East Chatham vacation rentals

We found 464 vacation rentals — enter your dates for availability

Discover a selection of 8 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.
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Find out more about East Chatham

Find out more about East Chatham

Why visit East Chatham

  1. Outdoor Adventures: East Chatham is perfect for hiking and exploring national parks, catering to adventure seekers.
  2. Cultural Experiences: Enjoy the vibrant local art scene and visit nearby arts centers for a rich cultural immersion.
  3. Charming Suburban Vibe: Discover the quaint allure of Chatham Township, ideal for family outings or romantic getaways.
  4. Cozy Accommodations: Choose from a variety of vacation rentals, including condos and private homes for a comfortable stay.
  5. Scenic Beauty: Experience the picturesque landscapes of North Hills and tranquil Town of Chatham homes.

Popular types of accommodation in East Chatham

Planning a getaway to East Chatham? The excitement begins with finding the perfect place to stay! Discover a variety of popular vacation rentals, including condos, apartments, and houses. Whether you're searching for stunning views or cozy accommodations, East Chatham has fantastic options. Explore the best Chatham apartments and make your trip memorable with the ideal rental for your needs.

  • Condos: The top choice for vacationers in East Chatham, offering modern amenities and convenient access to local attractions.
  • Apartments: A popular option for those seeking comfort and a home-like atmosphere during their stay.
  • Houses: Ideal for families or groups, providing spacious living areas and privacy.
  • Cottages: A delightful option for a quaint getaway, perfect for a peaceful retreat.
  • Cabins: A favorite among nature enthusiasts, offering a rustic escape amidst the scenic landscape.**

Top attractions in East Chatham

East Chatham, New York, is an ideal destination for outdoor enthusiasts and adventure seekers. With attractions like national parks, arts centers, and modern colleges, visitors can enjoy a rich cultural experience while embracing nature. Whether you're traveling with family or friends, there are plenty of activities to explore that cater to diverse interests, ensuring a memorable vacation in this charming town.

  1. National Shrine of the Divine Mercy: Located 14 miles from East Chatham, this serene shrine offers a peaceful atmosphere for reflection and devotion, surrounded by beautiful gardens and stunning architecture.
  2. Shaker Museum and Library: Just 4 miles away, this museum immerses you in the unique history and culture of the Shaker community, featuring artifacts, exhibits, and a tranquil library.
  3. Hancock Shaker Village: A historic village 9 miles from East Chatham, it showcases restored Shaker buildings and offers engaging demonstrations of traditional crafts and agricultural practices.

Things to do recommended for couples

Experience romance in East Chatham with a concert at Tanglewood Music Center, just 12 miles away. Enjoy skiing together at Jiminy Peak Mountain Resort, 16 miles distant, or relax at Furnace Brook Winery, only 7 miles away, perfect for sipping wine amidst beautiful scenery.

Things to do recommended for families

Families will find joy at Kennedy Park, Lake Mansfield Park, and Goose Pond Reservation, all offering serene recreational areas within a short drive from East Chatham. These spots provide the perfect backdrop for relaxation and outdoor activities, making them ideal for a memorable family getaway.

Things to do recommended for groups

Experience an evening of culture and entertainment at the Mac-Haydn Theatre, just 6 miles away. For shopping enthusiasts, the Lee Premium Outlets, located 17 miles from East Chatham, offers a fantastic retail experience. Don’t forget to visit Zema's Nursery, 11 miles away, for unique finds.

What do I need to keep in mind when booking a vacation in East Chatham

If you're traveling with a group, with family, bringing your pets, or planning an extended stay, be sure to prioritize your search accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to East Chatham with a group: Think about how many bedrooms you'll require, as well as any amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these features and much more on Vrbo.
  • Traveling to East Chatham with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, and to look for age-appropriate amenities, like a private pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to East Chatham: For many families, a trip wouldn’t feel complete without their furry companions. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting East Chatham: If you're in search of vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in East Chatham

East Chatham offers a delightful blend of outdoor adventures and charming suburban experiences. Explore the scenic beauty of nearby Clifton Park and the quaint allure of Chatham Township, perfect for family-friendly outings or romantic getaways. Discover cozy accommodations like Chatham condos for rent, while enjoying the friendly atmosphere and vibrant local art scene. With the picturesque North Hills and the tranquil Town of Chatham houses, your vacation promises unique explorations and lasting memories.

  • Old Chatham: Located a mere 3 miles from East Chatham, Old Chatham is a charming destination known for its stunning outdoor scenery and romantic ambiance. Visitors can indulge in a variety of activities, from enjoying live theater and music concerts to exploring nearby ski fields during winter. The area boasts picturesque landscapes featuring serene lakes and majestic mountains, perfect for nature lovers. Historic sites add a touch of charm, making Old Chatham a delightful spot for a day trip or a leisurely afternoon stroll.
  • Lenox: Situated 13 miles from East Chatham, Lenox is a vibrant town that offers a mix of entertainment, romance, and family-friendly activities. It’s renowned for its rich cultural scene, with numerous music concerts and theatrical performances throughout the year. Outdoor enthusiasts will appreciate the nearby lakes and mountains, while parks provide ample space for picnics and outdoor games. Lenox is a great place to enjoy a weekend getaway, with its lively atmosphere and beautiful landscapes inviting exploration and relaxation.
  • Canaan: Just 4 miles from East Chatham, Canaan is an adventure lover’s paradise. This city is particularly popular for its outdoor activities, especially skiing, with excellent ski fields and resorts nearby. Whether you're hitting the slopes in winter or hiking in the warmer months, Canaan offers plenty of thrills. The natural beauty of the area is accentuated by its lakes and national state parks, making it an ideal destination for those seeking adventure and a connection with nature.

