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Compare 405 Vacation Homes in Williamstown with updated reviews, rates, and availability.

"Celebrate 34 anniversary great place. Better than a hotel. Love the place would stay again. Couldn’t figure out how to use Apple TV to watch Netflix. Just need a couple steak knives if you do take out or cook in. Had a great time. Thanks Ed"

AED 841 total

includes taxes & fees

3 May - 4 May

"This place was absolutely adorable. The owner was kind and had so many suggestions in a book for us during our stay. This was the perfect size for my daughter and I during our trip. The place was clean and exactly what we needed. Thank you for everything!"

AED 954 total

includes taxes & fees

5 May - 6 May

"Kids will love the fun bunk room setup, millennials will appreciate the big screen TV's and broadband Internet access, while parentals and grandparents enjoy the fully equipped kitchen and space to enjoy dinner together around a table for 12. Hot tub right outside the kitchen door, close proximity to Jiminy Peak makes it a breeze to shuttle the family back and forth . Extremely clean property.. Rent the extra suite if you have difficulty with stairs, and enjoy having the entire inn to...

AED 3,801 total

includes taxes & fees

28 Apr - 29 Apr

"had an amazing stay at this beautifully renovated barn in Vermont! The property is stunning, with several acres of land offering breathtaking mountain views. The barn itself is a perfect blend of rustic charm and modern comfort, with thoughtful details that made the stay extra special. I especially loved the walking trails right on the property—such a peaceful way to start and end the day. If you’re looking for a relaxing getaway surrounded by nature, this is the perfect spot. Highly recommend...

"Great place with an elite game room. "

"We had a great time staying in the house for the weekend as a group of 10. Kitchen and bathrooms are well-stocked. The living room couch is enormous. All of the bedrooms are bright and cozy. The views and property are absolutely stunning. Had we been fewer, we probably would have used the outdoor firepits. Barry and Alisha are lovely and helpful hosts -- they sent along a great list of food reccs ahead of time, responded quickly when I couldn't find a few things, etc. "

"Was as nice as the pictures. A plus for a very comfortable king sized bed! Right in town for walking to shops and restaurants. Thank you!"

"Elise was an excellent host and super easy to work with. The property was even bigger, nicer, and cleaner than we expected. Plenty of room for a family getaway. "

"Had a great long weekend getaway in Lanesboro. The property manager was super communicative, which was helpful. Would highly recommend!"

"Intentional home, not a cheap flip for rentals. Truly the most conscientious and thoughtful VRBO or rental home we have stayed at in over 13 years of regularly traveling. A central location for us to visit many communities we were interesting exploring what the hype was all about; NY City, The Berkshires/Lenox, MA, Catskills/Woodstock NY, Southern Vermont. Fantastic kitchen with all the cookware, utensils, and space we needed. Perfectly quiet, very peaceful, a loved historical home and land."

"We had a great stay, thank you! Everything was great as all accommodations were met and other than getting food from the local nearby grocery store and our own personal things, nothing more was needed. Everything went so smoothly, other than our two dogs being home sick and whining at times, which ended up entailing a 7 hour round trip back home to leave them there with a sitter as we felt it was too much for our little fur babies to endure being in a strange place without us and better to...

"Nice home, spacious, clean, close to Jiminy Peak mountain (15mins)"

"We had a great time at this cabin, and the town of Wilmington had great spots for food and it's own charm. We'd definitely stay again. "

"Had a fantastic weekend at this cabin. Beautifully maintained, sparking clean and beautiful cabin. Everything was exactly as pictured and is even better in person. Would stay here again x100"

"We all enjoyed our stay. The house and indoor pool were wonderful. There are plenty of comfortable places to sit and enjoy the gorgeous views. We loved the location which is both close to Lenox restaurants, as well as, the southern Berkshires for food markets and activities for kids. The property manager was attentive, and the owner was very responsive. We loved our week at this family friendly property and highly recommend it. "

"Would definetely stay again.IF....LOL minor but not so minor.Need t.v. in master bedroom.Would not be a huge iinvestment.Cc"

"Ben and I enjoyed a good long weekend at the correctly described Beautiful Lenox Home. Mary, your host, has thought of everything to help you feel comfortable and very quickly to adjust to your home away from home. It is very well located so that you can easily visit the many places of interest nearby. The rules for checking in and out were clear and simple. We are delighted give this a 5-star rating. David and Ben will return, for sure!"

"Excellent property & house. Great host & super responsive. We spent 6 nights & recharged so good! Thinking of booking again in summer season! Truly loved everything about it. Thank you "

"We had a great weekend stay here with our dog. He loved the backyard and felt right at home. Everything was clean and great location."

"This is a great little house in Pittsfield. Location was perfect for us, as it's just a couple of miles from our son's apartment. It's a beautiful farm, tucked away on a back road. It seems "rural" when you're at the house, but it's actually right near everything you could possibly need. The owners were great with communication and very accommodating. We hope to be back, and it's great to know that the house has enough room for our other kids to join if they want to. "