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Compare 333 Vacation Homes in Williamstown with updated reviews, rates, and availability.

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (239)
"Property was very nice Kirchen could use some additons -starting with a ladle "
The price is AED 551
AED 841 total
includes taxes & fees
25 Feb - 26 Feb
Berkshire Village Carriage House - Super Private!!

Charlemont Retreat on Chickley River w/ EV Charger

9.6 out of 10, Exceptional, (26)
"Very close to Berkshire East. Beautifully rustic house that was extremely well maintained."
Charlemont Retreat on Chickley River w/ EV Charger

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (216)
"This was such a special trip. My fiancé, my parents, our two dogs, and I went up for the new year and had such a pleasant time. The house was clean, comfortable, and located within an hour of Stratton Mountain! Lars was fantastic with accommodation and communication. Would definitely stay here again and highly recommend it! "
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Wilmington Vacation Rental Near Hiking and Skiing!

9.2 out of 10, Wonderful, (17)
"Perfect weekend house close to mt snow"
Wilmington Vacation Rental Near Hiking and Skiing!

Forest Home with Shared Pool & Hot Tub, WiFi, & Washer/Dryer - One Small Dog OK

8.0 out of 10, Very Good, (10)
"So the good things first! -property is located in a nice neighborhood with great views and local access.-the heat works stellar in the home. Now not so great things-not a single pot/pan in the house is usable. All nonstick cookware have scratches on teflon, oil stains on pans, dates and over used glasses, cups etc. - none of the dining room chairs are safe to sit on. The backs will come off resulting in a fall/injury. - bathrooms are super dated. Toilet seats are ripped, limited amount of...
Forest Home with Shared Pool & Hot Tub, WiFi, & Washer/Dryer - One Small Dog OK

Amore Estate - beautiful room with many places to explore and relax in.

9.4 out of 10, Exceptional, (21)
"Fantastic, large house with tons of places to explore in the house and on the property. We came for a long weekend with 3 families and both the adults and kids felt quickly at home and really enjoyed our stay. We cannot wait to some back!"
Amore Estate - beautiful room with many places to explore and relax in.

Comfortable Berkshires retreat on mtn resort, SISO

The price is AED 1,183
AED 2,472 total
includes taxes & fees
24 Feb - 25 Feb
Comfortable Berkshires retreat on mtn resort, SISO

Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

10.0 out of 10, Exceptional, (129)
"Great property with solid amenities and stocked well for two families with 4 kids 1-6 years old. Clubhouse indoor heated pool was clutch. Weather was a bit nuts so be wary if you don’t have 4 wheel drive with snow tires, the house is up a steep mountain and driveway is sloped making it difficult to get out if you are not prepared. Host was super responsive and would come back again!"
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

10.0 out of 10, Exceptional, (66)
"Location was very Close to trail"
The price is AED 1,153
AED 2,229 total
includes taxes & fees
24 Feb - 25 Feb
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Chalet in ChimneyHill Resort - Clubhousse: Heat Pool & Hot tub. low weekly rates

9.8 out of 10, Exceptional, (80)
"We had a great stay at the Chalet. Location to Mt. Snow and Wilmington was super convenient. The neighborhood is hilly but was easy to navigate (even in the snow). Living area was very comfortable and the wood stove made things very cozy throughout our stay. We cooked in and the kitchen had all the necessities. Overall a great stay - would recommend and book again."
Chalet in ChimneyHill Resort - Clubhousse: Heat Pool & Hot tub. low weekly rates

Country Living just minutes from Everything!

10.0 out of 10, Exceptional, (27)
"Very nice, very clean property. Everything you need. Communication with owner is excellent. My family and I were extremely comfortable here!"
Country Living just minutes from Everything!

Hearts Desire is a furnished whole house in a small, colorful garden center.

10.0 out of 10, Exceptional, (88)
"We thoroughly enjoyed our stay at “Hearts Desire”! Everything was set up for our relaxation and enjoyment! The weather outside was terrible but the atmosphere in the house was warms and so comfortable. We were able to enjoy watching the tv which sometimes doesn’t give many choices in some other stays. We are definitely getting the game “Fake News or Not”! Lots of fun. If we plan on visiting the area again, we will definitely return! Thank you!"
Hearts Desire is a furnished whole house in a small, colorful garden center.

14mi to Mt. Snow! Arcade, Private Suite, King Bed!

9.8 out of 10, Exceptional, (10)
"This place is immaculate and the host is responsive. We stayed here to ski in Mount snow which is about 25 minutes drive. We arrived later in the evening and the place was warm and cozy. "
The price is AED 657
AED 1,777 total
includes taxes & fees
4 Mar - 5 Mar
14mi to Mt. Snow! Arcade, Private Suite, King Bed!

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

9.6 out of 10, Exceptional, (10)
"As advertised "
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Peaceful Stay at Birds of a Feather Farm & Spa

9.6 out of 10, Exceptional, (15)
"I arrived amidst freezing outdoor temperatures to a warm and cozy interior. I was visiting family and was concerned about snow and ice, Laurie had assured me that it would not be a problem and she was right. The unit was exactly as described in the ad. Laurie made sure that the snow was shoveled and I had no problems getting out in the morning! A wonderful, peaceful getaway!"
The price is AED 404
AED 954 total
includes taxes & fees
24 Feb - 25 Feb
Peaceful Stay at Birds of a Feather Farm & Spa

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

8.8 out of 10, Excellent, (28)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
The price is AED 448
AED 1,093 total
includes taxes & fees
24 Feb - 25 Feb
Two Brooks Lodge | Hot Tub | Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Hancock Village Inn at Jiminy Peak

9.8 out of 10, Exceptional, (9)
"Annual mother/son ski and food fest!Lots of fun with family and friends. Plenty of space for everyone.. Kitchen wascwell"
The price is AED 2,196
AED 3,898 total
includes taxes & fees
25 Feb - 26 Feb
Hancock Village Inn at Jiminy Peak

Chic Pittsfield Home With A View!

8.6 out of 10, Excellent, (10)
"This property was just as shown in the listing and met our needs very well. It was well appointed and had many inviting areas to gather and relax in. The kitchen was well equipped and easy to use. Some very nice touches with closets and bathroom storage areas that made staying there user friendly. "
Chic Pittsfield Home With A View!

Perfect for Leaf Peeping w/Bar Room, Hot Tub

10.0 out of 10, Exceptional, (11)
"Wonderful experience, extremely communicative and helpful management, and just a beautiful building to stay in. We wanted for nothing. Thank you!"
Perfect for Leaf Peeping w/Bar Room, Hot Tub

Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

10.0 out of 10, Exceptional, (43)
"Great ski house in a great location!"
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun
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 Williamstown

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1766)
"Great place for a family vacation. Property very clean, quiet, and well organized "
The price is AED 400
AED 476 total
includes taxes & fees
4 Mar - 5 Mar
Vacation Village in the Berkshires

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The price is AED 438
AED 489 total
includes taxes & fees
24 Feb - 25 Feb
The Ponds at Foxhollow

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (925)
"Staff was exceptionally helpful and friendly."
The price is AED 694
AED 762 total
includes taxes & fees
24 Feb - 25 Feb
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.