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Compare 469 Vacation Homes in Charlemont with updated reviews, rates, and availability.

Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (241)
The price is SAR 563
SAR 851 total
includes taxes & fees
20 Apr - 21 Apr

The Jelly Mill-A River Retreat
The Jelly Mill-A River Retreat
10.0 out of 10, Exceptional, (47)

Hancock Village Inn at Jiminy Peak
Hancock Village Inn at Jiminy Peak
9.8 out of 10, Exceptional, (10)
The price is SAR 2,060
SAR 3,883 total
includes taxes & fees
23 Apr - 24 Apr

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
9.8 out of 10, Exceptional, (98)

1810 Brook Side Mill/House / EV Level 2 Charging on Site
1810 Brook Side Mill/House / EV Level 2 Charging on Site
10.0 out of 10, Exceptional, (71)

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
10.0 out of 10, Exceptional, (6)

Cozy retreat near slopes
Cozy retreat near slopes
5.0 out of 10, (8)

GAMERS HAVEN, River Wine Inn!
GAMERS HAVEN, River Wine Inn!
10.0 out of 10, Exceptional, (11)
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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Other property types in Charlemont

Bear Creek Cabin
Bear Creek Cabin
9.8 out of 10, Exceptional, (29)
The price is SAR 1,501
SAR 2,259 total
includes taxes & fees
18 Apr - 19 Apr

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
9.6 out of 10, Exceptional, (127)

Vacation Village in the Berkshires
Vacation Village in the Berkshires
8.6 out of 10, Excellent, (1797)
The price is SAR 389
SAR 467 total
includes taxes & fees
27 Apr - 28 Apr
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.
Recent reviews of Charlemont hotels
Recent reviews of Charlemont hotels

Hotel On North
5/5 Excellent
"This was my second stay there Amazing front desk people--Jamie and Andrew the first time I went.
Yesterday was Andrew and met Cameron.
They are all so friendly and didn't mind chatting with me. The hotel is beautiful, clean, rooms great.
Dining room met Roberto and Ashley-- again very friendly. Food amazing!!
See you again in a couple of weeks.
I'm from upstate NY and my mother recently was moved to a nursing home in Pittsfield.
So happy I found your hotel to stay at when I go to visit her⭐️⭐️⭐️⭐️⭐️⭐️"
A verified traveler stayed at Hotel On North
Posted 4 days ago
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