Kid-friendly holiday rentals in Hancock

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Hancock family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Hancock
4.83 out of 5 average rating, 12 reviews

Lovely Home in the Berkshires

ElizabethRating, 5 stars3 months ago
We had a great stay. Toni was very responsive and the location is super close to the mountain.
Top guest favourite
Home in Dalton
4.99 out of 5 average rating, 155 reviews

Cleveland House - renovated Berkshires' gem.

MasonRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Williamstown
4.97 out of 5 average rating, 36 reviews

New Berkshire home - 3 bed, 2.5 bath w/views

MichaelRating, 5 stars3 weeks ago
2nd year staying there. Trina is great and as usual the house was perfect! we'll see you next year!
Top guest favourite
Home in Hancock
4.97 out of 5 average rating, 35 reviews

Berkshire Retreat: Huge Home W/Hot Tub & Yard

KaylaRating, 5 stars3 months ago
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!
Top guest favourite
Home in Pittsfield
4.97 out of 5 average rating, 117 reviews

Berkshire Lake- Modern and Updated-close to skiing

MeghanRating, 5 stars1 month ago
Beautiful home and a great location!
Top guest favourite
Home in Pittsfield
4.95 out of 5 average rating, 174 reviews

Cantabile life in the Berkshires

BillRating, 5 stars1 week ago
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.
Superhost
Home in Cheshire
4.85 out of 5 average rating, 214 reviews

19th c. Barn in The Berkshires

JohnRating, 5 stars6 months ago
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.
Guest favourite
Home in Lanesborough
4.96 out of 5 average rating, 101 reviews

Berkshire Bliss- 6BR/Minutes from Jiminy +38 acres

ElenaRating, 5 stars3 months ago
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

Top guest favourite
Flat in Shelburne Falls
4.98 out of 5 average rating, 560 reviews

In town, newly renovated studio with private deck

VicRating, 5 stars1 week ago
A beautiful apartment located in a lovely neighborhood. Walking distance to town and restaurants. Very clean and comfortable.
Guest favourite
Flat in Plainfield
4.97 out of 5 average rating, 271 reviews

Sunny, light filled loft in 1873 Colonial

DouglasRating, 5 stars2 weeks ago
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.
Guest favourite
Flat in Troy
4.87 out of 5 average rating, 142 reviews

The Eastsider (Emma Willard, RPI, Troy)

KaitlynRating, 5 stars6 days ago
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!
Guest favourite
Flat in Troy
4.95 out of 5 average rating, 177 reviews

Luxury downtown penthouse, by Franklin Plaza.

KeriannRating, 5 stars1 week ago
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.
Top guest favourite
Flat in Plainfield
4.95 out of 5 average rating, 271 reviews

Sunny carriage house apartment

EllieRating, 5 stars2 weeks ago
We had a great time at this lovely spot! Erin was a very kind and responsive host, and the apartment was just as described :)
Guest favourite
Flat in Bennington
4.95 out of 5 average rating, 165 reviews

Cooper's Place

AnhRating, 5 stars1 week ago
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!
Top guest favourite
Flat in Freehold
5 out of 5 average rating, 303 reviews

Mountain View Retreat~Sunny Hill Golf / Skiing

MarianaRating, 5 stars2 weeks ago
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!
Top guest favourite
Flat in Williamstown
4.94 out of 5 average rating, 304 reviews

COLD SPRING

AlexandraRating, 5 stars2 days ago
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

Guest favourite
Apartment in Windham
4.89 out of 5 average rating, 193 reviews

Cozy Hideaway Windham, Hunter ,Pool,Pickleball.

SuzanneRating, 5 stars1 week ago
Beautiful gem, fantastic hosts. Wouldn’t change a thing. Thank you!
Guest favourite
Apartment in Dover
4.91 out of 5 average rating, 110 reviews

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim

MichaelRating, 5 stars2 months ago
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.
Guest favourite
Apartment in Dover
4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

MarkRating, 5 stars1 month ago
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.
Top guest favourite
Apartment in Dover
4.99 out of 5 average rating, 120 reviews

Summer Dream! The Handle Lodge at Snowtree Condos

MarkRating, 5 stars3 months ago
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.
Guest favourite
Apartment in Saratoga Springs
4.96 out of 5 average rating, 182 reviews

Owl's Nest - Unique Condo in Vintage Location

EllenRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Center Square
4.9 out of 5 average rating, 268 reviews

Elegant, spacious studio apt in historic mansion

LindseyRating, 5 stars2 weeks ago
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!
Top guest favourite
Apartment in Lanesville
4.97 out of 5 average rating, 636 reviews

Stylish Condo Hunter Mountain

SamuelRating, 5 stars3 weeks ago
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
Guest favourite
Apartment in Dover
4.85 out of 5 average rating, 169 reviews

Mount Snow Close, Great Price, Lots of Room

PeteRating, 5 stars2 months ago
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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