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Compare 329 Vacation Homes in Williamstown with updated reviews, rates, and availability.

Private Lake House in the Berkshires
9.8 out of 10, Exceptional, (15)
"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
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, (66)
"Probably one of the cleanest places I have ever stayed. The house is perfect. Beautiful views!"
Hearts Desire is a furnished whole house in a small, colorful garden center.
Newly updated 3 BR VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!
10.0 out of 10, Exceptional, (2)
"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 AED 558
AED 1,778 total
includes taxes & fees
11 Jun - 12 Jun
Newly updated 3 BR VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!
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3 Bedroom Lakefront Home with Hot Tub & Fireplace
10.0 out of 10, Exceptional, (97)
"Lovely chalet by the lake, we had such a relaxing stay. The place is just like on the pictures, very quiet but not far from amenities. The host are very friendly super responsive. Thanks for having us!"
3 Bedroom Lakefront Home with Hot Tub & Fireplace
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!
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
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
9.6 out of 10, Exceptional, (117)
"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
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
8.8 out of 10, Excellent, (3)
"My family and I stayed and so enjoyed our time. The kitchen had everything we could have needed and the location was amazing to explore all neighboring towns. The beds were so comfortable and we even got out to enjoy the fire pit! Would absolutely come back again!"
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
10.0 out of 10, Exceptional, (93)
"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!
Historic New Lebanon Hideaway on 33 Private Acres!
10.0 out of 10, Exceptional, (1)
Historic New Lebanon Hideaway on 33 Private Acres!
Berkshire Manor for Lasting Memories
10.0 out of 10, Exceptional, (2)
"Leah was a wonderful host to us. She provided easy-to-follow instructions for getting into the house, offered good suggestions on things to do and where to eat. Although the house was a bit larger than we needed, we chose it because of the location, the generous sized and comfortable looking (from photos) casual spaces, the kitchen and the number of bathrooms so we each had our own. This house did not disappoint! It has lots of New England charm, the beds were comfortable, as were the several...
Berkshire Manor for Lasting Memories
Berkshires sanctuary w/ outdoor living area & fire pit. Minutes from Tanglewood!
The price is AED 1,322
AED 2,808 total
includes taxes & fees
10 Jun - 11 Jun
Berkshires sanctuary w/ outdoor living area & fire pit. Minutes from Tanglewood!
Fox Hollow Luxury Ranch Laurel Lake
9.4 out of 10, Exceptional, (12)
"Generous facility, nicely located, accommodating host."
Fox Hollow Luxury Ranch Laurel Lake
Chic Pittsfield Home With A View!
9.0 out of 10, Wonderful, (4)
"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!
Private country home minutes from the Berkshires
5.4 out of 10, (11)
"Do not stay here! I am an international traveler, backpacker, and am used to some rough accommodations, but this stay was truly awful. My friend and I booked the space for a weekend, despite reading the previous reviews, thinking it could not be that bad. The house was overwhelmingly musty, there was mold up into the windowsills, the carpeting felt damp to walk on, and least of all the beds were hard and uncomfortable. We left after one night. It felt like a health hazard to be there. Neither...
The price is AED 404
AED 745 total
includes taxes & fees
9 Jun - 10 Jun
Private country home minutes from the Berkshires
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
10.0 out of 10, Exceptional, (195)
"Great all around, would book again"
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
9.8 out of 10, Exceptional, (8)
"House was perfect for our family to gather and celebrate my son’s graduation from Bennington. Sean was very quick to respond to questions."
The price is AED 2,204
AED 4,068 total
includes taxes & fees
11 Jun - 12 Jun
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
Wilmington Vacation Rental Near Hiking and Skiing!
10.0 out of 10, Exceptional, (9)
"Beatiful weekend get away."
Wilmington Vacation Rental Near Hiking and Skiing!
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
10.0 out of 10, Exceptional, (25)
"Great home, truly beautiful surroundings and easy drive to lots of stuff. We tackled Mass MoCA, kayaking in Brattleboro and mountain adventures at Bromley. Plus all the small towns and pit stops along the way. Very family friendly house with basement for older kids and well child-proofed for any youngsters."
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
9.0 out of 10, Wonderful, (24)
"The cabin was clean and quiet and suited our needs for the weekend. The hot tub was enjoyable, although I would recommend that the owners purchase stairs to make exit and entry a bit easier."
The price is AED 871
AED 1,599 total
includes taxes & fees
28 Jun - 29 Jun
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
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See all available properties in Williamstown
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 Williamstown

Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1676)
"Internet and tv service not good and bathroom lighting minimal "
The price is AED 620
AED 717 total
includes taxes & fees
9 Jun - 10 Jun
Vacation Village in the Berkshires
Simple and Elegant 19th Century Williamstown Home
9.4 out of 10, Exceptional, (8)
"We did not stay at this property, we were moved to another location, I think due to scheduling. The coordinator was very responsive and the other location was beautiful. We had a wonderful stay and would work with these folks again in the future."
Simple and Elegant 19th Century Williamstown Home
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (859)
"Great amenities and very clean property. Hot tub facilities and timings were also good. Just wished they had offered bath robes. "
The price is AED 537
AED 589 total
includes taxes & fees
17 Jun - 18 Jun
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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