Aerial scene of Chatham, Ontario, Canada

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Chatham holiday rentals

Lobby

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,400 reviews)
"Property is great and stay was great"
United States
Isha
The price is 2.934.085 ₫
3.566.169 ₫ total
includes taxes & fees
23 Jun - 24 Jun
Vacation Village in the Berkshires
Exterior

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (154 reviews)
"The room was cozy. In a very quiet part of town. The check in process was easy. I would definitely stay again while in town."
United States
Kathleen
The price is 3.420.800 ₫
3.831.486 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Micosta Leisure Inn
Exterior

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (248 reviews)
"Really great location and near great area."
United States
Sherwin
The price is 5.238.277 ₫
6.794.493 ₫ total
includes taxes & fees
7 Jul - 8 Jul
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Family Bungalow

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
9.4 out of 10, Exceptional, (10 reviews)
"Healthy food too!"
United States
GEORGINA
The price is 3.032.755 ₫
3.387.588 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Huttopia Berkshires
House (3 Bedrooms) | Interior

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 5.159.308 ₫
14.573.202 ₫ total
includes taxes & fees
22 Jun - 23 Jun
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
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

The Yankee Inn

The Yankee Inn

10/10 Excellent
"A great hotel to stay in Berkshires. Close to everything we wanted: trails, cafes and restaurants, places of interest. Comfortable room again with everything we need in it. Amazing complex of in and outdoors pools, exercise room, hot tub, a decent breakfast. And an uncomparable per night price."
Joseph 2-night trip
Posted 9 hours ago
The Yankee Inn

Frequently asked questions

Are there holiday rentals in Chatham?

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

How many holiday rentals are there in Chatham?

With 13 Expedia holiday rentals, you're guaranteed to find just the right place for your Chatham stay.

What can I see and do in Chatham?

While exploring the area, visit family-friendly sights like Bousquet Ski Area, or get outside and enjoy nature at Queechy Lake. The Mac-Haydn Theatre and Martin Van Buren National Historic Site are a couple of places you'll find in the wider area.

What are holiday rentals like in Chatham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chatham. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for families.