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Chatham Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Chatham vacation rentals

Classic Tent, Garden View | Outdoor dining

1. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
The price is ₩311,450
₩348,824 total
includes taxes & fees
Aug 17 - Aug 18
Gatherwild Ranch
Exterior

2. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (167 reviews)
"Clean, quiet and relaxing stay."
United States
Andrea
The price is ₩191,881
₩214,900 total
includes taxes & fees
Aug 17 - Aug 18
Micosta Leisure Inn
Lobby

3. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,074 reviews)
"A nice place to stay in the Berkshires."
United States
Robert
The price is ₩133,918
₩181,212 total
includes taxes & fees
Aug 31 - Sep 1
Berkshire Mountain Lodge
Exterior

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, (274 reviews)
"Very clean, supplied burning wood, parking, WiFi, very cozy and comfortable"
United States
Enior
The price is ₩227,924
₩307,315 total
includes taxes & fees
Sep 14 - Sep 15
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Lobby

5. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,536 reviews)
"Pool and staff was great"
United States
peter
The price is ₩122,976
₩152,894 total
includes taxes & fees
Aug 31 - Sep 1
Vacation Village in the Berkshires
House (3 Bedrooms) | Front of property

6. Sleepy Hollow Lake Home w/ Deck, Pool Access!

Sleepy Hollow Lake Home w/ Deck, Pool Access!
3.0 star property
Coxsackie
10.0 out of 10, Exceptional, (2 reviews)
"The house was convenient to our friend’s wedding venue. It was spacious, clean and comfortable! There were many great amenities that we didn’t have time use due to our schedule and rainy weather."
United States
audrey
The price is ₩428,951
₩837,346 total
includes taxes & fees
Aug 19 - Aug 20
Sleepy Hollow Lake Home w/ Deck, Pool Access!
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

Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"Staff was wonderful and welcoming. Room was clean but rug was stained. There was no decaf coffee at breakfast. We would definitely stay there again"
Janet 1-night trip
Posted 1 hour ago
Quality Inn Great Barrington

Find out more about Chatham

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

  • View our selection of featured Vacation rentals in Chatham
  • Use the map to find apartments and other Vacation homes in the Chatham neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation 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 vacation rentals in Chatham?

Yes, we have vacation rentals close to top points of interest in Chatham, or you can go with a secluded option if you want a relaxing place to stay. Chatham is known for its theaters and restaurants.

How many vacation rentals are there in Chatham?

With 12 Expedia vacation rentals, you're sure 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 larger area.

What are vacation rentals like in Chatham?

Vacation rentals are privately owned properties you can stay in for several days or more in Chatham. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family getaway.