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Charlemont Vacation Rentals

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Browse Select Charlemont Vacation Homes

Cozy apartment located in quiet Williamsburg
Fridge, microwave, oven, stovetop
Cozy apartment located in quiet Williamsburg
9.8 out of 10, Exceptional, 35 reviews
"Very clean and nice apartment in a pleasant little city."
The price is CA $205
CA $356 total
includes taxes & fees
Jun 24 - Jun 25
Cozy apartment located in quiet Williamsburg
Private Lake House in the Berkshires
Pool
Private Lake House in the Berkshires
9.8 out of 10, Exceptional, 15 reviews
"This was our first VRBO experience, and we are hooked. We had a wedding in Pittsfield with events over three days, so we decided to try this lakeside retreat, and it was a treat! The Berkshires in the fall are absolutely beautiful and Hinsdale is a pretty little town. Ozzie's is definitely worth the trip for breakfast. The lake is lovely and we were looking forward to kayaking and fishing. Unfortunately the weather was not on our side, but we still got one fish! Mary is a wonderful host who is...
Private Lake House in the Berkshires
1810 Brook Side Mill/House / EV Level 2 Charging on Site
Property grounds
1810 Brook Side Mill/House / EV Level 2 Charging on Site
10.0 out of 10, Exceptional, 61 reviews
"This stay is one of the best I have enjoyed using VRBO! From start to finish it was seamless. We loved that the house was historic and the renovation was amazing!! The moment we walked inside we were at home. Some amenities, like the portacrib available, weren’t even listed. The owners thought of everything. Communication with the owner was excellent. The house itself is wonderfully decorated, stocked with everything you could possibly need and comfortable. Our family used all three levels and...
1810 Brook Side Mill/House / EV Level 2 Charging on Site
Lovely 2nd Floor Apartment
Fridge, microwave, oven, stovetop
Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, 2 reviews
"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 CA $163
CA $277 total
includes taxes & fees
Jul 7 - Jul 8
Lovely 2nd Floor Apartment
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, 118 reviews
"Comfortable, quiet and convenient country location. This is our third time staying at the property for fishing and exploring the Deerfield and Westfield rivers and we will definitely return."
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
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, 82 reviews
"The property was exactly as listed. Lee was easy to communicate with and everything went smoothly."
The price is CA $199
CA $284 total
includes taxes & fees
Jun 27 - Jun 28
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Hearts Desire is a furnished whole house in a small, colorful garden center.
Terrace/patio
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, 68 reviews
"What an amazing find to stay at while attending a yoga festival at Jiminy Peak. The house was immaculate and didn't miss a thing! Not only was there a bottle of wine waiting, but an adorable history of the home. The house was HUGE and the beds very comfortable. I wouldn't call it a 3 bedroom house though, it's a 2 bedroom with a pull out sofa in the living room. The hot tub is amazing and watching the starts and fireflies in the backyard at night was magical. Highly recommend and would stay...
Hearts Desire is a furnished whole house in a small, colorful garden center.
Enjoy Big City Vibes at City Place in the heart of the Berkshires!
Fridge, microwave, oven, stovetop
Enjoy Big City Vibes at City Place in the heart of the Berkshires!
8.0 out of 10, Very good, 4 reviews
"We enjoyed the stay our Berkshires. The owner is a very helpful and understanding person. She was quick to respond to our needs and had made all the necessary arrangements. The property has a good porch and backyard. We thoroughly enjoyed our stay. My family also liked the place."
Enjoy Big City Vibes at City Place in the heart of the Berkshires!
Private Suite with a Sweet View. Spacious, close to town, dog friendly
Exterior
Private Suite with a Sweet View. Spacious, close to town, dog friendly
10.0 out of 10, Exceptional, 25 reviews
"We liked the fact that it was very quiet, perfectly described, had an amazing view and was beyond peaceful. The gardens and landscape made the setting even better. Wished we were in the area longer so we could’ve stayed longer. Would definitely book this suite again. "
Private Suite with a Sweet View. Spacious, close to town, dog friendly
Salt Water Hot Tub, Family & Pet Friendly, 5 bedrooms, Fire Pit, Volleyball
Property grounds
Salt Water Hot Tub, Family & Pet Friendly, 5 bedrooms, Fire Pit, Volleyball
9.8 out of 10, Exceptional, 9 reviews
"The property was clean and well stocked. The host communicated clearly and was responsive. There were nice touches around the house like clear instructions how to operate the hot tub, fans in each bedroom and plenty of puzzles and games. Our family had a nice time and would recommend this property."
Salt Water Hot Tub, Family & Pet Friendly, 5 bedrooms, Fire Pit, Volleyball
Gorgeous 3BR 3BA Sleeps 8 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Condo
Exterior
Gorgeous 3BR 3BA Sleeps 8 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Condo
9.8 out of 10, Exceptional, 60 reviews
"Worked well for our small team. Close enough to the base area to walk."
The price is CA $478
CA $881 total
includes taxes & fees
Jun 30 - Jul 1
Gorgeous 3BR 3BA Sleeps 8 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Condo
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Fridge, microwave, oven, stovetop
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
10.0 out of 10, Exceptional, 28 reviews
"This is a great spot for a getaway! The space was spotless. There was a lot of privacy. The location was close to everything we needed. The space is cozy and super fun with the hot tub and fore pit! We we are able to enjoy the included breakfast, which was great before skiing!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Chic Pittsfield Home With A View!
Property grounds
Chic Pittsfield Home With A View!
9.0 out of 10, Wonderful, 4 reviews
"Nicely decorated and clean. It had everything we needed, including kitchen supplies and detergent for the washer/dryer. Great rental for our family getaway."
Chic Pittsfield Home With A View!
Wilmington Vacation Rental Near Hiking and Skiing!
TV, fireplace, books
Wilmington Vacation Rental Near Hiking and Skiing!
10.0 out of 10, Exceptional, 9 reviews
"Beatiful weekend get away."
Wilmington Vacation Rental Near Hiking and Skiing!
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
Golf
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
10.0 out of 10, Exceptional, 94 reviews
"Everything is basic but solid and comfortable. Beds were nice and firm, my preference. Host was lovely. Wish we could have stayed longer to explore the area more."
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
A vacation destination in Southern Vermont
Fridge, microwave, oven, stovetop
A vacation destination in Southern Vermont
10.0 out of 10, Exceptional, 60 reviews
"The cabin was adorable. The kitchen had everything we needed. Close to Mount Snow for us to ski. The yard was beautiful, and our pup loved it. We walked to the lake through the woods. The garage entrance was perfect for after skiing and to clean the dog after playing in the yard. It was also very clean."
A vacation destination in Southern Vermont
Newly updated 4 Bed VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!
Property grounds
Newly updated 4 Bed VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!
10.0 out of 10, Exceptional, 2 reviews
"We really enjoyed our stay at this modern rustic home. It was welcoming, had great amenities and lots of spaces to hang out. Between the livingroom, deck, loft sitting area and multiple basement spaces there were plenty of places to sit quietly or be together. Morning coffee on the deck or an evening spent playing games and having a movie night were the perfect way to spend our weekend. It was great to have the bonus use of the clubhouse pool and other facilities. We really enjoyed our stay...
The price is CA $281
CA $754 total
includes taxes & fees
Jul 9 - Jul 10
Newly updated 4 Bed VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
TV, fireplace
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
9.4 out of 10, Exceptional, 3 reviews
"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
West Dover Home w/ Deck, Grill & EV Outlet
Outdoor dining
West Dover Home w/ Deck, Grill & EV Outlet
9.8 out of 10, Exceptional, 16 reviews
"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
Relaxing Mountain Refuge: 4 Miles to Mt Snow!
TV, fireplace
Relaxing Mountain Refuge: 4 Miles to Mt Snow!
10.0 out of 10, Exceptional, 6 reviews
"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!
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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

