Kid-friendly holiday rentals in Western Massachusetts

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Western Massachusetts kid-friendly rentals

Child-friendly house rentals

Top Guest favourite
Home in Belchertown
4.99 out of 5 average rating, 72 reviews

Moonstone Lake House – romantic, serene, fun!

RochelleRating, 5 stars1 week ago
Had a wonderful stay at Mighty’s house on the lake. It was such a peaceful and beautiful area. The house was clean and tidy with a spacious bathroom and comfortable bed. It was reassuring to have our hosts right next door but there was a good amount of privacy. We enjoyed the fire pit in the evenings, taking the canoe out on the beautiful lake and having some space and time to wind down. I highly recommend this home for anyone looking to step away from life for a little while.
Top Guest favourite
Home in Northampton
4.94 out of 5 average rating, 189 reviews

Historic Williams House

DorothyRating, 5 stars3 weeks ago
I stayed at Kaitlyn’s magical home with two friends during our Smith College reunion weekend. The house is historic, charming, cozy, and comfortable. The beds are comfortable and we rested well. The sounds of birds chirping and the many thoughtful details throughout the house made us feel welcome and at home. I hope to return!
Top Guest favourite
Home in Southwick
4.96 out of 5 average rating, 218 reviews

Linny's Lakeview Cottage – Cozy, Fun & Updated !

SarahRating, 5 stars3 weeks ago
We had an amazing time at Linny’s! Space was cozy, clean, and included all the right things to make our stay comfortable and easy for the long weekend! Thanks so much for sharing your home with us! Warmly, Sarah SC
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.
Top Guest favourite
Home in Deerfield
4.99 out of 5 average rating, 192 reviews

Charming New England home

TovaRating, 5 stars1 day ago
Allison's place was lovely for our family, 2 adults and a 4 and 7 year old. We loved the charming, walkable neighborhood and the creek in the backyard. We had lots of great meals on the back deck and really appreciated the little touches - like snacks and toys. Would definitely stay again!
Guest favourite
Home in Northampton
4.92 out of 5 average rating, 39 reviews

The Walnut Apartment

JuliaRating, 5 stars1 week ago
Very cute apartment and more than what we needed for a one night stay on a wedding weekend! The downstairs has a charming sitting room and spacious kitchen with fridge, stove, and laundry. The stairs were a bit steep so be cautious! Upstairs a comfy soft bed with window AC and a large bathroom with clawfoot tub/shower. Jennifer was very nice about our last minute request to check in early to change for a 4 PM wedding. We would stay here again if we come back to the area! Thanks so much!
Guest favourite
Home in Guilford
4.92 out of 5 average rating, 50 reviews

Vermont Mirror House

GeorgeRating, 5 stars1 week ago
I was planning on my proposal and wanted somewhere special. The window house was exactly that. Private, peaceful, super clean, amazing views and wildlife. Taylor and Marla were EXTREMELY good at communicating and getting back in a timely manner. If you and your significant other are looking to get away, this is the place. It’s sublime.
Top Guest favourite
Home in Agawam
4.98 out of 5 average rating, 175 reviews

Sunrise on the Water's Edge - Riverside Bungalow

AndyRating, 5 stars4 days ago
What a great spot! Beautiful views on the river and a good spot for a family of 5 to use as home base while visiting Six Flags. Top notch host, thanks for everything Zuhair!

Kid-Friendly apartment rentals

Top Guest favourite
Apartment in Leeds
4.98 out of 5 average rating, 151 reviews

Private Studio for a Sweet Getaway!

AlRating, 5 stars4 days ago
Located in a quiet, relaxing environment. The rail trail passes behind the house and is accessible just down the street. Walking along the river is pretty scenic. The studio was spotless, comfortable and tastefully appointed. The bed was comfortable. The bathroom is small but very functional with a great shower. Plenty of counter space to prepare meals. I liked having a front porch and the flower garden front yard. Overall, we felt right at home from the moment we walked in. Bring your own paper towels.
Top Guest favourite
Apartment in Shelburne Falls
4.98 out of 5 average rating, 561 reviews

In town, newly renovated studio with private deck

JoelleRating, 5 stars5 days ago
Our experience at Carrie's studio apartment was just what we needed after a busy day attending to a family project. The apartment is spacious and nicely appointed with a comfortable bed, couches and lounging chair. The kitchen is well-equipped and the bathroom neat and clean. Although we didn't have much time to enjoy it, a small outside porch overlooking a lower garden and an expanse of a neighbor's green lawn was an added perk. The apartment is a short walk into the village of Shelburne Falls with its diverse shops, many eateries, pharmacy (good spot for an ice cream soda), small grocery store (an organic oriented store is just across the bridge), bookstore, and very nice wine store (near the Pot Holes). Don't miss Gypsy Apple, a culinary treat for a special occasion (check for the evenings open as they are limited). Our respite at Carrie's was peacefully quiet and restorative. I have no reservations about recommending Carrie's lodging.
Top Guest favourite
Apartment in Canaan
4.99 out of 5 average rating, 144 reviews

