Kid-friendly vacation 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

Kid-friendly house rentals

Top guest favorite
Home in Saratoga Springs
4.94 out of 5 average rating, 100 reviews

Private house, walking distance to downtown

SusanRating, 5 stars1 month ago
We had a wonderful 2-night stay in Saratoga Springs. Nikki was very responsive and promptly answered all questions. The house was exactly as described and was very clean and comfortable. It was in a great location in a quiet neighborhood which was a short walk into downtown. I highly recommend the house to anyone who wants to experience the great city of Saratoga Springs!
Top guest favorite
A large backyard is surrounded by trees, providing a shaded area for relaxation. A hammock is gently hung between two trees, inviting leisurely afternoons. The corner of the house and a seating area are visible in the background, complementing the natural landscape.
Home in Millerton
4.97 out of 5 average rating, 181 reviews

Vacation Home In Millerton

SarahRating, 5 stars1 week ago
We had a wonderful week at Corina's house while out for a family event! The house was spotless and the kitchen was stocked with everything we could need. The outside space was just as amazing. We had a great campfire one night, enjoyed using the grill, and our dog loved being able to run around the large yard. I'm sure we'll be back next year!
Guest favorite
A charming front porch features white railings and vibrant blue accents. Lush flower beds filled with colorful blooms surround the porch, while a red car is parked nearby. Well-maintained greenery adds to the inviting appearance of the home.
Home in Athens
4.84 out of 5 average rating, 170 reviews

A Victorian "Lady"

RonaldRating, 5 stars5 months ago
Well kept clean old house and furnishings. Terrific unobstructed view of the Hudson from two of the bedrooms and living room facing East. I loved sitting by the bay window in the master bedroom with the sun shining in watching barges on the river and with views of the town of Hudson on the far side of the river. The owners stuff was in the closets and refrigerator and freezer full of her food but that did not bother me. I appreciate having condiments, salt, sugar and pepper available. There is a washer/dryer but no dishwasher and only one bathroom. Also no shades on the East facing window in the master bedroom so light streamed in at sunrise.
Superhost
Home in Ulster Park
4.88 out of 5 average rating, 227 reviews

Entire lake house to yourself. Great for groups

Maggie FuentesRating, 5 stars1 week ago
Scott is amazing! The airbnb was incredible! Lovely placed filled for immense and loving memories. He allowed me a late Check-Out which was wonderful. Definitely recommend you guys coming more often!
Top guest favorite
A light-filled living room features a spacious sectional sofa adorned with decorative pillows. A wooden coffee table rests on a patterned rug, while a flat-screen TV is mounted on the wall. Natural light enters through multiple windows, enhancing the airy feel.
Home in Cohoes
5 out of 5 average rating, 120 reviews

Cheerful, quiet 3 bedroom home

DonnaRating, 5 stars1 month ago
Our hosts were very easy to work with. I felt they cared about our visit and wanted to accommodate us in any way that would make her stay even more pleasurable. The house offered every convenience, including kitchen items for make-at-home meals. Thanks so much, Brandon and Brian!
Guest favorite
A cozy living area features a comfortable sofa with an earthy pattern, flanked by two armchairs. Large windows with red curtains allow natural light to fill the space, providing views of the outdoors. A television and small table are also included, enhancing the room's inviting atmosphere.
Home in Harrisville
4.9 out of 5 average rating, 10 reviews

Harrisville Lake House - A Tranquil Get-Away

JudyRating, 5 stars7 months ago
I’m grateful that Peggy and Harry were willing to rent to us at the last minute. Our family needed a quiet respite to be together during a difficult time of loss. The solitude of the lake and woods was calming and we had plenty of room to be together. I only wish we could have stayed longer!
Guest favorite
Home in Bloomfield
4.96 out of 5 average rating, 118 reviews

Spacious Charming New England Cape

JesseRating, 5 stars1 week ago
This is the second time time we've stayed at Carol's place. It's spacious, comfortable, with plenty of open rooms. The kitchen is extremely well stocked. This is becoming our yearly must-stay place!
Superhost
A designated workspace is visible, featuring a wooden desk with a monitor and a sleek chair, positioned against a gray wall. A cozy living area can be seen through the open doorway, with a comfortable blue sofa and a decorative table, offering an inviting atmosphere.
Home in Kingston
4.93 out of 5 average rating, 132 reviews

Hightop House: Modern, Uptown, Centrally Located

AllisonRating, 5 stars1 month ago
We had a lovely stay at this property during a weekend trip to Kingston. There was plenty of space for our group of 4 adults and 1 dog. Everything was clean and tidy when we arrived and all amenities mentioned in the listing were available. There were some minor signs of normal wear and tear throughout the home but nothing that interfered with our comfort. Would recommend!

