East Chatham Vacation Rentals

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Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for East Chatham vacation rentals

Interior

Vacation Home in East Chatham

Luxury Barn Retreat — All-Season Escape Awaits!
10.0 out of 10, Exceptional, (2 reviews)
"Accommodations were even better than we expected. The rooms were very clean, and there are unique (and sometimes whimsical, other times thought-provoking) decorations/pictures throughout the barn. The kitchen was basically a chef’s kitchen- all appliances were top notch. The backyard was spacious, and even contained a (non-working) pay phone booth! My wife loved the swinging two-seat chair on the porch! "
United States
Timothy S.
$556 nightly
The price is $623
Mar 16 - Mar 17
Total with taxes and fees
Luxury Barn Retreat — All-Season Escape Awaits!
Terrace/patio

Mobile Home in Chatham

BLUSH: Boutique TINY home*private spa*walk to town
10.0 out of 10, Exceptional, (7 reviews)
"We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!"
United States
scott B.
$273 nightly
The price is $308
Mar 15 - Mar 16
Total with taxes and fees
BLUSH: Boutique TINY home*private spa*walk to town
Exterior

Camping in Williamstown

Huttopia Berkshires
1.0 star property
9.4 out of 10, Exceptional, (10 reviews)
"Healthy food too!"
United States
GEORGINA
$147 nightly
The price is $165
Mar 23 - Mar 24
Total with taxes and fees
Huttopia Berkshires
Dining

Mobile Home in Chatham

Sugar Shack - 300 square feet of pure sweetness.
10.0 out of 10, Exceptional, (3 reviews)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
United States
Sue G.
$303 nightly
The price is $342
Mar 18 - Mar 19
Total with taxes and fees
Sugar Shack - 300 square feet of pure sweetness.
Exterior

Cabin in Sand Lake

Taborton Harvest Boulder Pines Cabin in the woods
10.0 out of 10, Exceptional, (14 reviews)
"My whole experience was just what I needed! Im in love with this place inspired me and my dog was in heaven 💛 "
United States
Lea
$165 nightly
The price is $183
Mar 14 - Mar 15
Total with taxes and fees
Taborton Harvest Boulder Pines Cabin in the woods
Property grounds

Apartment in Hudson

All comforts of home
9.6 out of 10, Exceptional, (54 reviews)
"Loved the place and would love to come back. "
United States
Georgine
$118 nightly
The price is $132
Mar 15 - Mar 16
Total with taxes and fees
All comforts of home
Exterior

Aparthotel in Hudson

Micosta Leisure Inn
3.0 star property
9.4 out of 10, Exceptional, (139 reviews)
"Same as always - nice place , nice owner , I can take my dogs , clean, good price "
United States
Gail
$133 nightly
The price is $150
Mar 15 - Mar 16
Total with taxes and fees
Micosta Leisure Inn
Fridge, microwave, oven, stovetop

Vacation Home in Great Barrington

Home in Great Barrington
9.8 out of 10, Exceptional, (28 reviews)
"The house was pristine, bright, with everything we needed. We hope to come back again to enjoy the area. "
United States
maureen k.
$247 nightly
The price is $275
Mar 15 - Mar 16
Total with taxes and fees
Home in Great Barrington
Property grounds

Apartment in Hancock

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
10.0 out of 10, Exceptional, (5 reviews)
"It was great experience and we loved the ammenities."
United States
Carrie C.
$218 nightly
The price is $244
Mar 16 - Mar 17
Total with taxes and fees
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Gift shop

Apartment in Hancock

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
10.0 out of 10, Exceptional, (5 reviews)
"We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!"
United States
Jen B.
$212 nightly
The price is $237
Mar 16 - Mar 17
Total with taxes and fees
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Microwave, oven, stovetop, dishwasher

Apartment in Mansion

★SPACIOUS 1BR Apt w/ Character 10ft Ceilings W/D!★
9.8 out of 10, Exceptional, (6 reviews)
"A charming one bedroom near the cathedral and New York State museum. We enjoyed our stay!"
United States
Michael C.
$197 nightly
The price is $213
Mar 14 - Mar 15
Total with taxes and fees
★SPACIOUS 1BR Apt w/ Character 10ft Ceilings W/D!★
Gift shop