West Main

AlexisRating, 5 stars3 weeks ago
Loved this little apartment. It has everything you need and more.
Guest favourite
Apartment in Shelburne Falls
4.91 out of 5 average rating, 241 reviews

Soaring 2-level loft w/ views in heart of downtown

RomanRating, 5 stars2 weeks ago
Apartment with everything you need right on the main street of a quaint downtown with a beautiful reservoir and views of surrounding mountains.
Top Guest favourite
Apartment in Northampton
4.92 out of 5 average rating, 631 reviews

Sunny Peaceful Home

MichaelRating, 5 stars2 weeks ago
Excellent stay, so peaceful and has everything you need! Will deff be back!
Top Guest favourite
Apartment in Shelburne Falls
4.96 out of 5 average rating, 343 reviews

Annies’ Place by The Bridge of Flowers ~

PatriciaRating, 5 stars3 weeks ago
Cathy's Place was home away from home. The location was perfect with a beautiful view of the Bridge of Flowers and walkable to all intown locations. It was clean and comfortable and well stocked with everything one might need when away from home. Thank you for a wonderful weekend.
Guest favourite
Apartment in Northampton
4.87 out of 5 average rating, 403 reviews

Large Quirky Sunny Farmhouse Apartment

IsabelRating, 5 stars2 days ago
The apartment was great. Very spacious especially for one person. It was super clean and is in an easy relaxed location. Very easy self-check in. They also have some great books to look at !
Top Guest favourite
Apartment in Freehold
5 out of 5 average rating, 304 reviews

Mountain View Retreat~Sunny Hill Golf / Skiing

Chi-ShengRating, 5 stars3 weeks ago
Definitely a space with great level of thoughts and details makes you feel comfortable and relaxed. Surrounded by the nature, you can immerse yourself in the beautiful mountain view and bird chirps, very peaceful and tranquil. We saw deers walking by, rabbit hiding in bush from raining, and a little chipmunk busy around the house all the time. Thanks Katey for sharing her beautiful home and being a great host, super responsive and provides lots of useful information. We had an amazing time!

Child-Friendly Holiday Condos

Guest favourite
Condo in Windham
4.89 out of 5 average rating, 194 reviews

Cozy Hideaway Windham, Hunter ,Pool,Pickleball.

JessicaRating, 5 stars2 days ago
I couldn't believe how responsive Agnieszka was! She made every effort to make sure my husband and I had a great stay. Her comfy deck, cozy fireplace, and nice shower were a godsend after my husband and I decided to brave a rainy hike. I think the place is very reasonably priced considering access to a pool and laundry are included. It's just down the street from hikes and resturants. I also enjoyed taking classes at Mountain Breeze Yoga just down the road.
Top Guest favourite
Condo in Hartford
4.99 out of 5 average rating, 127 reviews

Posh Pad in The Business District

JamesRating, 5 stars2 weeks ago
Obinna is a great host and this apartment is so comfortable and lots of space to stretch out. Fully stocked kitchen and there are fantastic restaurants within walking distance. Two 65", high end tvs and the mattresses on the beds are sooo nice. Obinna puts effort in where a lot of hosts cheap out, which really makes this pad special. It's tough to get an open spot here on the calendar, but, if get the chance, make your reservation here. It's the best in the area.
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 Norwich
4.98 out of 5 average rating, 108 reviews

CASiNO, Spa, Hot Tub, Pool, King bed, sauna

MelindaRating, 5 stars1 week ago
The Villa was exactly as described! Easy communication with owner. A perfect getaway weekend, every amenity we could want or need! Look forward to visiting again in the near future!
Guest favourite
Condo in Middletown
4.94 out of 5 average rating, 155 reviews

Entire place to yourself Cromwell/Middletown Line

PamRating, 5 stars1 week ago
Will definitely be repeat customers when we come back to CT to see friends and family. The place is exactly as described, spotless and was a home away from home. Elizabeth answered any questions quickly. Thank you for making our first experience with Air Bnb a positive one.
Top Guest favourite
Condo in Norwich
4.98 out of 5 average rating, 137 reviews

The Vacay Villa

SusanRating, 5 stars1 month ago
This is a wonderful property that is close to everything we like to do! Krista is a wonderful host and I’m always excited if her place is available.
Guest favourite
Condo in Albany
4.9 out of 5 average rating, 268 reviews

Elegant, spacious studio apt in historic mansion

LindseyRating, 5 stars3 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
Condo in Lanesville
4.97 out of 5 average rating, 636 reviews

Stylish Condo Hunter Mountain

SamuelRating, 5 stars4 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

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