Kid-friendly apartment rentals

Superhost
A spacious backyard is showcased, surrounded by trees and greenery, providing a serene natural setting. A picnic table is positioned on the lawn, alongside two outdoor chairs facing a small area with a bush. The well-maintained lawn is dotted with flowers, enhancing the outdoor space.
Apartment in West Brattleboro
4.76 out of 5 average rating, 131 reviews

Cute, Convenient with Big Backyard

MichaelRating, 5 stars3 months ago
Our stay was in the cold of winter and there was ample heating in the form of radiators spread about, extra blankets, and a very powerful space heater in the living room. The artwork, furniture and layout gave a comfortable and cozy feeling. I stayed with two friends and we cooked all our meals easily with what was provided in the kitchen as far as pots, pans and utensils. During our stay John was extremely responsive and accommodating over the air bnb messages. The house is older so outlets were oddly placed with only two prongs, most of the lights were hand pull to turn on and off, and the bedroom doors locked with a hook and latch. It all felt very clean and comfortable and we were very happy with our stay.
Superhost
An open living space features a light-colored sofa with decorative pillows and a wooden coffee table. A dining area with a round table and chairs is illuminated by natural light from large windows. A bookcase and artwork add character to the room.
Apartment in Town of Rockingham
4.83 out of 5 average rating, 182 reviews

Apartment on Main Street

WinnieRating, 5 stars1 month ago
This was a very spacious and cozy spot! A perfect place for a quiet weekend getaway with proximity to hiking and/or skiing/snowboarding. There were many books, games, and puzzles available to peruse and enjoy as well.
Guest favorite
A bright and inviting living area features a gray sofa adorned with patterned throw pillows. A colorful wall sign adds character, while two orange lamp stands provide warm lighting. The space is framed by an open entryway leading to a visible hallway.
Apartment in Hudson
4.9 out of 5 average rating, 167 reviews

Private 1BR Apartment 1 Block from Warren St.

JamieRating, 5 stars2 weeks ago
My daughter and I had plenty of space to spread out. John’s place is very comfortable, clean, and charming. Thoughtful touches like extra hooks, suitcase stand, and bench at the entry to take off our wet shoes after a rainy Spring day in Hudson. Easy walk to great coffee shop and restaurants. Would definitely return!
Guest favorite
A comfortable living area is presented with a sofa and two armchairs, arranged around a wooden coffee table. Natural light enters through multiple windows, illuminating the light-colored walls. A ceiling fan offers a refreshing breeze, while an area rug adds warmth to the space.
Apartment in Northampton
4.85 out of 5 average rating, 548 reviews

Parkside downtown cozy apartment

MicheleRating, 5 stars2 days ago
What a charming and peaceful home. It has everything you might need for comfort, cooking and relaxation including a well equipped kitchen, spacious rooms and beautiful setting. It’s close to everything but feels private. I would book again if I were in the area.
Superhost
A spacious studio apartment showcases a wooden kitchen bar with stools, adjacent to an open area. A set of gym rings hangs centrally, adding a unique feature. Natural light fills the space, highlighting lush green plants and an organized laundry area with stacked appliances.
Apartment in Newburgh
4.83 out of 5 average rating, 304 reviews

Unwind in a Bespoke Downtown Studio W Laundry

ToriRating, 5 stars4 weeks ago
This Airbnb is perfect for a cozy staycation. It’s perfectly located to visit all the new places in Newburgh and close enough to explore Beacon so you get the best of both worlds! A true gem!
Guest favorite
A spacious living area features a comfortable sectional sofa and a recliner, centered around a coffee table. A well-equipped kitchen area is visible in the background, showcasing light cabinetry and modern appliances. Natural light enters through a nearby window, enhancing the open layout.
Apartment in Middletown
4.88 out of 5 average rating, 301 reviews

3 bedroom near Wesleyan, downtown

BangheeRating, 5 stars1 month ago
Very nice place and location is amazing. We were grateful that our host provide some basic amenities - coffee, shampoo and condtuoner, etc. Made our visit easy and very pleasant. Thank you!
Superhost
A comfortable living room features a gray sofa with decorative cushions and two patterned armchairs. Glass accent tables are placed in front, and natural light enters through sliding glass doors, leading to an outdoor space. A large abstract artwork adds a pop of color to the wall.
Apartment in Saratoga Springs
4.8 out of 5 average rating, 476 reviews

Fabulous apt downtown Saratoga N.Y.

