Chatham Vacation Rentals

Save an average of 15% on thousands of properties with Expedia Rewards

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide

Vacation Rentals in Chatham

Indoor pool, outdoor pool, pool umbrellas
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1672)
"Very nice spot quiet "
The price is P 9,736
per night
May 2 - May 3
Vacation Village in the Berkshires
Private kitchen
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (856)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is P 8,597
per night
May 2 - May 3
Jiminy Peak Mountain Resort
Balcony
Micosta Leisure Inn
3.0 star property
8.8 out of 10, Excellent, (70)
"I needed a place to sleep while attending several events in the area and this was perfect; clean, safe, warm, great snacks. The only negative was the icy steps and deck. I had to break up the ice and clear with my boots. Place could use an electric kettle for tea. Other than that it was a great place for me and my elderly dog. "
The price is P 7,235
per night
May 2 - May 3
Micosta Leisure Inn
Don't see what you're looking for?
See all available properties in Chatham
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.

Other types of properties in Chatham you may be interested in

Lobby
Life House Berkshires
3.5 star property
9.2 out of 10, Wonderful, (231)
"Very accommodating and friendly staff. Coffee in the morning was excellent. "
The price is P 5,712
per night
May 5 - May 6
Life House Berkshires
Outdoor pool, sun loungers
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (869)
"What a pleasure to have the opportunity to stay in an historic inn such as the Red Lion. "
The price is P 6,174
per night
May 6 - May 7
The Red Lion Inn
Exterior
The Black Swan Lee - Lenox, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Great visit to The Black Swan Inn. Perfectly located central to activities in the Berkshires. Fantastic customer service and very clean."
The price is P 5,836
per night
May 8 - May 9
The Black Swan Lee - Lenox, Ascend Hotel Collection
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.

Search for holiday rentals in Chatham on Expedia! 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
  • Use the map to find apartments and other holiday homes in the Chatham neighbourhood you prefer
  • 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 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 18 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 Martin Van Buren National Historic Site 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.

Recent reviews of Chatham properties
Expedia verified reviews

Comfort Inn Glenmont - Albany South

Comfort Inn Glenmont - Albany South

5/5 Excellent
"The front desk young man was very polite and professional. He let me check in early. I was meeting a friend there to go to the Albany Wine festival. The entire property was clean and seemed in good shape. The room was great and relaxing. I was sad that the bar wasnt open. The pool area was nice, but the hot tub jets weren't working. At least the jets were pumping in hot water. I would definitely stay again."
A verified traveler stayed at Comfort Inn Glenmont - Albany South
Posted 2 days ago
Comfort Inn Glenmont - Albany South