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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Chatham condo rentals

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Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,331 reviews)
"Clean rooms, and very friendly staff"
United States
Amr
$126 nightly
The price is $141
Apr 13 - Apr 14
Total with taxes and fees
Vacation Village in the Berkshires
Outdoor dining

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7

2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Hancock
7.6 out of 10, Good, (13 reviews)
"Great location, right on the mountain's property "
United States
J S.
$313 nightly
The price is $350
May 6 - May 7
Total with taxes and fees
2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7
Pool

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous

2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
Hancock
9.4 out of 10, Exceptional, (3 reviews)
"Good stay. Convenient to ski slopes. Thankful for Pet Friendly."
United States
Jim H.
$287 nightly
The price is $321
May 6 - May 7
Total with taxes and fees
2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous
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 Chatham Hotel Reviews

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Clean room, nature friendly."
Maaz 1-night trip
Posted 5 hours ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Find out more about Chatham

Chatham Condo Rentals information

Number of reviews
2,347
Accommodation
45 Condo Rentals
Lowest Price
$141
Highest Price
$350

Frequently asked questions

Why book your condo in Chatham with Expedia?
Expedia makes it easy to find your dream condo in Chatham. On the lookout for an upmarket stay? Try out our filters to search for properties that have a 5-star rating. If you're on a budget, choose how much you'd like to spend and then browse our fabulous options. We'll help you find the perfect pad whatever your style of travel or plans.
How can I find cheap condos in Chatham?
A good way to compare cheap condos in Chatham is with Expedia's filter tool. Narrow your search by amenities, budget and star rating to access unbeatable bargains with only a few clicks.
What is there to do in Chatham near my condo?
If you're ready to make the most of your time in Chatham, make tracks to The Mac-Haydn Theatre. It's a hit with tourists and locals alike.

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