A brick building with a green dome and columns, labeled "TRACY MEMORIAL VILLAGE HALL".

Old Chatham Holiday Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Old Chatham holiday rentals

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 HK$1,087
HK$1,217 total
includes taxes & fees
9 Jul - 10 Jul
Micosta Leisure Inn
Lobby

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,409 reviews)
"Property is great and stay was great"
United States
Isha
The price is HK$991
HK$1,193 total
includes taxes & fees
23 Jul - 24 Jul
Vacation Village in the Berkshires
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 HK$1,537
HK$4,340 total
includes taxes & fees
28 Jun - 29 Jun
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
Reception

cozy retreat with modern amenties

cozy retreat with modern amenties
2.0 star property
Delmar
The price is HK$1,535
HK$2,246 total
includes taxes & fees
1 Jul - 2 Jul
cozy retreat with modern amenties
TV, fireplace

A stunning, modern Lodge with rustic charm at June Farms!

A stunning, modern Lodge with rustic charm at June Farms!
West Sand Lake
10.0 out of 10, Exceptional, (5 reviews)
"2nd time staying at The Lodge , had a wonderful relaxing few days ! Enjoyed long walks , and the animals . The weather was perfect , couldn't have asked for anything more! Thank you !"
United States
LisaL
The price is HK$3,472
HK$6,195 total
includes taxes & fees
29 Jun - 30 Jun
A stunning, modern Lodge with rustic charm at June Farms!
Room

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 HK$945
HK$1,056 total
includes taxes & fees
30 Jun - 1 Jul
Huttopia Berkshires
Interior

610 Large Studio Downtown With Pool Table

610 Large Studio Downtown With Pool Table
3.0 star property
Center Square
The price is HK$1,129
HK$3,297 total
includes taxes & fees
29 Jun - 30 Jun
610 Large Studio Downtown With Pool Table
Interior

Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.4 out of 10, Exceptional, (16 reviews)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is HK$1,694
HK$2,601 total
includes taxes & fees
1 Jul - 2 Jul
Cozy Riverside Berkshires Retreat
Terrace/patio

Ideal location for summer and winter activities with plenty of outdoor space.

Ideal location for summer and winter activities with plenty of outdoor space.
Hillsdale
9.8 out of 10, Exceptional, (77 reviews)
"Excellent host!"
United States
Kenny
The price is HK$1,568
HK$2,977 total
includes taxes & fees
30 Jun - 1 Jul
Ideal location for summer and winter activities with plenty of outdoor space.
Property grounds

All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (55 reviews)
"Loved the place and would love to come back. "
United States
Georgine
The price is HK$769
HK$1,037 total
includes taxes & fees
28 Jun - 29 Jun
All comforts of home
Property grounds

Luxury, modern AIRSTREAM at June Farms!

Luxury, modern AIRSTREAM at June Farms!
West Sand Lake
9.8 out of 10, Exceptional, (7 reviews)
"We’ve stayed at several of the various cabins at June Farms. This one, like the others, is unique and fantastic. Would absolutely stay again!"
United States
StephenS
The price is HK$2,280
HK$4,271 total
includes taxes & fees
28 Jun - 29 Jun
Luxury, modern AIRSTREAM at June Farms!
Fridge, microwave, oven, stovetop

Taborton Harvest Timber Trails Unique cabin experience

Taborton Harvest Timber Trails Unique cabin experience
Sand Lake
10.0 out of 10, Exceptional, (2 reviews)
"It was a great getaway "
United States
Chandra F.
The price is HK$980
HK$1,436 total
includes taxes & fees
4 Jul - 5 Jul
Taborton Harvest Timber Trails Unique cabin experience
Smart TV

stylish Berkshires Retreat

stylish Berkshires Retreat
Lee
10.0 out of 10, Exceptional, (1 review)
"Property was just as described, clean and well equipped. Had excellent communication with the host. Would highly recommend staying here."
United States
Donna K.
The price is HK$1,694
HK$3,468 total
includes taxes & fees
30 Jun - 1 Jul
stylish Berkshires Retreat
Fridge, microwave, oven, stovetop

