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Holiday Homes in Charlemont

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Charlemont and around

Lovely 2nd Floor Apartment
Interior

Lovely 2nd Floor Apartment

10.0 out of 10, Exceptional, (31)
"Easy stay, good location for us. Would stay again. "
The price is €177
includes taxes & fees
17 Aug - 18 Aug
Lovely 2nd Floor Apartment
Contemporary Berkshire Home with Views of Taconic Golf Course
Smart TV, fireplace, DVD player, books

Contemporary Berkshire Home with Views of Taconic Golf Course

10.0 out of 10, Exceptional, (5)
Contemporary Berkshire Home with Views of Taconic Golf Course
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Terrace/patio

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

9.8 out of 10, Exceptional, (107)
"My wife and I stayed in the upper apartment for 2 nights. The place was perfect in every aspect. It was clean, quiet and well equipped. Beds were comfortable and it was close the UMASS. We will definitely stay here again when we are in the area. "
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Property grounds

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

9.6 out of 10, Exceptional, (14)
"Very friendly hosts, great location. "
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.
Exterior

Stylish new 2 bedroom property in enchanting Shelburne Falls Village.

2.0 star property
10.0 out of 10, Exceptional, (13)
"The place was very comfortable and in a great location. "
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.
Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls
Dining

Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls

10.0 out of 10, Exceptional, (3)
"Friends and I were in the area for a concert at Tree House Brewing. This house wasn’t far and it is a gorgeous home. Super clean and had all amenities. Would stay here again!"
The price is €330
includes taxes & fees
26 Aug - 27 Aug
Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls
Beautiful Custom Built Timber Frame Home, Sleeps 11
Smart TV, fireplace, DVD player, ping pong

Beautiful Custom Built Timber Frame Home, Sleeps 11

10.0 out of 10, Exceptional, (106)
"Home was big, clean, and close to mt snow. We had a great stay. Thanks!"
Beautiful Custom Built Timber Frame Home, Sleeps 11
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Exterior

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

9.6 out of 10, Exceptional, (130)
"A cozy spot to watch the snow come down!"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Interior

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

10.0 out of 10, Exceptional, (47)
"We enjoyed our stay at the tiny home!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
1810 Brook Side Mill/House / EV Level 2 Charging on Site
Fridge, microwave, oven, stovetop

1810 Brook Side Mill/House / EV Level 2 Charging on Site

10.0 out of 10, Exceptional, (81)
"Highly recommend this charming, historic place.  Well appointed. Has everything you need for your stay.  Cozy…yet plenty of space for everyone.  Looks like it was just renovated.  Took my daughter and two granddaughters for a ski weekend.  Wouldn’t hesitate to come back here.  "
1810 Brook Side Mill/House / EV Level 2 Charging on Site
The S T A C K HAUS on golf course/10 mins to Lake Witingham <br>
Exterior

The S T A C K HAUS on golf course/10 mins to Lake Witingham <br>

9.8 out of 10, Exceptional, (6)
The S T A C K HAUS on golf course/10 mins to Lake Witingham <br>
Art House! Spacious Getaway By Mass Moca
Dining

Art House! Spacious Getaway By Mass Moca

10.0 out of 10, Exceptional, (11)
"We had a great girls weekend e joying local trails, MassMOCA, local restaurants and this very clean, spacious house! Location is walkable to the museum and down town and we enjoyed a soak in the tub after a day of hiking in local conservation areas! "
Art House! Spacious Getaway By Mass Moca
StrautmanHaus - All-Season Chalet at Berkshire East
Fridge, microwave, oven, stovetop

StrautmanHaus - All-Season Chalet at Berkshire East

9.8 out of 10, Exceptional, (13)
"The house was definitely nice and we enjoyed our stay. I didn’t give it 5 stars because the two downstairs bedrooms had a strong musty smell."
StrautmanHaus - All-Season Chalet at Berkshire East
My Abode: Heated Pool - Hot Tub, Tennis court, Firepit, Sauna, Gym, Hot Tub
Fridge, microwave, oven, stovetop

My Abode: Heated Pool - Hot Tub, Tennis court, Firepit, Sauna, Gym, Hot Tub

My Abode: Heated Pool - Hot Tub, Tennis court, Firepit, Sauna, Gym, Hot Tub
Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort..
Exterior

Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort..

10.0 out of 10, Exceptional, (27)
"Beautiful property with great quality towels, furniture, and amenities. Great views and great location. Would be happy to stay again. "
Shelburne Falls #1 Rated STR. Blue on South. Style design with comfort..
Fabulous Mountain Top Retreat - 10 minutes from mount snow!
2 bedrooms, WiFi, bed sheets

Fabulous Mountain Top Retreat - 10 minutes from mount snow!

Fabulous Mountain Top Retreat - 10 minutes from mount snow!
Spyglass village- Golf & Ski
Smart TV, fireplace

Spyglass village- Golf & Ski

10.0 out of 10, Exceptional, (3)
"Great location, close to Mount Snow, ideal for skiing. Property is newly renovated, very functional and well appointed. We really enjoyed our stay."
Spyglass village- Golf & Ski
A vacation destination in Southern Vermont
Fridge, microwave, oven, stovetop

A vacation destination in Southern Vermont

10.0 out of 10, Exceptional, (71)
"Super comfortable cabin in a great location."
A vacation destination in Southern Vermont
'Luna Stella' - West Dover Home 1 Mi to Mt Snow!
Dining

'Luna Stella' - West Dover Home 1 Mi to Mt Snow!

9.8 out of 10, Exceptional, (64)
"Great property. Enjoyed our stay."
'Luna Stella' - West Dover Home 1 Mi to Mt Snow!
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Outdoor spa tub

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

9.0 out of 10, Wonderful, (44)
"We enjoyed our stay at the Blue House. Its size and location cannot be beat when it comes to group trips. We will be back!"
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
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 Charlemont Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent
"..."
adriana 1-night trip
Posted 2 days ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG