East Chatham Vacation Rentals

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Our top choices for East Chatham vacation rentals

Luxury Barn Retreat — All-Season Escape Awaits!

Luxury Barn Retreat — All-Season Escape Awaits!
East Chatham
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.
The price is ¥52,856
¥98,959 total
includes taxes & fees
Mar 9 - Mar 10
Luxury Barn Retreat — All-Season Escape Awaits!

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
9.4 out of 10, Exceptional, (9 reviews)
"Healthy food too!"
United States
GEORGINA
The price is ¥26,554
¥29,660 total
includes taxes & fees
Mar 9 - Mar 10
Huttopia Berkshires

Sugar Shack - 300 square feet of pure sweetness.

Sugar Shack - 300 square feet of pure sweetness.
Chatham
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.
The price is ¥29,820
¥51,774 total
includes taxes & fees
Mar 9 - Mar 10
Sugar Shack - 300 square feet of pure sweetness.

BLUSH: Boutique TINY home*private spa*walk to town

BLUSH: Boutique TINY home*private spa*walk to town
Chatham
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.
The price is ¥36,289
¥46,616 total
includes taxes & fees
Mar 10 - Mar 11
BLUSH: Boutique TINY home*private spa*walk to town

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,285 reviews)
"Excellent location and terrific space and amenities."
United States
Michelle
The price is ¥15,225
¥18,737 total
includes taxes & fees
Mar 8 - Mar 9
Vacation Village in the Berkshires

Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Boulder Pines Cabin in the woods
Sand Lake
10.0 out of 10, Exceptional, (14 reviews)
"Loved this cabin! The communal building is very clean & bathrooms are spotless. There is a farm stand near the entrance where you can buy firewood and fresh eggs. Trails are literally connected to the property for easy nature walks. We plan on coming back!"
United States
Abby L.
The price is ¥19,693
¥28,854 total
includes taxes & fees
Apr 6 - Apr 7
Taborton Harvest Boulder Pines Cabin in the woods

All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (54 reviews)
"Loved the place and would love to come back. "
United States
Georgine
The price is ¥15,478
¥20,868 total
includes taxes & fees
Mar 8 - Mar 9
All comforts of home

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.4 out of 10, Exceptional, (138 reviews)
"Very pleasent stay , and kind helpful staff ."
United States
Kevin
The price is ¥20,502
¥22,963 total
includes taxes & fees
Mar 9 - Mar 10
Micosta Leisure Inn

3-bedroom house in beautiful Berkshires, close to amenities!

3-bedroom house in beautiful Berkshires, close to amenities!
Pittsfield
The price is ¥28,684
¥48,607 total
includes taxes & fees
Mar 9 - Mar 10
3-bedroom house in beautiful Berkshires, close to amenities!

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (29 reviews)
"Good for a quick overnight - host was very accommodating when we needed an early check-in."
United States
Katie B.
The price is ¥16,756
¥22,302 total
includes taxes & fees
Mar 8 - Mar 9
All the comforts of home

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (5 reviews)
"It was great experience and we loved the ammenities."
United States
Carrie C.
The price is ¥17,514
¥37,893 total
includes taxes & fees
Mar 10 - Mar 11
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is ¥30,925
¥87,352 total
includes taxes & fees
Mar 9 - Mar 10
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (27 reviews)
"The house was pristine, bright, with everything we needed. We hope to come back again to enjoy the area. "
United States
maureen k.
The price is ¥26,128
¥43,285 total
includes taxes & fees
Mar 15 - Mar 16
Home in Great Barrington

Pet-Friendly Hudson Escape w/ Hot Tub

Pet-Friendly Hudson Escape w/ Hot Tub
Stottville
The price is ¥28,684
¥49,057 total
includes taxes & fees
Apr 5 - Apr 6
Pet-Friendly Hudson Escape w/ Hot Tub

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Hancock
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.
The price is ¥17,198
¥37,362 total
includes taxes & fees
Mar 9 - Mar 10
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
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.
The price is ¥23,667
¥30,041 total
includes taxes & fees
Mar 8 - Mar 9
The Brooks Motel: Exceptional Suite

Uncle Sam's Hideaway |Nearby Colleges & Hospital|Personal Workspace|Pet Friendly

Uncle Sam's Hideaway |Nearby Colleges & Hospital|Personal Workspace|Pet Friendly
Troy
9.2 out of 10, Wonderful, (14 reviews)
"Great place! Highly recommended if you are visiting Troy "
United States
Matthew B.
The price is ¥13,601
¥340,275 total
includes taxes & fees
Mar 9 - Mar 10
Uncle Sam's Hideaway |Nearby Colleges & Hospital|Personal Workspace|Pet Friendly

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Hancock
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.
The price is ¥18,460
¥38,949 total
includes taxes & fees
Mar 10 - Mar 11
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Stockbridge
10.0 out of 10, Exceptional, (34 reviews)
"A college friends' retreat was fantastic, in part due to the location, cleanliness and amenities in this 3 bedroom house. Furniture was comfortable and kitchen was stocked with everything we needed. "
United States
cathy c.
The price is ¥35,382
¥87,107 total
includes taxes & fees
Mar 9 - Mar 10
Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very Good, (989 reviews)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is ¥23,473
¥26,220 total
includes taxes & fees
Apr 6 - Apr 7
Jiminy Peak Mountain Resort
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

Search for holiday rentals in East Chatham on Expedia! You can easily find your home rentals, villas, holiday apartments in East Chatham using one of the methods below:

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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?

Pool & Secluded Historic Estate on the Hudson | River House by AvantStay: This vacation home rental outside of East Chatham is located on a river and has an arcade game room, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 11 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in East Chatham?

Expedia has 8 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.