
Kid-friendly vacation rentals in Williamstown
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Top-rated kid-friendly rentals in Williamstown
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Popular amenities for Williamstown kid-friendly rentals
Kid-friendly house rentals

New Berkshire home - 3 bed, 2.5 bath w/views
2nd year staying there. Trina is great and as usual the house was perfect! we'll see you next year!

A paradise in the woods, minutes from MASS MoCA
beautiful house in a gorgeous location!

Quiet Vermont Home with Amazing View
The host was extremely responsive and kind. The Airbnb its self was beautiful and private. It was peaceful and spacious. Everything in the description and pictures were accurate. I recommended this place to family who always come to visit the area. So happy we found this place and plan to rebook again in the future.

The Gate House--Experience Vermont!
What an amazing place! We were struck by its charm the moment we arrived. Everything was so well appointed and beautiful. We just wish we could have stayed longer and explored Bennington more! We came for a Williams College graduation and so the weekend was busy but we had some wonderful meals together at the house and also a little time to explore the countryside around. We hope to come back to this magical place sometime soon!😊

Art House! Spacious Getaway By Mass Moca
Great location. Close to North Adams and Rt 2. Perfect set up for a family gathering. Several common rooms to enjoy together.

Central Haus (Group getaway on a quiet street)
Our stay at Mian and Anthony ’s place was fantastic! The house was impeccably clean and well-stocked with everything we needed. Mian and Anthony were very accommodating and provided great local tips. If we ever find ourselves back in the area we will definitely stay here again.

19th c. Barn in The Berkshires
Our party of four adults and two small kids really enjoyed our weekend in this unique and tastefully renovated former barn. The linens, bedding, and towels were all top quality, the kitchen was well equipped, and overall the place was comfortable and spotless. The location is super private and quiet, surrounded by nature and farmland, including an on-site stream and sheep (that's not a typo). A great spot to stay for a visit to the northern Berkshires - Mt. Greylock and Mass MoCA are very nearby. Our visit was on a frigid winter weekend with a ton of snow and outside temps in the 20s, yet our indoor temps were toasty and very comfortable, especially with the wood stove.

Bernie's & Betty's
It was a perfect place for our weekend! We will come back if we go to the area. It felt like home , nothing was lacking.
Kid-friendly apartment rentals

Charming Art Filled Apartment
Rachel was an excellent host! She communicated with us immediately whenever we had a question. Her home was so comfortable and welcoming. We were up in the area for a wedding and most of the guests stayed in a place that was double the price! It rained constantly the entire weekend and we were so grateful to have a "home" to relax in between wedding activities. It was spacious, clean yet felt very warm and cozy. I loved the artwork and furnishings, as we have an appreciation for antiques. Rachel left us great coffee, oatmeal and even half and half in the fridge ❤️! She even aplogized for the rain! We would definately stay here again or recommend to friends. Thanks for making our cold, wet weekend and bit better!

full apartment in adams self check in
Mike and Wendy's space was exactly what we were looking for. it was comfortable with all the amenities of a personal home, it was very clean and welcoming. The fridge was stocked with drinks and condiments and the bathroom had extra toiletries! Great restaurants close by.

The Eastsider (Emma Willard, RPI, Troy)
This was my second time staying here and it’s perfect what I needed. I come up from the city to work Saratoga racetrack and just need a place to lay my head. It’s great affordable and clean. If you’re interested in downtown Troy, it’s a quick 10 minute drive. Also there is a Stewart’s close by. John and Shauna were very accommodating on both my visits!

Overlooking the city in a quiet 7 unit building.
We enjoyed our stay at Tom's place. It was spacious, well appointed and clean. The birds and squirrels in the nearby trees were entertaining. The location was excellent for exploring North Adams on foot and nearby towns/parks. Tom was helpful and responded quickly to all our questions. I would highly recommend staying here.

