Family-friendly vacation rentals in Williamstown

Absolutely loved this house and its incredible energy! The blend of old New York and Parisian charm creates such a unique and inspiring atmosphere. As an artist, I felt truly energized and creatively inspired during my weekend stay. Every corner of the home has character and warmth, making it a perfect retreat. Highly recommend to anyone looking for a special and memorable experience!

Fantastic space for a large group. We had 10 people for a New Year’s Eve ski weekend, and this was the ideal spot for it. Hot tub was a great treat. Be warned - the floors are squeaky, so if you’re a light sleeper in a large group bring ear plugs.

Andrew is a great host. We were able to enjoy activities at Mt.Snow early before check in which we appreciated. Condo was clean, and spacious for our family of 4. We enjoyed using the indoor pool facilities daily. The beds and couch were comfy. Washer/dryer a plus

Had a great time at this beautiful home! Felt super peaceful and great for groups. Thanks so much!

The house was beautiful and Rhonda was great, she was very responsive and helpful. We felt right at home and enjoyed the place more than Lake George :) , the hot tub and pool were great and i would recommend anyone coming to this area to definitely book the place if they get the chance.

Cleanly kept home. Hot tub works great (though panel can be hard to read). Little bit of road noise, not bad at all. Walkable to downtown if you cross over to Maple Ave. Basement layout is a bit quirky.

We had an amazing stay! The beds were comfy. There is a local grocery store near by. We went snowboarding at Mt snow which was about a 25 min drive - not bad at all! The hot tub was perfect and the views were stunning. We loved Robert’s Glass blowing class as well.

We rented Brian’s home for a weekend getaway celebrate my husband’s birthday. The house is a converted barn which is cool and it was spotless. Everything was great despite the looming big snowstorm coming. It was quite the adventure for our family and so much fun. The house was perfect for our family of 8. It is way up on a mountain and right around the corner from a clubhouse with game room, gym, indoor pool and jacuzzi. I was a bit concerned about the weather coming and Brian was very responsive to my questions about the weather and any other questions I had. This weekend surely will be one the grandkids won’t soon forget about! Thank you Brian for renting your home to us!

Super responsive management of property. It was a very rainy weekend, so my daughter and I really enjoyed the large TV with the option of many streaming channels. Bed was comfortable and the place was neat and clean. Fantastic location as well.

This was the second time staying in this house with another family. Can't beat the convenient location to local mountains for skiing. House is spacious and plenty of room for two families of 4. Shiyrah is friendly and communicative.

We are repeat visitors to Raspberry Ridge. It is a slice of Heaven. Ilze and Laurence are amazing hosts! Their attention to detail on the property for maximum comfort is exceptional. Traveling from Arizona to Upstate New York, we always factor in how we can stay at Raspberry Ridge. It's centrally located, so we can easily visit family in Hudson, Albany and Great Barrington Massachusetts. We are already planning when we can go back for another visit.. it's like our home away from home. Highly recommend! Thanks so much Ilze and Laurence xx

Donna's place was a wonderful weekend stay! Beautiful property and guest house. Well appointed and care for. Just a few improvements that would have made our stay even better--a small microwave for quick reheating of coffee/leftovers, a luggage rack and place to store/hang clothes, and ensuring the driveway and a walking path are cleared of snow even when out of town (with thawing and refreezing, we had to navigate two inches of solid ice, which was terrifying both on foot and in the car).

This stay was an absolute gem! The host’s charming old house radiates character and warmth, with every detail carefully curated to make you feel at home. Her hospitality was unmatched—gracious, attentive, and genuine. Clear directions were thoughtfully placed everywhere, making the stay seamless and stress-free.

Nancy’s place was a great option for my stay in the area. The kitchen had everything I needed, and the couch was comfortable. As was the one bed I slept in. I was visiting for a work trip. Nancy was also incredibly responsive to any questions I had, and was offering suggestions for the area I found useful. I’m glad to have found this place. While on this trip, I did not bring my dogs, I will be sure to stay here on my next one to the area. I typically stay in hotels here, but I will do my best to stay at Nancy’s anytime visiting in the future.

This was a peaceful, adorable place to stay. The house manages to fit a lot into a small space, and feels surprisingly roomy. The location is beautiful, and it was fun to get to see the aviary! Would love to come back.

We had a lovely stay! Dan and Shannon were super professional and friendly! Serene and peaceful location! Would highly recommend!

Had a great time! Within 4 minutes of a stellar breakfast at Trail 87 and within 5 min of mount snow base.

Creation station is a very unique, warm, and inviting space. My partner and I are both musicians and appreciated that there was a stage and instruments right there in the space. We also went for the enchanted forest walk behind the guest house when we returned back from seeing some live music at night – with the lights twinkling and the moon shining above, it was very magical. Apple the dog greeted us and played with my dog (which was great since he gets anxious when we’re away from home and does much better when he’s worn out). As a creative person, I really appreciate meeting other kindred folks, so meeting John was a real treat. Furthermore, I messaged John after I returned home and realized I’d left my cell phone charger, and I received it in the mail just a couple of days later. I would definitely stay here again.

We had a lovely Labor Day weekend stay at Julie’s house. There was lots of space indoors and out. The hot tub, pool, fire pit, and grill were all put to good use and made our stay so homey and comfortable. The kitchen was well stocked with all the tools and appliances needed. The location is excellent with easy access to 87, SPAC, and the race track.

Perfect for our family of 6 adults and 2 kids. Andrew & Tracy were fantastic hosts and the home was nice and spacious. A quick drive brought us to downtown Saratoga and the racetracks! We hope to stay again soon.

Such a beautiful winter getaway, my bf and I came here for VDay weekend. We loved the private quiet area for just two of us the space was perfect. Can’t wait to come back in summer to utilize the natural pool.

Twelve members of our family stayed here for our annual ski weekend at Jiminy Peak. It was exactly what we needed as our home base -- plenty of room for all of us, good amenities, and the living room gave us a large gathering space where we could all sit after a day of skiing and swap stories, play games, and just enjoy being together. The house was very clean, well-stocked, and the owners were really responsive. We highly recommend it!

Loved staying here! It was super cozy and a lovely home away from home for the holidays. House is as described and very spacious. Fireplace makes it extra cozy when the weather got cold. Host was very proactive and responded to any question or issue almost immediately. We will definitely be staying here again!

We always book with Dawn! Her place is amazing. We feel right at home. She ensures the house has everything you could need in case you forget something. There are extra details to make your stay more comfortable. Her linens are softer than mine at home! There is plenty of space for my family of five to stay comfortably. I highly recommend booking here! We can’t wait until our next stay here.