Apartment in Hancock

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
10.0 out of 10, Exceptional, (3 reviews)
"Stayed one night at one of my favorite ski spots. Will be back again!"
United States
Neil J.
$218 nightly
The price is $244
Mar 16 - Mar 17
Total with taxes and fees
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Property grounds

Vacation Home in Hudson

All the comforts of home
9.2 out of 10, Wonderful, (30 reviews)
"Good for a quick overnight - host was very accommodating when we needed an early check-in."
United States
Katie B.
$126 nightly
The price is $141
Mar 26 - Mar 27
Total with taxes and fees
All the comforts of home
Dining

Cottage in Stottville

Pet-Friendly Hudson Escape w/ Hot Tub
$309 nightly
The price is $314
Mar 18 - Mar 19
Total with taxes and fees
Pet-Friendly Hudson Escape w/ Hot Tub
Beach

Apartment in Stephentown

2 Bed Berkshire Apt minutes to Jiminy Peak Ski
8.4 out of 10, Very Good, (12 reviews)
"Great location and property. thank you"
United States
Christine P.
$232 nightly
The price is $247
Mar 15 - Mar 16
Total with taxes and fees
2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Desk, iron/ironing board, WiFi, bed sheets

Apartment in Hillsdale

The Brooks Motel: Exceptional Suite
7.0 out of 10, Good, (4 reviews)
"Location was good for what we wanted. The people involved responded quickly. The bed was very comfortable. Reasonably clean, the coffee pot had leftover coffee in it and a dirty spoon on the counter. The biggest issue was the musty odor."
United States
John P.
$170 nightly
The price is $190
Mar 14 - Mar 15
Total with taxes and fees
The Brooks Motel: Exceptional Suite
Smart TV

Apartment in Arbor Hill

★MODERN 1BR GREAT Location Downtown! W/D Parking!★
9.4 out of 10, Exceptional, (9 reviews)
"Very nice place."
United States
verna A.
$188 nightly
The price is $203
Mar 14 - Mar 15
Total with taxes and fees
★MODERN 1BR GREAT Location Downtown! W/D Parking!★
Terrace/patio

Vacation Home in West Sand Lake

Treat yourself at the stunning June Farms Wellness Huts!
10.0 out of 10, Exceptional, (8 reviews)
"The wellness hut was an amazing getaway. Beautiful interior and design. Loved the little outdoor sauna. Loved the front porch/deck. Would definitely return for another stay."
United States
SteveS
$403 nightly
The price is $448
Mar 15 - Mar 16
Total with taxes and fees
Treat yourself at the stunning June Farms Wellness Huts!
House (3 Bedrooms) | Interior

Cottage in Stephentown

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
$499 nightly
The price is $554
Mar 15 - Mar 16
Total with taxes and fees
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
1 bedroom, WiFi, bed sheets

Apartment in Hancock

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
10.0 out of 10, Exceptional, (12 reviews)
"Room was perfect location for skiing. Able to see slopes and a few of the chairlifts from room. Beds were super comfortable. Parking was close by and in private area which helped avoid parking in huge resort parking lot. Owner was very responsive."
United States
Charles
$218 nightly
The price is $244
Mar 16 - Mar 17
Total with taxes and fees
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

8/10 Good
"Clean. Staff was great. Easy commute to mountain. "
Michael 2-night trip
Posted 6 hours ago
Vacation Village in the Berkshires

Find out more about East Chatham

Everything you need to know about East Chatham vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the East Chatham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

East Chatham vacation 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 low season months. For more hustle and bustle, you may prefer to visit East Chatham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $141 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on East Chatham rentals

At Expedia, we put the best East Chatham vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in East Chatham?

Yes, we have vacation rentals close to popular local attractions in East Chatham, or you can select a more secluded option if you'd like a relaxing place to stay.

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

Family Ski Getaway in the Berkshires: This vacation home rental outside of East Chatham is located on a river and has a fireplace, a garden, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and kitchenware, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in East Chatham?

Expedia has 9 vacation 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 larger area.

What are vacation rentals like in East Chatham?

Vacation rentals are privately owned properties you can stay in for several days or longer in East Chatham. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.