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Compare 375 Vacation Homes in Charlemont with updated reviews, rates, and availability.

Exterior
Cozy apartment located in quiet Williamsburg
9.8 out of 10, Exceptional, (33)
"It’s such a cute apartment- I really enjoyed my time there. The property manager gave me all the information I needed, they were very clear and concise. I did not communicate much with the property manager because everything was perfectly fine."
The price is AED 551
AED 955 total
includes taxes & fees
26 May - 27 May
Cozy apartment located in quiet Williamsburg
Fully stocked newly renovated Kitchen.
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
10.0 out of 10, Exceptional, (91)
"Wonderful property for family and dog!"
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
Exterior
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, (64)
"This is the 2nd time we've stayed here and loved it again. This has become our go to place to stay for our Berkshires adventures. Clean, comfortable, beautiful, private (the garden center was not open while we were there in Feb.), and great location!"
Hearts Desire is a furnished whole house in a small, colorful garden center.
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Best night's sleep on king size sleigh bed
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
9.8 out of 10, Exceptional, (80)
"Comfortable and convenient"
The price is AED 533
AED 763 total
includes taxes & fees
28 May - 29 May
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Room
Spectacular Mountain views with all the amentities nearby
9.8 out of 10, Exceptional, (40)
"It was very welcoming and comfortable! Highly recommend!"
Spectacular Mountain views with all the amentities nearby
House Front.  Covered Porches, Lots of sunshine
Plenty of space.
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
10.0 out of 10, Exceptional, (194)
"Tony was extremely communicative and hospitable. Great property, great view."
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Dancing Horse Lodge - Entrance View
Dancing Horse Lodge
9.4 out of 10, Exceptional, (29)
"My daughters and I really enjoyed our stay at Dancing Horse Lodge and would love to stay again! It's a great location - close to great stores and restaurants, so even though it rained for most of our stay there was plenty to still do. And then our time on property was relaxing and had everything we needed! Definitely enjoyed the gas fireplace, and our accommodations were very comfortable! Hoping to book another trip here late summer/early Fall."
Dancing Horse Lodge
Backyard view of home
Beautiful Custom Built Timber Frame Home, Sleeps 11
10.0 out of 10, Exceptional, (94)
"Great house and host. We enjoyed the great room and fireplace. Snow was an extra! Will definitely book again."
Beautiful Custom Built Timber Frame Home, Sleeps 11
Lush woodland setting is private, yet five minutes to Spring Street.
Lovely Secluded Vermont Home: Stocked Pond, Trails, A/C. 5 Mins to Williamstown!
9.6 out of 10, Exceptional, (9)
"We will be back! Our stay was top notch. Everything we hoped and more. The owner was very responsive and kind, the property is breathtaking and peaceful and the location is very convenient."
Lovely Secluded Vermont Home: Stocked Pond, Trails, A/C. 5 Mins to Williamstown!
The rear of the house faces the lake.  Our dock provides easy boat access.
Beautiful N. Adams-Williamstown Lake House-With Sat.-Sat. Stays in July & Aug
10.0 out of 10, Exceptional, (84)
"This was the best time away from home we ever had. The cottage and the lake are so peaceful and beautiful. The hosts were kind and helpful thru the hole planning stage. We hope to visit again next year....and one special thing we will never forget is the wonderful quiet..."
Beautiful N. Adams-Williamstown Lake House-With Sat.-Sat. Stays in July & Aug
Private kitchen
Shelburne Falls, Blue on South; Modern, Country, Style.
10.0 out of 10, Exceptional, (11)
"We had a good time."
Shelburne Falls, Blue on South; Modern, Country, Style.
Welcome to Vermont!
Almost Heaven! Vermont wonderland w/ 25 Acres to Explore--Stunning Views!
9.8 out of 10, Exceptional, (105)
