacation rentals with WiFi in East Chatham. If you'd like to disconnect from daily life on your escape, but still want to be connected to the web, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.

How can I find vacation rentals with air conditioning in East Chatham?

You can choose from five Vrbo vacation homes with air conditioning in East Chatham offering that cooling breeze and extra touch of comfort. Simply enter your chosen travel dates and then make use of our filter tool to help you locate properties with air conditioning.

How old do you have to be to rent a vacation rental in East Chatham?

We recommend you check with the East Chatham vacation home you're looking at on Vrbo as the minimum age varies. However, generally it's 16, 18 or 21.

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