A calm lake surrounded by dense evergreen trees and a few deciduous trees with autumn leaves.

East Chatham Holiday Rentals

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for East Chatham holiday rentals

Lobby

1. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,033 reviews)
"Clean room, friendly staff, nice property"
United States
Joseph
The price is HK$823
HK$1,094 total
includes taxes & fees
30 Aug - 31 Aug
Berkshire Mountain Lodge
Exterior

2. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (161 reviews)
"This inn with cabins is a gorgeous setting with a nice vegetable garden, the setting is a bit remote and we like it, very quiet, unfortunately the restaurant was close."
United States
philippe
The price is HK$1,087
HK$1,217 total
includes taxes & fees
3 Aug - 4 Aug
Micosta Leisure Inn
Coffee/tea maker, fridge, microwave, oven

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

NEW RENO - Chalet-style farm loft near Tanglewood
New Lebanon
8.6 out of 10, Excellent, (7 reviews)
"We enjoyed our stay and the location. This rustic, spacious loft was great for our brief visit to the Berkshires. "
United States
Joanna P.
The price is HK$714
HK$1,813 total
includes taxes & fees
3 Aug - 4 Aug
NEW RENO - Chalet-style farm loft near Tanglewood
Coffee/tea maker, fridge, microwave, oven

4. 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
2 Aug - 3 Aug
Taborton Harvest Timber Trails Unique cabin experience
Property grounds

5. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (56 reviews)
"👍"
United States
Mike
The price is HK$769
HK$1,037 total
includes taxes & fees
10 Aug - 11 Aug
All comforts of home
Dining

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

Sugar Shack - 300 square feet of pure sweetness.
Chatham
10.0 out of 10, Exceptional, (3 reviews)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
United States
Sue G.
The price is HK$2,157
HK$2,742 total
includes taxes & fees
4 Aug - 5 Aug
Sugar Shack - 300 square feet of pure sweetness.
Exterior detail

7. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
Old Chatham
10.0 out of 10, Exceptional, (4 reviews)
"We enjoyed our stay at this property. The hot tub was great and the home was immaculate!"
United States
Terri E.
The price is HK$2,298
HK$5,130 total
includes taxes & fees
25 Aug - 26 Aug
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
Lobby

8. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,485 reviews)
"Great and tranquil location, good sleeps, friendly and helpful staff, would do it again."
United States
Melanie
The price is HK$729
HK$901 total
includes taxes & fees
19 Aug - 20 Aug
Vacation Village in the Berkshires
Property grounds

9. 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, (10 reviews)
"Mark was very accommodating and always available immediately if I had a question. The place was very clean and comfortable. Perfect location. We would love to come back in the summer when we can use the fire pit and the creek in the back. "
United States
Jessica V.
The price is HK$1,803
HK$2,977 total
includes taxes & fees
2 Aug - 3 Aug
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Terrace/patio

10. 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$2,078
HK$2,644 total
includes taxes & fees
19 Aug - 20 Aug
BLUSH: Boutique TINY home*private spa*walk to town
Room

11. Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
9.4 out of 10, Exceptional, (13 reviews)
"Healthy food too!"
United States
GEORGINA
The price is HK$946
HK$1,056 total
includes taxes & fees
23 Aug - 24 Aug
Huttopia Berkshires
Property grounds

12. All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (35 reviews)
"Great location and super welcoming "
United States
Julie B.
The price is HK$833
HK$1,108 total
includes taxes & fees
5 Aug - 6 Aug
All the comforts of home
Beach

13. Berkshires Apartment at the Stephentown Hotel

Berkshires Apartment at the Stephentown Hotel
Stephentown
10.0 out of 10, Exceptional, (4 reviews)
"A beautiful property with a very communicative host. Check in was easy, and we enjoyed our stay. Would definitely recommend this property and host!"
United States
Nicole O.
The price is HK$1,096
HK$2,138 total
includes taxes & fees
4 Aug - 5 Aug
Berkshires Apartment at the Stephentown Hotel
Terrace/patio

14. Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY

Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
Stottville
10.0 out of 10, Exceptional, (2 reviews)
The price is HK$1,466
HK$2,880 total
includes taxes & fees
3 Aug - 4 Aug
Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
Coffee/tea maker, fridge, microwave, stovetop

15. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
Stephentown
9.8 out of 10, Exceptional, (6 reviews)
"excellent communication with property manager."
United States
Nancy H.
The price is HK$1,380
HK$4,395 total
includes taxes & fees
2 Aug - 3 Aug
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
Exterior

16. Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Boulder Pines Cabin in the woods
Sand Lake
10.0 out of 10, Exceptional, (16 reviews)
"This was a dash away and perfect! "
United States
Linda R.
The price is HK$980
HK$1,436 total
includes taxes & fees
28 Aug - 29 Aug
Taborton Harvest Boulder Pines Cabin in the woods
Outdoor spa tub

17. Pet Friendly Glamping • Hot Tub • Fire Pit • Patio

Pet Friendly Glamping • Hot Tub • Fire Pit • Patio
Ravena
10.0 out of 10, Exceptional, (1 review)
"The host was very friendly. We had a great time."
United States
Richard H.
The price is HK$953
HK$1,867 total
includes taxes & fees
28 Aug - 29 Aug
Pet Friendly Glamping • Hot Tub • Fire Pit • Patio
Pool

18. Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (4 reviews)
"Quiet location"
United States
Alicia S.
The price is HK$1,115
HK$2,218 total
includes taxes & fees
2 Aug - 3 Aug
Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor
Gift shop

19. Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Hancock
10.0 out of 10, Exceptional, (5 reviews)
"We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!"
United States
Jen B.
The price is HK$1,066
HK$2,154 total
includes taxes & fees
31 Jul - 1 Aug
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Outdoor dining

20. NEW RENO Historic Creamery in Berkshires w/hot tub

NEW RENO Historic Creamery in Berkshires w/hot tub
New Lebanon
10.0 out of 10, Exceptional, (6 reviews)
"Beautifully decorated farmhouse in a great location to enjoy the Berkshires. "
United States
Anonymous traveller
The price is HK$2,266
HK$4,598 total
includes taxes & fees
4 Aug - 5 Aug
NEW RENO Historic Creamery in Berkshires w/hot tub
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 East Chatham Hotel Reviews

Country Inn & Suites by Radisson, Downtown Albany New York

Country Inn & Suites by Radisson, Downtown Albany New York

10/10 Excellent
"Great stay and great staff!"
Abdul 2-night trip
Posted 9 hours ago
Country Inn & Suites by Radisson, Downtown Albany New York

Find out more about East Chatham

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

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

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

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 8 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 The Mac-Haydn Theatre 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.