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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Old Chatham holiday homes

TV, fireplace

Artists’ Hideaway in Old Chatham

Artists’ Hideaway in Old Chatham
Old Chatham
The price is HK$1,258
HK$3,987 total
includes taxes & fees
30 Jan - 31 Jan
Artists’ Hideaway in Old Chatham
Property grounds

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (29 reviews)
"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "
United States
Marisa P.
The price is HK$828
HK$1,103 total
includes taxes & fees
31 Jan - 1 Feb
All the comforts of home
TV, fireplace

2 floor townhouse w patio & yard, luxury amenities

2 floor townhouse w patio & yard, luxury amenities
Arbor Hill
10.0 out of 10, Exceptional, (1 review)
"The owners gave us fresh baked bread - twice. Also helped us get parking in a location with very few spots. Real nice owners for this property and would come back any time! "
United States
Victor
The price is HK$751
HK$1,452 total
includes taxes & fees
30 Jan - 31 Jan
2 floor townhouse w patio & yard, luxury amenities
Exterior

Near Tanglewood: Historic Summer Retreat

Near Tanglewood: Historic Summer Retreat
New Lebanon
9.4 out of 10, Exceptional, (26 reviews)
"Perfect cosy home to stay at for a Berkshire vacation. Easy to get to everything."
United States
Paul S.
The price is HK$936
HK$2,717 total
includes taxes & fees
24 Feb - 25 Feb
Near Tanglewood: Historic Summer Retreat
Fridge, microwave, oven, stovetop

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (26 reviews)
"Great stay in a cool, new space, totally walkable to Railroad St. I would definitely go back to GB and would try to stay here again. "
United States
Cameron M.
The price is HK$1,350
HK$2,222 total
includes taxes & fees
23 Feb - 24 Feb
Home in Great Barrington
Interior

Sweet Cozy Victorian in Housatonic. Close to everything.

Sweet Cozy Victorian in Housatonic. Close to everything.
Housatonic
10.0 out of 10, Exceptional, (3 reviews)
"Emma's property is adorable! Clean, well appointed with fresh flowers on the table to great us. Smooth and easy communication from start to finish. Really close to Tanglewood and all the activities Western Massachusetts has to offer."
United States
Cheryl F.
The price is HK$1,053
HK$2,091 total
includes taxes & fees
1 Mar - 2 Mar
Sweet Cozy Victorian in Housatonic. Close to everything.
Interior

Historic Berkshires Home Near Tanglewood, Trails & Wineries

Historic Berkshires Home Near Tanglewood, Trails & Wineries
Lebanon Springs
9.0 out of 10, Wonderful, (21 reviews)
"Great stay in the Berkshires for a wedding. Amanda was very accommodating and communicative. "
United States
Wendy D.
The price is HK$1,521
HK$3,486 total
includes taxes & fees
24 Feb - 25 Feb
Historic Berkshires Home Near Tanglewood, Trails & Wineries
Smart TV, books

Sun Filled Lenox Retreat - Minutes to Tanglewood!

Sun Filled Lenox Retreat - Minutes to Tanglewood!
Lee
9.6 out of 10, Exceptional, (4 reviews)
"The house is in a great location and is very user friendly and well equipped. The only suggestion I would make is to put an air conditioner in the third bedroom. Overall, a lovely stay."
United States
Sarah D.
The price is HK$1,404
HK$3,590 total
includes taxes & fees
8 Feb - 9 Feb
Sun Filled Lenox Retreat - Minutes to Tanglewood!
Interior

Family Ski Getaway in the Berkshires

Family Ski Getaway in the Berkshires
Great Barrington
9.4 out of 10, Exceptional, (8 reviews)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is HK$1,580
HK$2,322 total
includes taxes & fees
2 Feb - 3 Feb
Family Ski Getaway in the Berkshires
Terrace/patio

Treat yourself at the stunning June Farms Wellness Huts!

Treat yourself at the stunning June Farms Wellness Huts!
West Sand Lake
10.0 out of 10, Exceptional, (8 reviews)
"The wellness hut was an amazing getaway. Beautiful interior and design. Loved the little outdoor sauna. Loved the front porch/deck. Would definitely return for another stay."
United States
SteveS
The price is HK$1,938
HK$3,493 total
includes taxes & fees
3 Feb - 4 Feb
Treat yourself at the stunning June Farms Wellness Huts!
Exterior detail

