East Chatham Holiday Rentals

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Our top choices for East Chatham holiday rentals

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2194)
"I great place to stay!!"
United Kingdom
Maricel
The price is AU$190
includes taxes & fees
4 Jan - 5 Jan 2026
Vacation Village in the Berkshires

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.4 out of 10, Exceptional, (134)
"Very pleasent stay , and kind helpful staff ."
United States
Kevin
The price is AU$217
includes taxes & fees
30 Jan - 31 Jan 2026
Micosta Leisure Inn

Taborton Harvest Timber Trails Unique cabin experience

Taborton Harvest Timber Trails Unique cabin experience
Sand Lake
10.0 out of 10, Exceptional, (1)
"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."
United States
Georgia M.
The price is AU$276
includes taxes & fees
2 Jan - 3 Jan 2026
Taborton Harvest Timber Trails Unique cabin experience

Berkshires Apartment at the Stephentown Hotel

Berkshires Apartment at the Stephentown Hotel
Stephentown
10.0 out of 10, Exceptional, (3)
"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."
United States
Matt E.
The price is AU$357
includes taxes & fees
8 Jan - 9 Jan 2026
Berkshires Apartment at the Stephentown Hotel

Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace

Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace
Nassau
10.0 out of 10, Exceptional, (2)
"Cozy home on the lake."
United States
Terry O.
The price is AU$561
includes taxes & fees
11 Jan - 12 Jan 2026
Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace

The Rizzy Apartment

The Rizzy Apartment
Washington Square
7.2 out of 10, Good, (10)
"Great time "
United States
Patrick
The price is AU$216
includes taxes & fees
5 Jan - 6 Jan 2026
The Rizzy Apartment

All comforts of home

All comforts of home
Hudson
9.8 out of 10, Exceptional, (52)
"Loved the place and would love to come back. "
United States
Georgine
The price is AU$200
includes taxes & fees
4 Jan - 5 Jan 2026
All comforts of home

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (26)
"Great stay in a cool, new space, totally walkable to Railroad St. I would definitely go back to GB and would try to stay here again. "
United States
Cameron M.
The price is AU$387
includes taxes & fees
5 Jan - 6 Jan 2026
Home in Great Barrington

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is AU$353
includes taxes & fees
14 Jan - 15 Jan 2026
Jiminy Peak Mountain Resort

Cozy Rustic Apt in 18th c Berkshire Farmhouse

Cozy Rustic Apt in 18th c Berkshire Farmhouse
Lanesborough
9.6 out of 10, Exceptional, (67)
"We had a lovely stay! The studio was comfortable, clean, and just what we needed. Our hosts were friendly and helpful!"
United States
Janice L.
The price is AU$311
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy Rustic Apt in 18th c Berkshire Farmhouse

Business Travelers Retreat

Business Travelers Retreat
Albany
10.0 out of 10, Exceptional, (1)
"Place was as advertised and Rodney was a great host. Very responsive. Location was ideal for the Capital Region and parking was super convenient. Highly reccomend."
United States
Chas K.
The price is AU$292
includes taxes & fees
31 Dec - 1 Jan 2026
Business Travelers Retreat

Chic Madison Parkview

Chic Madison Parkview
Albany
9.6 out of 10, Exceptional, (33)
"Location close to restaurants and parks."
United States
Alex B.
The price is AU$264
includes taxes & fees
2 Jan - 3 Jan 2026
Chic Madison Parkview

❣️Historic, Spacious & Fun 2BR Apt @ Downtown Albany

❣️Historic, Spacious & Fun 2BR Apt @ Downtown Albany
Pastures
8.6 out of 10, Excellent, (24)
"We want to thank the host. Nice apartment. Great location near our Rotary Conference and easy to access. The tub was not available for a bath but that was the only thing."
United States
Charles G.
The price is AU$295
includes taxes & fees
31 Dec - 1 Jan 2026
❣️Historic, Spacious & Fun 2BR Apt @ Downtown Albany

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (29)
"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "
United States
Marisa P.
The price is AU$213
includes taxes & fees
31 Dec - 1 Jan 2026
All the comforts of home

2 bed room Apartment

2 bed room Apartment
South End
8.8 out of 10, Excellent, (8)
"Clean rooms, comfortable beds. Easy access location. Quiet neighborhood. Would stay again."
United States
Sarah K.
The price is AU$270
includes taxes & fees
5 Jan - 6 Jan 2026
2 bed room Apartment

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale
9.8 out of 10, Exceptional, (35)
"Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay"
United States
Lindsey E.
The price is AU$681
includes taxes & fees
7 Jan - 8 Jan 2026
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

✨Historic Full Amenities 2BR Apt @ Downtown Albany

✨Historic Full Amenities 2BR Apt @ Downtown Albany
Pastures
9.0 out of 10, Wonderful, (20)
"The host is quick to respond and ready to resolve any matter. I visited Albany to spend time with my kids. My stay was easy and comfortable. Everything I needed was available and easily accessible. It was like a home away from home. Good and safe parking lot. I love my experience. "
United States
Kelechi
The price is AU$298
includes taxes & fees
31 Dec - 1 Jan 2026
✨Historic Full Amenities 2BR Apt @ Downtown Albany

Chic, Renovated Brownstone in Prime DT Albany

Chic, Renovated Brownstone in Prime DT Albany
Arbor Hill
8.0 out of 10, Very good, (1)
The price is AU$321
includes taxes & fees
3 Jan - 4 Jan 2026
Chic, Renovated Brownstone in Prime DT Albany

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
10.0 out of 10, Exceptional, (7)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
The price is AU$338
includes taxes & fees
4 Jan - 5 Jan 2026
Huttopia Berkshires

Albany Business Class Apartment

Albany Business Class Apartment
2.0 star property
Center Square
9.0 out of 10, Wonderful, (2)
" this place is perfect for short or long stay. Host was attentive to any needs!! Highly recommended:)"
United States
Gaudy H.
The price is AU$278
includes taxes & fees
31 Dec - 1 Jan 2026
Albany Business Class Apartment
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top East Chatham Hotel Reviews

Find out more about East Chatham

Everything you need to know about East Chatham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the East Chatham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect East Chatham holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

East Chatham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in East Chatham. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A East Chatham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of East Chatham holiday rentals we have selected for you start as low as AU$190 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on East Chatham rentals

At Expedia, we put the best East Chatham holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top East Chatham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream East Chatham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around East Chatham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in East Chatham?

Yes, there are holiday rentals close to the most popular sights in East Chatham, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that East Chatham has to offer?

Beautiful 5-star Estate! Pool, Pond, Game Room, Gym, Library, Party Barn, Trails: This holiday home rental outside of East Chatham is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a library so that you can immerse yourself in your holiday.

How many holiday rentals will I find in East Chatham?

Expedia has 8 holiday rentals for your stay in East Chatham.

What can I see and do in East Chatham?

Meizinger Lake and Hand Hollow Conservation Area are a couple of lovely local spots to get outside and enjoy nature. Hand Hollow State Forest and Queechy Lake are a couple of places you'll find in the wider area.

What are holiday rentals like in East Chatham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in East Chatham. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family trip.