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, 156 reviews

Cleveland House - renovated Berkshires' gem.

InessaRating, 5 stars3 days ago
We had a lovely stay at Elizabeth's place. The house was big enough for our large group, the kitchen was well stocked with anything we might need, and the area was peaceful and beautiful.
Guest favourite
Home in Pittsfield
4.95 out of 5 average rating, 21 reviews

Whispering Woods Guest House

JanetteRating, 5 stars2 months ago
Taylor was an amazing host! Her home was super comfortable! We would absolutely stay again if we are in the area! Thank you for the amazing stay!
Top Guest favourite
Home in Lanesborough
5 out of 5 average rating, 20 reviews

Berkshire Mountain House

ScottRating, 5 stars1 week 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 Woodstock
4.94 out of 5 average rating, 338 reviews

Woodstock Historic Artist Estate - The Pond House

CodyRating, 5 stars1 month ago
No notes, incredible escape even in the pouring rain. The ambience, even down to the little things like walking through the door to classical music, was truly top notch.
Guest favourite
Home in Hancock
4.94 out of 5 average rating, 32 reviews

Bougie B’s Mountainside Getaway

TheresaRating, 5 stars3 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!!
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.
Guest favourite
Home in Dalton
4.93 out of 5 average rating, 195 reviews

Brooksong, the perfect Berkshires getaway

JoannaRating, 5 stars3 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
Guest favourite
Home in Pittsfield
4.96 out of 5 average rating, 55 reviews

Charming lake home with amazing sunset views

EdRating, 5 stars4 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

Guest favourite
Apartment 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.
Superhost
Apartment in Adams
4.85 out of 5 average rating, 135 reviews

full apartment in adams self check in

LindaRating, 5 stars2 days ago
My sister and I are originally from the area. We were home for a family reunion. We were familiar with the area. This unit was simple, comfortable and adequate for our needs. Our hosts were quickly responsive. We would book here again when in the area.
Top Guest favourite
Apartment in Canaan
4.99 out of 5 average rating, 144 reviews

West Main

AlexisRating, 5 stars2 weeks ago
Loved this little apartment. It has everything you need and more.
Top Guest favourite
Apartment in North Adams
4.99 out of 5 average rating, 111 reviews

Historic Victorian - Entire 3rd floor

LaurenRating, 5 stars3 weeks ago
Our stay couldn’t have been better. The listing matched reality perfectly—stairs and all—and the hosts stayed a step ahead with friendly, detailed messages and a useful house guide. The location is superb: an easy stroll to everything in North Adams and a great jumping-off point for exploring the Berkshires. The home itself was spotless, cozy, and wonderfully quiet. The hosts were extremely understanding of a minor issue (our fault) that occurred. We thoroughly enjoyed our visit and would gladly return.
Guest favourite
Apartment in Center Square
4.95 out of 5 average rating, 134 reviews

Empire Plaza Apartment

TeschMeshRating, 5 stars1 day ago
⭐️⭐️⭐️⭐️⭐️ A Hidden Gem in the Heart of Albany! From the moment we stepped through the door, this place felt like a cozy retreat tucked into the charm of New York’s capital. Immaculately clean, thoughtfully decorated, and stocked with everything we didn’t even know we needed. The location was ideal — just a short walk to Washington Park and a quick drive to all the historical spots. But the real standout? Our host. Incredibly responsive and warm. If you’re looking for a stay that blends comfort, style, and a true sense of place — this is it. Would give it six stars if I could!
Guest favourite
Apartment in Troy
4.87 out of 5 average rating, 143 reviews

The Eastsider (Emma Willard, RPI, Troy)

KaitlynRating, 5 stars1 week 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 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
Apartment 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!

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 stars2 months 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 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.
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 stars4 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 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
Condo 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!
Superhost
Condo in Kingston
4.91 out of 5 average rating, 144 reviews

Cozy & walking distance to cafés *spring avails*

JananiRating, 5 stars2 months ago
Cozy apartment, walking distance from the water front. Had a great weekend getaway.
Guest favourite
Condo in Stratton
4.95 out of 5 average rating, 148 reviews

Cozy condo within walking distance to the slopes.

MaraRating, 5 stars3 months ago
You really can’t beat this location. It’s across the steet from the lifts and the village with lots of restaurants/bars/stores. The space was perfect for our family of four. Our two young children stayed on the pullout and we thought the king bed was quite comfy. We would def stay here again!

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

  • Total rentals

    50 properties

  • Nightly prices starting at

    $138 AUD 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