Modern & Cozy Cntr Square Townhouse Gem from 1854

Modern & Cozy Cntr Square Townhouse Gem from 1854
Albany
10.0 out of 10, Exceptional, (62 reviews)
"Great stay, thank you"
United States
Olga K.
The price is HK$1,102
HK$1,915 total
includes taxes & fees
4 Feb - 5 Feb
Modern & Cozy Cntr Square Townhouse Gem from 1854
Fridge, microwave, stovetop, dishwasher

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

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
Stephentown
8.0 out of 10, Very good, (1 review)
"excellent communication with property manager."
United States
Nancy H.
The price is HK$1,365
HK$4,334 total
includes taxes & fees
30 Jan - 31 Jan
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Clean Family Retreat for8, 3BR with Fast Wi-Fi,nice Backyard & Plenty of Parking

Clean Family Retreat for8, 3BR with Fast Wi-Fi,nice Backyard & Plenty of Parking
Albany
8.0 out of 10, Very good, (1 review)
"Overall nice stay "
United States
Anonymous traveller
The price is HK$1,630
HK$2,494 total
includes taxes & fees
2 Feb - 3 Feb
Clean Family Retreat for8, 3BR with Fast Wi-Fi,nice Backyard & Plenty of Parking
Fridge, microwave, oven, stovetop

Modern and Cozy Pine Hills Home from Early 1900s

Modern and Cozy Pine Hills Home from Early 1900s
Pine Hills
10.0 out of 10, Exceptional, (56 reviews)
"We loved this place. It was very clean, hosts were very helpful and communicated quickly when we had questions. We both commented to each other that we would stay there again if we ever go to Albany again. "
United States
Lori N.
The price is HK$1,397
HK$2,275 total
includes taxes & fees
2 Feb - 3 Feb
Modern and Cozy Pine Hills Home from Early 1900s
Interior

Suite 3 - Quiet and private accommodations in a country setting.

Suite 3 - Quiet and private accommodations in a country setting.
Spencertown
10.0 out of 10, Exceptional, (1 review)
"Fantastic place to stay!"
United States
James
The price is HK$2,247
HK$2,866 total
includes taxes & fees
30 Jan - 31 Jan
Suite 3 - Quiet and private accommodations in a country setting.
Fridge, microwave, oven, stovetop

Hudson Hot Tub & Pet Escape

Hudson Hot Tub & Pet Escape
Stottville
The price is HK$1,217
HK$2,321 total
includes taxes & fees
1 Feb - 2 Feb
Hudson Hot Tub & Pet Escape
Exterior

Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Stockbridge
10.0 out of 10, Exceptional, (33 reviews)
"A college friends' retreat was fantastic, in part due to the location, cleanliness and amenities in this 3 bedroom house. Furniture was comfortable and kitchen was stocked with everything we needed. "
United States
cathy c.
The price is HK$2,332
HK$5,071 total
includes taxes & fees
16 Feb - 17 Feb
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Property grounds

Renovated house. Built in 1890s. No neighbors in sight.

Renovated house. Built in 1890s. No neighbors in sight.
Chatham
The price is HK$1,365
HK$2,385 total
includes taxes & fees
1 Feb - 2 Feb
Renovated house. Built in 1890s. No neighbors in sight.
Exterior detail

3-bedroom house in beautiful Berkshires, close to amenities!

3-bedroom house in beautiful Berkshires, close to amenities!
Pittsfield
The price is HK$1,607
HK$2,623 total
includes taxes & fees
23 Feb - 24 Feb
3-bedroom house in beautiful Berkshires, close to amenities!
Living area

Massive 5BD/4BA 3-Story Duplex @ Downtown Albany

Massive 5BD/4BA 3-Story Duplex @ Downtown Albany
Pastures
10.0 out of 10, Exceptional, (2 reviews)
"Large family stayed for the weekend to attend a local sporting event and the accommodations were perfect for the group. The house was clean and well stocked, the bedrooms were spacious, and the 2nd floor living room has a large sectional so we could all sit together - which was just what we were looking for! Earl was extremely responsive and answered all of our questions prior to and during our stay. We will definitely book again next fall! "
United States
Cheryl M.
The price is HK$2,290
HK$3,787 total
includes taxes & fees
1 Feb - 2 Feb
Massive 5BD/4BA 3-Story Duplex @ Downtown Albany
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

Hilton Garden Inn Albany Medical Center

Hilton Garden Inn Albany Medical Center

10/10 Excellent
"Great for the price!"
Cathleen 1-night trip
Posted 3 days ago
Hilton Garden Inn Albany Medical Center

Find out more about Old Chatham

Old Chatham Vacation Homes information

Number of reviews
263
Accommodation
463 Vacation Homes
Lowest Price
HK$1,103
Highest Price
HK$5,071

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