House holiday rentals in Williamstown

We had a wonderful & relaxing weekend here with a large group for my sister's lowkey bachelorette party. Even with a day of non-stop pouring rain, we were perfectly content with staying in and enjoying the coziness of the house. We had a blast watching the chickens roam around and hanging out with the overly-friendly barn cats while we sat outside. The goats & pigs were happy to greet us at the fence every time. The hot tub and pool were perfect! Highly recommend staying here if you're looking for a beautifully scenic and peaceful getaway. Thanks, Sarah & BBVF team!

This property was fantastic. It was great for adults and kids. The inground pool and hot tub were used all day and night. The house had many amenities for everyone. We have 3 grand children, (ages 5-7), the hosts had all kind of spaces and toys for them to utilize. Excellent place for kids inside and out! House was very well appointed and very user friendly. We loved our family time there and would not hesitate to return. Thank you!!!

We had an amazing stay! The house is lovely and very comfortable, perfect for going skiing at mount snow and cross country skiing and prospect mountain. We were really glad to have picked it. The house is spacious, we all had a lot of room to ourselves, and the kitchen had everything we needed. The farm is gorgeous. Great grocery stores nearby. Sharon was amazing - so helpful when a winter storm threatened to make it hard for us to drive home. She offered us extra time or even another night discounted, which was really generous. She also communicated with friends to help us determine if the road back to NYC had been cleared. We are so grateful for her help! We hope to return in warmer weather to enjoy the farm even more.

Really just a great weekend! The house was spacious and perfectly accommodated our family. Also perfect distance from town where there is tons to do. Julie was available for questions and was so easy to communicate with. We were in the area to celebrate our son’s college graduation and really could not have selected a more perfect spot!

Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!

Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.

A truly amazing experience. I wholeheartedly recommend staying at Amanda & John’s home. You won’t find a better, more cared for, more beautifully appointed home. Everything you could ask for and more. Super kind, responsive hosts and every detail is considered. Great WiFi, too. If you’re looking for an experience in a spacious landscape, in quietude, with stars up above, this is the place.

Kelsey is flexible and responsive. You can tell she thought about how to curate a great stay by all of the amenities and presentation of the house. It’s cozy! Kelsey does have house rules but they’re not overbearing and if anything it was nice to have clear expectations communicated from the beginning.

Nice house in a beautiful quiet location that’s nonetheless close to everything. We had easy access to Williams College but it’s also very close to North Adams and its museums. Doris’s communication was great and she was flexible and easy to work with. Great stay overall

I would recommend this cabin to everyone! Beautiful place and great host !!

What a great stay we had in the Berkshires thanks to Elliot and Nina's place. The home is beautiful and comfortable. I would highly recommend a stay here and hope to someday be back again. Convenient, quiet and private location. Loved the decor and beautiful gardens.

We LOVED our stay at Rebekah and Erik’s house in Bennington! It was the perfect location for walking into the town. The amenities were outstanding and the decor was beautiful! We highly recommend this home! Thank you for a wonderful stay!

The house is nicely decorated and with great ammenities like a well-stocked kitchen and a variety of streaming services. Gabriel is a great host and made sure we were ok when 6" of snow hit the area while we were there.

My friends and I (three couples) stayed at Gary and Shana’s beautiful Airbnb for Valentine’s Day weekend, and we couldn’t have asked for a better experience! The house was stunning—cozy, clean, and fully stocked with everything we needed for our ski getaway. Gary and Shana were incredibly responsive and accommodating throughout our stay. On the morning of our departure, they even arranged for the driveway to be plowed, making it easy for us to get out after some fresh snowfall. It’s clear they truly care about their guests. We had an amazing weekend and can’t wait to come back. Highly recommend!

We had two large dinners at Jay's house and it was perfect for hosting 22 people. THe beds were comfortable, there were all the knives and kitchen gadgets we needed to serve dinner to 22 people two nights in a row. The property is beautiful: lush and green.

We had a lovely time at Maura’s house! Maura was friendly and responsive and clearly loves to share this beautiful area with guests. The house was spacious and well kept. (I would note for those who might mind that there were some family photos, magnets, etc. up, but that didn’t bother us at all!) The house is about 10 minutes from Mass MOCA and less than 20 minutes to Williams College.

We had a wonderful time and this house is completely amazing. There is absolutely nothing missing! When Tiffany said, "all you need to bring are clothes" she wasn't joking. The person who designed the house was a genius with the master bedroom on one side of the house, the 2nd bedroom on the other side and the 3rd on the 2nd floor. Privacy inside as well as outside. It was a hiking trip for the family and included Kennedy Park, Olivia Outlook and the Great Monument Mountain. After spending the day hiking, the hot tub, playing pool and watching a movie in the theater just ended a perfect day. We didn't realize how close we were to MA and it was bonus to explore Western Mass as well. Thank you Tiffany for sharing your home with us.

Daniel's place was the perfect home base for our Berkshires getaway. We visited Mass MoCA and loved coming back to this quiet, peaceful retreat. The backyard was especially serene, I enjoyed my morning coffee outside and relaxing by the fire at night. One of my favorite parts was cracking the window open and falling asleep to the soothing sound of the brook out back, pure magic. Daniel was a gracious host, friendly, responsive, and thoughtful. The local charm added so much to the experience, including camels and other farm animals across the street, Farmer Dave is a gem. We'd happily stay here again!

Our stay was connected to a graduation at Williams College. As part of a busy and emotional weekend, The Vermont Farmhouse was the perfect respite. The house is situated in the countryside so while it requires a drive to Williamstown, Bennington and other locations, we found the quietude to be worth it. Beautiful trails in a tranquil, protected area just across the road make for wonderful, leisurely hikes. Space to breathe. It is also a short walk to a great cafe (Pangea) and the former governor's mansion. The house itself is fantastic. It is roomy, super clean, with a great kitchen and dining area for entertaining. Very tastefully decorated. Fantastic front porch that even when raining -- which it did a lot during our stay -- is a great space to sit and enjoy the view. Lovely fire pit as well. Sandra and Trevor were wonderful hosts. Super attentive to questions and genuine in their care that we were having a good time. Could not have asked for a better Vermont stay. Great!

What a beautiful, idyllic getaway Susan offers for her guests. A kind welcoming soul who provides a stay that brings you back in history – we had the most lovely time!

We can’t say enough about how lovely Sue is as a host and how generously she opens her home to guests. The property is stunning with a tiered yard with gardens and a lovely patio. The kitchen is huge—much bigger than the photos suggest. This is a perfect spot.

Amazing home with beautiful views. Great for a large group with plenty of space. Lucas will help you with anything you need

Very nice and quaint house. Very comfortable beds. Excellent kitchen and dining space. Very nice living area. Very clean and uncluttered.

Karen’s place is amazing. She is so thoughtful in providing all the little things that you wish you had. First aid kit , Kleenex. Paper towels. Plenty of toilet paper! Beds were amazing. Sheets were amazing. The best equipped Airbnb I’ve ever stayed in. She was so helpful with local Recommendations as well! Thanks Karen! We will be back !