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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Chatham holiday rentals

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

1. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,087 reviews)
"A nice place to stay in the Berkshires."
United States
Robert
The price is Rp1.673.784
Rp2.264.901 total
includes taxes & fees
31 Aug - 1 Sept
Berkshire Mountain Lodge
A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

2. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is Rp4.379.265
Rp4.904.778 total
includes taxes & fees
25 Aug - 26 Aug
Gatherwild Ranch
A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

3. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (169 reviews)
"Clean, quiet and relaxing stay."
United States
Andrea
The price is Rp2.289.250
Rp2.564.214 total
includes taxes & fees
27 Aug - 28 Aug
Micosta Leisure Inn
A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

4. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (283 reviews)
"Loved my stay at the little cabin, will definitely be returning."
United States
Rosemary
The price is Rp2.848.734
Rp3.841.014 total
includes taxes & fees
21 Sept - 22 Sept
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

5. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,556 reviews)
"Place was clean and well equipped, pool and amenities were great too !"
United States
Nyra
The price is Rp1.537.032
Rp1.910.968 total
includes taxes & fees
31 Aug - 1 Sept
Vacation Village in the Berkshires
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

voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG

10/10 Excellent
"My only criticism is that I could hear conversations and a howling dog through the wall of our room. We were in 403, next to a premium corner. Also—not all premium rooms (4) look directly to the river. We first had one that had a river view if you looked between two buildings. I requested a change and was given a lesser quality room, no tub or nicer seating area but a full view. I noticed on my final bill that no adjustment was made for the downgraded room. Otherwise it’s a lovely place and we would happily stay here again—but wiser next time. Patrick Henry tavern next door makes an exceptional mushroom pizza—great crust. Breakfast is ok but fairly priced. Pancakes had an artificial taste and were stiff enough to frisbee. We had the Greek yoghurt parfait and asked for it to be served in a bowl rather than the wineglass. It was quite good. The oatmilk latte was excellent too."
Susan 3-night trip
Posted less than an hour ago
voco James Newbury Hudson Valley by IHG

Find out more about Chatham

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

  • View our selection of featured holiday rentals in Chatham
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  • Enter your travel dates to view the best deals on holiday rentals in Chatham while they last

Look no further and take a look at our great range of rental properties in Chatham!

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 12 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 Kinderhook Lake. The Mac-Haydn Theatre and Queechy Lake 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.