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, 118 reviews
"Comfortable, quiet and convenient country location. This is our third time staying at the property for fishing and exploring the Deerfield and Westfield rivers and we will definitely return."
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Bear Creek Cabin
Exterior
Bear Creek Cabin
10.0 out of 10, Exceptional, 14 reviews
"Very well thought out rental home. Everything you could possibly need for cooking and all thought out to reduce your time cleaning and more time on the river. No issues and we had a great time. Thanks again,"
The price is CA $548
CA $826 total
includes taxes & fees
Jun 24 - Jun 25
Bear Creek Cabin
Jiminy Peak Mountain Resort
Exterior
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very good, 860 reviews
"This is a sweet property. I visited in the summer. The dining options were great. The country store is awesome. I love how the rooms are suites. They feel like small apartments. I like that they have kitchens. The bed was comfortable. The ac is loud but at least it works well and it drowns out other noises. I needed a late check out and they were very cool about it. They let me hang out at the pool and then shower at the spa because I was like of stuck there several hours after check out time....
The price is CA $218
CA $239 total
includes taxes & fees
Jun 24 - Jun 25
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.

Charlemont Vacation Homes information

Number of reviews
667
Accommodation
405 Vacation Homes
Lowest Price
CA $163
Highest Price
CA $478

Recent Reviews in Charlemont
Expedia verified reviews

Berkshire Inn

Berkshire Inn

5/5 Excellent
"Nice location, quiet. Pool was wonderful. Great value!"
A verified traveller stayed at Berkshire Inn
Posted 18 hours ago
Berkshire Inn