Best time to go to East Chatham

If you're planning a trip to East Chatham, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January24.4°F (-4.2°C)Light RainMostly CloudySlightly LowSlightly High
February26.2°F (-3.2°C)Light RainMostly CloudyAverageSlightly High
March34.2°F (1.2°C)Light RainMostly CloudyAverageSlightly Low
April45.7°F (7.6°C)Light RainMostly CloudyAverageSlightly Low
May57.4°F (14.1°C)Light RainMostly SunnyAverageAverage
June65.3°F (18.5°C)Light RainMostly SunnySlightly HighAverage
July71.6°F (22.0°C)Light RainMostly SunnySlightly HighAverage
August69.6°F (20.9°C)Light RainMostly SunnyAverageAverage
September62.6°F (17.0°C)Light RainMostly SunnySlightly HighAverage
October51.4°F (10.8°C)Light RainMostly SunnyAverageSlightly Low
November39.2°F (4.0°C)Light RainMostly SunnySlightly LowAverage
December31.1°F (-0.5°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can change significantly. Also, booking a longer stay can often lead to substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you’ll receive OneKeyCash™ on the full booking amount. Being the planner truly has its benefits! Become a member of our One Key rewards program to unlock exclusive savings and accumulate OneKeyCash™ on eligible stays. Sign up today and begin reaping the rewards.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides you with a convenient platform to plan new adventures, keep your travel arrangements on track, and manage your reservations effectively. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out your Trip Boards, simply head over to: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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)
  • Wyndhurst Golf & Club (14 mi / 22.5 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)

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:

  • Queechy Lake (5.7 mi / 9.1 km)
  • Kinderhook Lake (7.3 mi / 11.8 km)
  • Art Omi International Arts Center - Fields Sculpture Park (9.1 mi / 14.6 km)
  • Pleasant Valley Wilderness Sanctuary (11.7 mi / 18.8 km)
  • Berkshire Botanical Garden (12.3 mi / 19.8 km)
  • The Mount (13.4 mi / 21.6 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?
According to our data, cabins are considered the most popular property type in East Chatham. But that goes without saying, everyone's idea of an epic stay can vary. Vrbo has vacation rentals of all shapes and sizes, and we'll help you find the perfect fit.
How much does it cost to rent a vacation rental in East Chatham?
Different things can influence how much you pay for a vacation rental in East Chatham, such as the type of property, length of stay and season. Still, all of our vacation homes have something in common — unbeatable value. Just enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in East Chatham?
The average price for a vacation rental by the beach in East Chatham depends on when you're going and the style and size of property you want. Find prices easily on Vrbo by entering your destination and travel dates. Then use the handy filters to pick the number of bedrooms and amenities essential to you, like WiFi, a pool and air conditioning.
Are there pet-friendly vacation rentals in East Chatham?
With six properties that host four-legged guests, your little buddy can also come along on your East Chatham getaway. Use our filter tool to browse our pet-friendly vacation rentals and find a stay that's pawfect on Vrbo.
Can I rent a house with a pool in East Chatham?
Check the "pool" box in our filter tool and choose from two houses with private pools in East Chatham on Vrbo. Ball games, gentle soak or noodle joust? Leisure time is your call when your Vrbo vacation property boasts a swimming pool.
What are popular rental amenities in East Chatham?
The most popular rental amenities people are searching for in East Chatham include a swimming pool, a firepit and a fireplace. Whether you're on a trip with pals, family or even pets, Vrbo vacation homes include the best amenities for beginning new traditions with the people that matter most.
Are there large group vacation rentals in East Chatham?
You'll find two vacation rentals in East Chatham that can host 10 or more people. Whether you're planning time away with the family or a special event, there's plenty of room to get your favorite people together under one roof.
Are there vacation rentals in East Chatham that welcome kids?
East Chatham has six family-friendly vacation rentals to choose from. And tracking down a stay that welcomes children is simple with our "Properties good for families" filter. On top of having the entire place to yourselves, you can also look forward to perks and amenities like extra bedrooms, kitchens and private pools.
Are there vacation rentals with WiFi in East Chatham?
You can choose from four vacation rentals with WiFi in East Chatham. If you want to disconnect from the world on your trip, but still need to be connected to the web, these properties have 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'll have a choice of five vacation rentals with air conditioning in East Chatham giving you that cooling breeze and extra touch of comfort. Just enter your dates of travel and then use our filters to help you find stays with air conditioning.
How old do you have to be to rent a vacation rental in East Chatham?
The minimum age is generally 16, 18 or 21. It can change from property to property on Vrbo, so check the rules of your chosen East Chatham stay before making a booking.
How long can I rent a vacation rental in East Chatham for?
The length of time you can book a vacation rental in East Chatham is down to the property. Just enter your preferred dates to view a list of options offering extended stays. With a range of features such as kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to get a terrific place to call your home away from home in East Chatham.
Does Vrbo offer discounts for vacation homes in East Chatham?
Whether you've got your sights set on one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to find some fabulous deals and discounts on Vrbo. From weekend retreats to extended vacations, we've got the ideal space for your next East Chatham escape.

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