Perfect 4-bedroom house with AC in tranquil Albany

Perfect 4-bedroom house with AC in tranquil Albany
Delaware Avenue
10.0 out of 10, Exceptional, (2 reviews)
"The place so clean and beautiful we enjoyed the game refreshed my boy time memories and space and rooms so unique. I will definitely recommend that place then hotel. It’s more than five stars hotel."
United States
Alex
The price is HK$2,187
HK$4,335 total
includes taxes & fees
9 Jul - 10 Jul
Perfect 4-bedroom house with AC in tranquil Albany
Interior

★ 2 BEDROOM / 1 BATH TRENDY Apt ★ Downtown Albany

★ 2 BEDROOM / 1 BATH TRENDY Apt ★ Downtown Albany
Downtown Albany
8.6 out of 10, Excellent, (34 reviews)
"Great location!"
United States
Jane
The price is HK$1,094
HK$2,062 total
includes taxes & fees
30 Jun - 1 Jul
★ 2 BEDROOM / 1 BATH TRENDY Apt ★ Downtown Albany
Smart TV

Ironworks Urban Retreat|Pet Friendly|RPI|Hospitals

Ironworks Urban Retreat|Pet Friendly|RPI|Hospitals
Troy
9.8 out of 10, Exceptional, (14 reviews)
"Host very responsive, convenient location, in unit washer/dryer super handy. "
United States
Leslie M.
The price is HK$795
HK$2,650 total
includes taxes & fees
28 Jun - 29 Jun
Ironworks Urban Retreat|Pet Friendly|RPI|Hospitals
Interior

Pet Friendly • Fenced Yard • Hot Tub • Romantic

Pet Friendly • Fenced Yard • Hot Tub • Romantic
Ravena
10.0 out of 10, Exceptional, (1 review)
"This was a very quaint cottage type home the owner was very quick with replies. Loved that it had a fenced in yard for our dog. Was scheduled to work at the hospital all weekend, so this was a nice getaway from the hustle and bustle. We’ll stay again if we are ever in the area. "
United States
Sunshine G.
The price is HK$1,529
HK$2,752 total
includes taxes & fees
1 Jul - 2 Jul
Pet Friendly • Fenced Yard • Hot Tub • Romantic
Fridge, microwave, stovetop, dishwasher

Berkshire House Stay: 5BR/5BA

Berkshire House Stay: 5BR/5BA
Lee
10.0 out of 10, Exceptional, (22 reviews)
"Wonderful stay, beautiful, well equipped and clean property. Highly recommend for an adult famiky getaway "
United States
jennifer r.
The price is HK$4,845
HK$8,687 total
includes taxes & fees
13 Jul - 14 Jul
Berkshire House Stay: 5BR/5BA
Property grounds

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Chatham
9.8 out of 10, Exceptional, (7 reviews)
"Mark was very communicative and helpful, answering all questions quickly and accurately"
United States
Jim S.
The price is HK$1,803
HK$2,994 total
includes taxes & fees
2 Jul - 3 Jul
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Terrace/patio

BLUSH: Boutique TINY home*private spa*walk to town

BLUSH: Boutique TINY home*private spa*walk to town
Chatham
10.0 out of 10, Exceptional, (7 reviews)
"We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!"
United States
scott B.
The price is HK$1,960
HK$2,520 total
includes taxes & fees
29 Jun - 30 Jun
BLUSH: Boutique TINY home*private spa*walk to town
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 Old Chatham Hotel Reviews

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"Best hotel breakfast I have had in a long time. The breakfast attendant kept items well stocked. She made sure that vacated tables were cleaned and ready for the next guests to enjoy their meal. The room was kept very clean. I really enjoyed the fresh pancakes that were made to order by a pancake machine! Also, the pool and hot tub were great. The area was kept clean and towels were well stocked. Our room was also very spacious and immaculate."
Helen 1-night trip
Posted 8 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Find out more about Old Chatham

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

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

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

Frequently asked questions

Are there holiday rentals in Old Chatham?

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

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

Incredible Estate: Pool, Pond, Gym, Arcade, Trails & more: Perfect Summer Vacate: This highly rated holiday home rental in Old Chatham is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a library so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Old Chatham?

With 8 Expedia holiday rentals, you're guaranteed to find just the right place for your Old Chatham stay.

What’s there to see and do in Old Chatham?

Enjoy the area's cultural attractions such as Shaker Museum and Library, or get outdoors into nature at a spot like 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’s a holiday rental in Old Chatham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Old Chatham. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family gatherings.