Kid-friendly holiday rentals in Lanesborough

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Lanesborough kid-friendly rentals

Child-friendly house rentals

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!
Guest favourite
Home in Pittsfield
4.95 out of 5 average rating, 20 reviews

Whispering Woods Guest House

James H, JrRating, 5 stars5 months ago
Taylor's space was exactly as described. Decorated so cute and extremely clean. Excellent amenities including well-appointed kitchen, snacks, coffee, tea, robes and slippers. Water pressure (including hot water) more than adequate. Tons of info available for "out of towners" if necessary. Communication was top notch.... accommodating, friendly and practically instantaneous. Would highly recommend. Thank you Taylor and Robert!!!
Top Guest favourite
Home in Lanesborough
5 out of 5 average rating, 19 reviews

Berkshire Mountain House

ScottRating, 5 stars6 days ago
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!!!
Guest favourite
Home in Hancock
4.94 out of 5 average rating, 32 reviews

Bougie B’s Mountainside Getaway

TheresaRating, 5 stars2 months ago
Absolutely beautiful space. Spotlessly clean. Full kitchen amenities plus a little coffee station. Fabulously comfortable beds and living room furniture. Deliciously soft towels. Just an overall great experience and peaceful stay!!
Guest favourite
Home in Lanesborough
5 out of 5 average rating, 66 reviews

Cozy farmhouse @ the gateway to Mt Greylock/Jiminy

BrianRating, 5 stars5 months ago
We had a great time staying here for a quick family ski weekend. The house was perfect for the 4 of us and only 10 minutes from Jiminy Peak.
Guest favourite
Home in Dalton
4.93 out of 5 average rating, 194 reviews

Brooksong, the perfect Berkshires getaway

JoannaRating, 5 stars2 weeks ago
Thank you, Salome, for a wonderful stay. Our extended family felt very relaxed and comfortable in your lovely home. It was a rainy weekend, so it was especially nice that there was a pool table, a fuzeball table, and lots of places in the house to hang out together. The bedrooms and bathrooms were lovely and the shared space was large and inviting. We enjoyed making meals together in the open kitchen. And the neighbor was so picturesque! We loved staying next door to the horses and donkeys, and taking walks on your beautiful farm-filled road. Thanks so much for making our stay such a special weekend. We all hope to ba back again! Very best to you and yours, Joanna and family
Top Guest favourite
Home in Lanesborough
5 out of 5 average rating, 56 reviews

Guest Fave, 15 Min Jiminy, Large Open LR, Hot Tub

KarleneRating, 5 stars1 week ago
Kristine was great! She was responsive to any concerns, candidly answered questions and gave recommendations, and the house and location were beautiful. Would love to go back, and cannot recommend enough!
Guest favourite
Home in Pittsfield
4.96 out of 5 average rating, 55 reviews

Charming lake home with amazing sunset views

EdRating, 5 stars3 months ago
My family and I had a great stay here. The property was well kept and matched the description. And the host was responsive and helpful. Would stay again if we're in the area.

Kid-Friendly apartment rentals

Superhost
Apartment in Adams
4.85 out of 5 average rating, 134 reviews

full apartment in adams self check in

JoshuaRating, 5 stars5 months ago
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.
Guest favourite
Apartment in Plainfield
4.97 out of 5 average rating, 271 reviews

Sunny, light filled loft in 1873 Colonial

DouglasRating, 5 stars1 week 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.
Superhost
Apartment in Troy
4.87 out of 5 average rating, 142 reviews

The Eastsider (Emma Willard, RPI, Troy)

KaitlynRating, 5 stars4 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!
Top Guest favourite
Apartment in Charlemont
4.99 out of 5 average rating, 158 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

MichelleRating, 5 stars2 months ago
We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!
Top Guest favourite
Apartment in Plainfield
4.95 out of 5 average rating, 270 reviews

Sunny carriage house apartment

MicheleRating, 5 stars1 month ago
Beautiful home, many thoughtful touches to make traveling easy and comfortable! Thank you!
Top Guest favourite
Apartment in Williamstown
4.94 out of 5 average rating, 303 reviews

COLD SPRING

RosettaRating, 5 stars1 week ago
Very clean! Super comfortable beds. Loved walking across the street to the restaurant for a delicious dinner!
Top Guest favourite
Apartment in Troy
4.93 out of 5 average rating, 440 reviews

Stunning studio in the heart of Troy: Raven's Den

BobRating, 5 stars1 week ago
Perfect night for a nearby getaway while things done at my apartment. Lot of charm and everything you could need is in this den. Pictures did it justice. I’ll stay again just for the fun of it next time. Igor was easy to communicate with and he was spot on with everything he has posted on the listing. This place is a gem!
Top Guest favourite
Apartment in Pownal
4.94 out of 5 average rating, 198 reviews

The Shepherd's Retreat

MichelleRating, 5 stars1 day ago
The property, including an outstanding garden, is impeccable. It's close to some of the Berkshire's finest. I came to visit the Clark Institute, Williams College and Mass MoCA, all within easy access. The lodging is moving into a well-loved home, spotless with great amenities. They have a lovely fountain that runs, sounding like a mountain stream. It's great to wake to that sound along with the birds, in a breath-taking garden. And James is kind, friendly and a great host.

Child-Friendly Holiday Condos

Guest favourite
Condo 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
Condo 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
Condo in Dover
4.99 out of 5 average rating, 120 reviews

Summer Dream! The Handle Lodge at Snowtree Condos

MarkRating, 5 stars2 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.
Top Guest favourite
Condo in Saratoga Springs
4.98 out of 5 average rating, 125 reviews

Ideal location! Steps to Track and Broadway!

BrianRating, 5 stars3 months ago
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)!
Guest favourite
Condo in Saratoga Springs
4.96 out of 5 average rating, 182 reviews

Owl's Nest - Unique Condo in Vintage Location

EllenRating, 5 stars1 week 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
Condo in Center Square
4.9 out of 5 average rating, 268 reviews

Elegant, spacious studio apt in historic mansion

LindseyRating, 5 stars1 week 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!
Guest favourite
Condo in North Adams
4.89 out of 5 average rating, 28 reviews

Downtown Condo - walk to MoCA

RuthRating, 5 stars1 week ago
My husband and I loved our stay at Jo Anne’s place, it was quite,clean private, easy access to parking and very affordable . Stocked with the necessities.
Guest favourite
Condo in Dover
4.84 out of 5 average rating, 119 reviews

Walk to Mt. Snow-Spa-Summer Pool

GaryRating, 5 stars2 months ago
Great little studio spot to use as your Basecamp for activities in the area!

Quick stats about holiday rentals that are kid-friendly in Lanesborough

  • Total rentals

    50 properties

  • Nightly prices starting at

    $150 NZD before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    40 properties have a pool

Destinations to explore