Photo by Melanie Hill

Search Vacation Homes in Charlemont

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Homes in Charlemont

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 ¥22,121
¥33,770 total
includes taxes & fees
Oct 28 - Oct 29
Berkshire Village Carriage House - Super Private!!

Riverbend Berkshire East Basecamp - 3 bedrooms available

The price is ¥21,236
¥59,795 total
includes taxes & fees
Oct 20 - Oct 21
Riverbend Berkshire East Basecamp - 3 bedrooms available

Charming 1-bedroom condo in delightful Dover

9.0 out of 10, Wonderful, (4)
"Condo was perfect for our stay. Very quiet area despite being near Mt Snow and Wilmington area. Great bakery close by for wonderful morning pastries. Updated/renovated condo. Loved our time there. Owners response to an issue we had (our personal issue) was greatly appreciated. Would stay again!!!!"
The price is ¥15,779
¥29,828 total
includes taxes & fees
Oct 14 - Oct 15
Charming 1-bedroom condo in delightful Dover

Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

10.0 out of 10, Exceptional, (5)
"Great location to Mt Snow and its surroundings. Easy, pleasant and accommodating communications with the host. Comfortable accommodations. "
The price is ¥17,121
¥64,173 total
includes taxes & fees
Oct 8 - Oct 9
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

8.6 out of 10, Excellent, (34)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
The price is ¥22,268
¥49,650 total
includes taxes & fees
Oct 19 - Oct 20
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Lovely 2nd Floor Apartment

10.0 out of 10, Exceptional, (37)
"Quiet location and comfortable stay. The space was clean and perfect for a quick overnight. Owner was on site and very responsive. "
The price is ¥17,448
¥30,234 total
includes taxes & fees
Oct 19 - Oct 20
Lovely 2nd Floor Apartment

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

10.0 out of 10, Exceptional, (2)
"as advertised."
The price is ¥56,776
¥99,595 total
includes taxes & fees
Nov 2 - Nov 3
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

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 ¥40,440
¥74,212 total
includes taxes & fees
Oct 9 - Oct 10
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed

10.0 out of 10, Exceptional, (14)
"Great property, plenty of space and room for all. Location is ideal"
The price is ¥32,591
¥78,289 total
includes taxes & fees
Oct 27 - Oct 28
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed

Two Brooks Lodge

3.0 star property
4.8 out of 10, (3)
"Strong dog smell, dirty shabby condition of interior surfaces. Obvious makeshift repairs, spongy floors, torn, flaking couch. Kitchen counter had multiple burn marks and some sticky substance, corner held down with duct tape. Screen door off tracks, laying against wall. Wife was stung by insect in the unit, had to go to hospital. We moved out after only 3 hours, and literally slept in the car rather than go back. Owner uncaring, rude and greedy. Slow to return security deposit. I've...
Two Brooks Lodge

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

10.0 out of 10, Exceptional, (3)
"This was such a nice stay. Not only was the house really clean, there were so many little touches. It gave cozy spa vibes. "
The price is ¥22,121
¥51,066 total
includes taxes & fees
Oct 9 - Oct 10
Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls

Stunning Glass House nestled in the Vermont wilderness!

10.0 out of 10, Exceptional, (1)
"The Mirror house was just the perfect place for my wife and I to getaway and reconnect! The house itself was very clean, warm and beautifully decorated. The hot tub, sauna and upstairs “glass room” allowed us to feel as though we were at a spa allowing us to relax and spend time just being together. The natural views and “isolation” helped us to feel like it was just the two of us. This is an ideal place if you are looking to get away with the one you love."
The price is ¥32,013
¥75,825 total
includes taxes & fees
Oct 22 - Oct 23
Stunning Glass House nestled in the Vermont wilderness!

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

10.0 out of 10, Exceptional, (17)
"We loved the house, the deck and the property amenities."
The price is ¥28,904
¥83,214 total
includes taxes & fees
Nov 3 - Nov 4
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

Comfortable Berkshires retreat on mtn resort, SISO

8.8 out of 10, Excellent, (6)
"Kind and responsive host."
The price is ¥23,743
¥69,993 total
includes taxes & fees
Oct 8 - Oct 9
Comfortable Berkshires retreat on mtn resort, SISO

North Getaway Cottage

9.2 out of 10, Wonderful, (22)
"Claudia is such a considerate and thoughtful host! We felt so welcome and at ease."
The price is ¥38,342
¥77,091 total
includes taxes & fees
Nov 2 - Nov 3
North Getaway Cottage

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (14)
"Amazing Inn. Cozy and everything we needed. "
The price is ¥82,504
¥157,402 total
includes taxes & fees
Nov 7 - Nov 8
Hancock Village Inn at Jiminy Peak

Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!

The price is ¥41,646
¥81,659 total
includes taxes & fees
Oct 22 - Oct 23
Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!

Terrific 3-bedroom unit in charming Leverett with AC

The price is ¥29,494
¥65,067 total
includes taxes & fees
Oct 14 - Oct 15
Terrific 3-bedroom unit in charming Leverett with AC

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

The price is ¥27,075
¥90,021 total
includes taxes & fees
Oct 8 - Oct 9
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Charlemont Hotel Reviews

Find out more about Charlemont

Find out more about Charlemont

Charlemont Vacation Homes information

Number of reviews
Accommodation
489 Vacation Homes
Lowest Price
Highest Price