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3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

2.0 star property
8.0 out of 10, Very good, (5)
"Very clean and spacious! We enjoyed our stay with our small pup!"
The price is HK$2,094
HK$3,773 total
includes taxes & fees
6 Oct - 7 Oct
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (259)
"We enjoyed our stay. Excellent location to explore Western Mass!"
The price is HK$1,167
HK$1,782 total
includes taxes & fees
28 Oct - 29 Oct
Berkshire Village Carriage House - Super Private!!

Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!

10.0 out of 10, Exceptional, (54)
"Great spot on the lake. Super quiet and relaxing."
The price is HK$2,101
HK$4,157 total
includes taxes & fees
8 Oct - 9 Oct
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!

NEW RENO Historic Creamery in Berkshires w/hot tub

10.0 out of 10, Exceptional, (4)
"Beautifully decorated farmhouse in a great location to enjoy the Berkshires. "
The price is HK$1,587
HK$3,675 total
includes taxes & fees
6 Oct - 7 Oct
NEW RENO Historic Creamery in Berkshires w/hot tub

All the comforts of home

9.2 out of 10, Wonderful, (25)
"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! "
The price is HK$826
HK$1,100 total
includes taxes & fees
6 Oct - 7 Oct
All the comforts of home

Near Tanglewood: Historic Summer Retreat

9.6 out of 10, Exceptional, (22)
"Very cozy and comfortable with everything we needed to make our stay enjoyable. The kitchen was well stocked, the bedrooms a good size with comfortable mattresses. The deck and the yard were lovely. This location is gem!"
The price is HK$1,387
HK$3,270 total
includes taxes & fees
7 Oct - 8 Oct
Near Tanglewood: Historic Summer Retreat

Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson

9.6 out of 10, Exceptional, (25)
"We loved our stay and this house made our trip. The bathroom and kitchen were especially memorable but we loved all the little details that added up to one stunningly restored historic home."
The price is HK$4,669
HK$8,424 total
includes taxes & fees
29 Oct - 30 Oct
Luxury Spa Retreat with Sauna, Hot Tub & Swimming Pool in the Heart of Hudson

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (14)
"Amazing Inn. Cozy and everything we needed. "
The price is HK$4,661
HK$8,646 total
includes taxes & fees
21 Oct - 22 Oct
Hancock Village Inn at Jiminy Peak

The Lakeshore House

10.0 out of 10, Exceptional, (1)
"Excellent stay!"
The price is HK$3,774
HK$6,240 total
includes taxes & fees
6 Oct - 7 Oct
The Lakeshore House

3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson

The price is HK$1,790
HK$4,070 total
includes taxes & fees
7 Oct - 8 Oct
3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

9.8 out of 10, Exceptional, (71)
"We had a wonderful stay, thank you! "
The price is HK$2,039
HK$4,181 total
includes taxes & fees
6 Oct - 7 Oct
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Grand manor in the heart of Albany. Walkable to eateries, grocery, and theatre.

The price is HK$9,338
HK$13,439 total
includes taxes & fees
23 Oct - 24 Oct
Grand manor in the heart of Albany. Walkable to eateries, grocery, and theatre.

Sun Filled Lenox Retreat - Minutes to Tanglewood!

9.4 out of 10, Exceptional, (3)
"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."
The price is HK$1,737
HK$3,905 total
includes taxes & fees
6 Oct - 7 Oct
Sun Filled Lenox Retreat - Minutes to Tanglewood!

“The Allen House” Charming 3-Bed / 2-Bath Sleeps 8. Fantastic location in Albany

The price is HK$1,549
HK$3,597 total
includes taxes & fees
19 Oct - 20 Oct
“The Allen House” Charming 3-Bed / 2-Bath Sleeps 8. Fantastic location in Albany

WOW! A spectacular Hobbit House in the forest at June Farms!

10.0 out of 10, Exceptional, (7)
"Good atmosphere and the details were great!"
The price is HK$2,900
HK$5,257 total
includes taxes & fees
7 Oct - 8 Oct
WOW! A spectacular Hobbit House in the forest at June Farms!

June Farms is like no place else on earth! "My New Happy Place" is a comment we hear quite often

9.8 out of 10, Exceptional, (9)
"We loved our stay here - it was beautiful, well appointed, and relaxing!"
The price is HK$2,059
HK$4,117 total
includes taxes & fees
9 Oct - 10 Oct
June Farms is like no place else on earth! "My New Happy Place" is a comment we hear quite often

Treat yourself at the stunning June Farms Wellness Huts!

10.0 out of 10, Exceptional, (8)
"June Farms is a hidden gem. We stayed there on an overnight trip. The grounds are beautiful and well maintained. We took an ATV tour w Michelle who gave us the grand tour and showed us all the properties and animals. The Pony Barn was open for pizzas, drinks top notch! It was dog park night and drew a fun crowd. Would def visit again!!!"
The price is HK$2,059
HK$4,074 total
includes taxes & fees
7 Oct - 8 Oct
Treat yourself at the stunning June Farms Wellness Huts!

Treat yourself at the stunning June Farms Wellness Huts!

10.0 out of 10, Exceptional, (8)
"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."
The price is HK$2,059
HK$3,624 total
includes taxes & fees
15 Oct - 16 Oct
Treat yourself at the stunning June Farms Wellness Huts!

Pet-Friendly Hudson Escape w/ Hot Tub

2.0 star property
The price is HK$1,051
HK$2,302 total
includes taxes & fees
16 Oct - 17 Oct
Pet-Friendly Hudson Escape w/ Hot Tub

Tiny Home w/ Hot Tub and Sunset View!

The price is HK$467
HK$756 total
includes taxes & fees
27 Oct - 28 Oct
Tiny Home w/ Hot Tub and Sunset View!
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

Find out more about Old Chatham

Find out more about Old Chatham

Old Chatham Vacation Homes information

Number of reviews
6,712
Accommodation
520 Vacation Homes
Lowest Price
HK$652
Highest Price
HK$1,904