"This is our Vermont favorite! Perched way up among the hills, this affordable and rustic homestead has spectacular views of the region. There is not another home to be seen from the property. The peaceful privacy is a rare find. Without the light pollution of a city, the stars glow so brightly in the night sky. We loved the spacious deck, whirlpool tub, fire pit, and wood burning stove. Dogs love running around the acreage. Home is clean and comfortable. Fast Wifi. It's also great location...
Almost Heaven! Vermont wonderland w/ 25 Acres to Explore--Stunning Views!
Living area
Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, (2)
"This was our second stay at David’s property. So clean and welcoming! Quiet, in a residential neighborhood and just what we needed while visiting the area. Thank you David!"
The price is AED 437
AED 743 total
includes taxes & fees
4 Jun - 5 Jun
Lovely 2nd Floor Apartment
Hawley Vacation Rental | 1BR | 1BA | 738 Sq Ft | 4 Steps to Enter
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
9.4 out of 10, Exceptional, (3)
"My BF and I really enjoyed the Hawley Home. The location was stunning and quiet. The owner was very kind and responsive when I reached out with questions before we started out on our drive to the location. There was a welcome book with all of the information on the home and it included information about the local attractions. The property is clean, the bed is comfortable and the views are breathtaking. There is no cell service ( not that is a bad thing with as much as we work) but the home has...
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Exterior
The Mohawk Cabin @ Wigwam Western Summit
10.0 out of 10, Exceptional, (2)
"Lee, the host, is the most hospitable person I’ve come across in Vrbo. She has such a passion for what she’s doing and she pours all her love into her guests. The cabins are remodeled and squeaky clean!"
The Mohawk Cabin @ Wigwam Western Summit
West Dover Vacation Rental | 5BR | 3BA | 3,365 Sq Ft | Stairs Required
West Dover Home w/ Deck, Grill & EV Outlet
9.8 out of 10, Exceptional, (16)
"Long weekend ski trip to Mt. Snow with three families. Layout of bedrooms and living spaces was perfect. Location to Mt. Snow and area market and restaurants was also perfect. We’ll be back."
West Dover Home w/ Deck, Grill & EV Outlet
Home base at Mount Snow
10.0 out of 10, Exceptional, (5)
"Nice well maintained 70s style house, great location , highly recommend."
Home base at Mount Snow
Dover Vacation Rental | 3BR | 2BA | 1,250 Sq Ft | Stairs to Access
Relaxing Mountain Refuge: 4 Miles to Mt Snow!
10.0 out of 10, Exceptional, (6)
"This unit was so clean and well cared for. We felt right at home! And so close to both Mt Snow and all of the restaurants in Wilmington. We really enjoyed our stay and plan to return again."
Relaxing Mountain Refuge: 4 Miles to Mt Snow!
Interior
Great vacation house close to everything!
Great vacation house close to everything!
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
9.0 out of 10, Wonderful, (37)
"Property was incredible. The house was beautiful and enormous. Very comfortable with a group of 22. Pool and hot tub were great."
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Don't see what you're looking for?
See all available properties in Charlemont
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.

Other property types in Charlemont

Exterior
Bear Creek Cabin
10.0 out of 10, Exceptional, (13)
"Had such a wonderful stay in the beautiful Berkshires at this unique cabin property! Everything was clean and well-maintained. Very rustic and charming. We had a lot of fun by the fire and walking down to the river in the backyard. So many things to do in this area! Hiking, rafting, and dining in the nearby towns! Would definitely return!"
The price is AED 1,469
AED 2,216 total
includes taxes & fees
27 May - 28 May
Bear Creek Cabin
View of house as seen from road near the brook
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
9.6 out of 10, Exceptional, (116)
"Another great stay at Hawley. House never disappoints. Weather even cooperated. Thanks Again Lark! Lew"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Property entrance
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (857)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is AED 584
AED 641 total
includes taxes & fees
27 May - 28 May
Jiminy Peak Mountain Resort
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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