
Kid-friendly holiday rentals in Hancock
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Top-rated family-friendly rentals in Hancock
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Popular amenities for Hancock family-friendly rentals
Kid-friendly house rentals

Lovely Home in the Berkshires
We had a great stay. Toni was very responsive and the location is super close to the mountain.

Cleveland House - renovated Berkshires' gem.
We had a wonderful stay at this beautiful home. The beds were extremely comfortable, the house was clean and the kitchen was well stocked. The hosts were very responsive and kind and went above and beyond to make sure we had a great stay. The kids in our group were happy with the toys that were available for them. We would highly recommend staying here for group gatherings. We had a lovely cozy weekend and are so grateful to the hosts!

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!

Berkshire Retreat: Huge Home W/Hot Tub & Yard
John was the best host! He was super responsive and the photos/ description were spot on! Had a great weekend there and only a 4 minute drive to Jiminey Peak! Definitely will stay again!

Berkshire Lake- Modern and Updated-close to skiing
Beautiful home and a great location!

Cantabile life in the Berkshires
Jia place was great. Very spacious and plenty of things to do. It was very clean. The entire process was super simple. We enjoyed it quite a bit.

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.

Berkshire Bliss- 6BR/Minutes from Jiminy +38 acres
We stayed at Jonathan’s place with 3 families, 6 adults and 7 kids ranging in ages from 4-10. It couldn’t have fit our families more perfect. The room setup is amazing, especially when renting with kids. When having that many rooms it’s usually one in a basement which wasn’t the case! We skied all weekend at Jimny peak and it was a short 8 minute drive to the mountain. Very spacious with a cozy living space for the kids to play and a great bonus room downstairs. Kitchen had everything we needed to cook meals. They also supply lots of games, kids loved that. Thanks for a wonderful weekend will be renting again next ski season!
Family-friendly apartment rentals

In town, newly renovated studio with private deck
A beautiful apartment located in a lovely neighborhood. Walking distance to town and restaurants. Very clean and comfortable.

Sunny, light filled loft in 1873 Colonial
Peter and the apartment were great! Peter was super responsive, friendly, and had nice touches like homemade granola with milk and coffee provided. After my original AirBNB fell through at check-in at 6pm, I was relieved (and saved) by Peter’s responsiveness.

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!

Luxury downtown penthouse, by Franklin Plaza.
We would definitely recommend staying at this AirBnB. It's in a great location, very clean and was the perfect choice for a quick weekend away. Tatyana was very responsive and overall it was a great experience.

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 :)

Cooper's Place
The apartment is cozy and lovely! My mom and sister visited for my graduation and it was amazing for their 1-week stay. I was initially worried that the property will be a bit noisy at night because it is in a busy area, but it was actually neatly tucked in behind a closed business — really private and quiet. Kim is also very responsive as a host!

Mountain View Retreat~Sunny Hill Golf / Skiing
It’s been a little over a week since we stayed here and I cannot stop thinking about it. The pictures in this listing are beautiful but the space is even more incredible in person. I also spent a lot of time sitting on the deck and taking in the view of the mountains - so peaceful! The attention to detail here is unmatched. From check in to checkout, everything is very clear. Communication was great. The guidebook is thorough. And, again, the space really is so well done. You can enjoy the beautiful surroundings even indoors. Highly recommend!

COLD SPRING
We had a great stay here! The place is located a little outside of town but it was an easy drive to get into Williamstown. It was a good location if you are planning to explore the area a bit. There is some noise from the main road, but not so much that it was disruptive. The apartment was easy to find and exactly as described. It is a spacious place that easily fit three adults. Everything we needed was provided in the apartment and the hosts were incredibly responsive to questions and messages. We would definitely stay here again!
Family-friendly apartment rentals

Cozy Hideaway Windham, Hunter ,Pool,Pickleball.
Beautiful gem, fantastic hosts. Wouldn’t change a thing. Thank you!

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim
We stayed at Julia's vacation rental for a 3-day weekend with our four children under the age of 12. The things that were great: 1) the unit is 150 foot walk in ski boots from a ski trail that will take you to the Mount Snow lift, which was great because we didn't have to shlep 4 kids ski gear, 2) the four kids loved the bunk bed room and were comfortable, 3) there are two large shelves of board games the kids enjoyed, 4) the access to the Sports Center which has a heated indoor pool and hot tubs were a great way to end the day after skiing, 5) the outdoor locker was a great place to dump all the ski gear (much better storage location than inside the car or inside the unit) and 6) very nice fluffy towels and bed sheeting was comfortable. A combined liquid shampoo and body soap is provided in each bathroom, which is the same that we use to bath our kids at home.

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.

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.

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!

Stylish Condo Hunter Mountain
Host was responsive, place was tidy and instructions to get in and out are very clear. Place had an adequate lot as well and is also very peaceful

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 holiday rentals that are kid-friendly in Hancock
Total rentals
70 properties
Nightly prices starting at
$115 SGD before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
40 properties have a pool
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- Stratton Mountain
- Saratoga Race Course
- John Boyd Thacher State Park
- Jiminy Peak Mountain Resort
- Albany Center Gallery
- Bash Bish Falls State Park
- Stratton Mountain Resort
- Taconic State Park
- Catamount Mountain Ski Resort
- Zoom Flume
- Mount Snow Ski Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Berkshire East Mountain Resort
- Norman Rockwell Museum
- Mohawk Mountain Ski Area
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area
- Opus 40
- Naumkeag
- Hildene, The Lincoln Family Home
- Otis Ridge
- Canterbury Farm