Private Place in the Heart of Downtown
This place was a real find. Perfect for a solo traveler (or cozy couple) who knows Troy and wants to have access to the downtown and college campuses. A spacious bedroom that includes study and storage space, plus a well equipped kitchen, make it a great base of operations for a multi-day stay. The apartment is situated at the rear of the building, which minimizes street noise. On just about all my other trips to Troy, I found it helpful to use earplugs to get a good night's sleep; I didn't need them here. An air conditioner keeps the space comfortable on a warm day. Wi-fi is reliable, and there is no shortage of electrical outlets (sometimes an issue in old buildings). No issues with water pressure or heat in the shower. Igor is a great host, responding promptly to messages, answering inquiries, and making sure the place is set up and ready, otherwise leaving the guests to their own devices. This place is a bargain and well worth coming back to!

Sunny carriage house apartment
We had a great time at this lovely spot! Erin was a very kind and responsive host, and the apartment was just as described :)

Private guest apartment. One block from downtown.
Jennifer’s place was lovely - extra touches like snacks and fresh flowers were very much appreciated! Great location easy to walk to town!

Frankie’s Place - A Mass MoCA Neighborhood 2BR APT
Really clean and perfect for what we needed it for! We were there to move out our daughter from Williams College and it worked out perfectly.
Kid-friendly condo rentals

Mt Snow Ski In/Out at Seasons
The unit is very comfortable for a family and very convenient to Mount Snow. Updated bathrooms and washer/dryer. Great clubhouse and pool facilities at Seasons condo. Andrew was a pleasure to work with.

Summer Dream! The Handle Lodge at Snowtree Condos
Our family enjoyed our stay at Rafael's condo. The space was very clean and comfy, and exactly matched the description and photos posted here. The fireplace was a great draw, too. If you're planning on skiing at Mt. Snow, the Moover shuttle bus stop is located right outside of this building, which made for a very convenient and quick way to get to Mt. Snow for my family of 4. We would certainly stay here again in the future.

Ideal location! Steps to Track and Broadway!
Carla was a wonderful host. More importantly her rental was beautiful and very comfortable. Would strongly recommend and we look forward to going back (when there’s less snow)!

Owl's Nest - Unique Condo in Vintage Location
Stunning location a short walk through lovely Congress park to downtown Saratoga. Scrumptious bakery in easy walking distance. The apartment was delightful: very clean with all the essentials stocked. We loved being able to stop back in during the day for a quick recharge before getting back into the middle of everything. Bright and sunny during the day and quiet and peaceful at night.

Updated Ski in/Ski out Stratton Condo!
Caitlyn An excellent host quick to respond despite moving with her babies the same day as my trip! She was accommodating and provided a clear quick easy in from my late night travel. Her space is large and spacious with great set up lighting and comfortable and clean bedding. Loved the couch bedding set up! The entrance allowed ease to store the ski stuff so roomy keeping the living space free of the typical ski vacay clutter! The bathroom shower temp and pressure with soft towel and wash cloths provided with soap, and shampoo and conditioner gave a nice end of the day relax. Plenty of blankets for layering that may be needed. Kitchen appointed well with a good stove and oven easy to use and to easy prepare with pans and utensils for cooking, plenty of silver ware and plates glasses and plates that i truly appreciated. Couldn't use the ski in/ ski out as that lift was this late int eh season but how easy was it to scoot down in 2 min! Will be my stratton stay always onward!

Elegant, spacious studio apt in historic mansion
Such a unique stay! David gave very helpful instructions for arriving and getting to the property, even supplied photos for extra assistance. The property itself is cozy and in a great part of the city. There’s lots to do nearby, super walkable, and David provides great local recommendations. The shared gallery space was so cool to see too. Great experience!

Walk to Mt. Snow-Spa-Summer Pool
Great little studio spot to use as your Basecamp for activities in the area!

Mount Snow Close, Great Price, Lots of Room
Very close to Mount Snow. Walking distance to market, coffee house and Dover Bar and Grill. A dog friendly rental with everything you need for a ski trip.
Quick stats about vacation rentals that are kid-friendly in Williamstown
Total rentals
40 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Stratton Mountain
- Saratoga Race Course
- John Boyd Thacher State Park
- Albany Center Gallery
- Jiminy Peak Mountain Resort
- Taconic State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- West Mountain Ski Resort
- Bash Bish Falls State Park
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Mount Snow Ski Resort
- Norman Rockwell Museum
- Beartown State Forest
- Dorset Field Club
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Naumkeag
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Bousquet Mountain Ski Area
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