Holiday Rentals East Chatham from £76: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for East Chatham holiday rentals

A cozy living room with a sofa, a fireplace, and large windows.

1. Luxury Barn Near Hudson With New Private Sauna

East Chatham

Michael T.

includes taxes & fees

14 Oct - 15 Oct

A modern wooden cabin with a hot tub, wooden deck, and a covered seating area.

2. BLUSH: Boutique TINY homeprivate spawalk to town

Chatham

scott B.

includes taxes & fees

15 Oct - 16 Oct

A wooden interior with a dining table, chairs, and a window with a view of greenery outside.

3. Sugar Shack - 300 square feet of pure sweetness.

Chatham

Lori S.

includes taxes & fees

2 Nov - 3 Nov

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

4. Berkshire Mountain Lodge

Pittsfield

Kathleen

includes taxes & fees

9 Nov - 10 Nov

A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

5. Micosta Leisure Inn

Hudson

Kim

includes taxes & fees

27 Oct - 28 Oct

A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

6. NEW RENO - Chalet-style farm loft near Tanglewood

New Lebanon

Joanna P.

includes taxes & fees

14 Oct - 15 Oct

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

7. Vacation Village in the Berkshires

Williamstown

Pofen

includes taxes & fees

1 Nov - 2 Nov

A modern building with a wooden deck and a door.

8. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

Old Chatham

Terri E.

includes taxes & fees

18 Oct - 19 Oct

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Top East Chatham Hotel Reviews

Vacation Village in the Berkshires

10/10 Excellent

"This was a fantastic property to end our New England trip!"

Berkshire Mountain Lodge

8/10 Good

"We really enjoyed our stay at Berkshire Mountain Lodge. For what we paid - we absolutely feel like we got a great bang for our buck. The hotel is clean and well-maintained, and our suite was massive. It included a kitchen with all the bells and whistles (stove/stovetop, microwave, refrigerator, dishwasher), a full size living room, separate bedroom (with a kingsize mattress), and spacious bathroom. It was so comfortable. We absolutely recommend staying here, especially if you're looking for a reasonably priced accommodation."

The Red Lion Inn

8/10 Good

"We had a nice stay at the Red Lion Inn. Our room was clean and had a fireplace, but did not have a mini-refrigerator and the TV was placed to the side of the bed. The restaurant charged a lot ($65 for a filet mignon entree) and the food was not up to that price. The bread and salad were a la carte. The whole place seemed in need of a refresh."

Find out more about East Chatham

Everything you need to know about East Chatham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the East Chatham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect East Chatham holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

East Chatham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in East Chatham. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A East Chatham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of East Chatham holiday rentals we have selected for you start as low as £76 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on East Chatham rentals

At Expedia, we put the best East Chatham holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top East Chatham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream East Chatham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around East Chatham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a holiday rental in East Chatham?

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

What are some of the best holiday rentals that East Chatham has to offer?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This holiday home rental outside of East Chatham is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in East Chatham?

Expedia has 7 holiday rentals for your stay in East Chatham.

What can I see and do in East Chatham?

Meizinger Lake and Hand Hollow Conservation Area are a couple of lovely local spots to get outside and enjoy nature. Hand Hollow State Forest and Kinderhook Lake are a couple of places you'll find in the wider area.

What are holiday rentals like in East Chatham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in East Chatham. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family trip.

Room 1

Check prices for these dates

Our top choices for East Chatham holiday rentals

1. Luxury Barn Near Hudson With New Private Sauna

2. BLUSH: Boutique TINY homeprivate spawalk to town