ElizabethRating, 5 stars1 month ago
Lilly’s place is very cute and clean! It is spacious and great for a couple or single to stay in. The bed was comfortable, as was the couch. The building is nice and the location is great. Walkable to many things in Saratoga. I love that it’s near Beekman arts district. Lilly was very helpful and easy to reach. She called the day before to explain everything, which was nice. I will definitely stay again because it was cozy, comfortable, and prime Saratoga location!
Top guest favorite
The living area features sloped ceilings with dormer windows, allowing natural light to fill the space. A comfortable seating area includes two gray sofas and a small dining table. A smart TV is mounted on the wall, and a kitchenette is visible in the background.
Apartment in Northampton
4.98 out of 5 average rating, 704 reviews

Tree Top Suite, cozy downtown apartment

DebbieRating, 5 stars2 weeks ago
Very clean and the detail and decor made our 1-week stay very comfortable, like being at home! Would definitely stay here again!

Kid-friendly condo rentals

Guest favorite
An aerial view of a basketball court featuring two hoops, surrounded by greenery. The court is situated near a pond and is enclosed by a fence, with well-maintained grass bordering the area, providing space for outdoor activities.
Condo in Dover
4.91 out of 5 average rating, 110 reviews

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

MichaelRating, 5 stars1 month 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.
Top guest favorite
A spacious living area features a large sectional sofa adorned with cozy throw pillows, complemented by a textured area rug. Natural light pours in through expansive windows, enhancing the inviting atmosphere. A side table and a plush armchair add to the comfortable seating options.
Condo in Dover
4.99 out of 5 average rating, 120 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

MarkRating, 5 stars1 month 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 favorite
A game room is illuminated by large windows, providing views of the greenery outside. A foosball table sits prominently, alongside a multi-sport game featuring a basketball hoop and a net for volleyball. The space encourages active play with a modern and inviting setup.
Condo in Dover
4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

MarkRating, 5 stars1 week 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.
Superhost
A cozy living area features a grey sofa, complemented by a vibrant orange armchair. Colorful artwork adorns the wall above, enhanced by two stylish lamps casting warm light. A sleek coffee table sits between the seating, inviting relaxation and conversation.
Condo in New Britain
4.82 out of 5 average rating, 121 reviews

New Britain "Joy of Small Space" Condo

JerryRating, 5 stars3 months ago
Muna is an awesome host. She is super responsive and always gives us good advise. We had a long stay and the place is very warm, clean, and very comfortable. Excellent location with everything you need, we had a wonderful stay and family vacation at her place. Thank you once again Muna, we look forward to come back again!
Superhost
A spacious sleeping area features a large bed with a textured gray coverlet, complemented by two decorative pillows. Flanking the bed are wooden nightstands with lamps. A wall art piece consisting of circular shapes adds visual interest, while natural light filters in through the nearby window.
Condo in Ludlow
4.84 out of 5 average rating, 130 reviews

Okemo Clock Tower Base Ski-in/Ski-out Condo

StephenRating, 5 stars1 month ago
We loved it. Although it’s not the newest or fanciest condo the location can’t be better right at the Clocktower Base. Our family of for had an amazing time snowboarding and exploring the area. Great restaurants close by and we will definitely be back next year.
Top guest favorite
A modern living area features a dark blue sofa and a coffee table with decorative items. The open kitchen showcases stainless steel appliances and a dining area with four bar stools. Warm lighting enhances the inviting space, while wall art adds character.
Condo in Lanesville
4.97 out of 5 average rating, 630 reviews

Stylish Condo Hunter Mountain

Tianna JoanneRating, 5 stars2 weeks ago
The place was exactly as described and she was really attentive if I had sent a message and it was extremely clean and cozy.
Guest favorite
A wooden gate opens to a lush green lawn surrounded by trees, providing a serene outdoor space. Sunlight filters through the foliage, casting gentle shadows on the grassy area, which appears well-maintained and inviting for relaxation or play.
Condo in Stratton
4.94 out of 5 average rating, 103 reviews

Great 2 bedroom condo at Stratton Mountain

KatieRating, 5 stars1 month ago
Great place to stay conveniently located by the mountain base! We enjoyed walking into the village after skiing. Very clean and cozy and had everything we needed and more. Dana was very responsive! Hope to come again next year!!
Guest favorite
A cozy living area features a pair of brown sofas with decorative cushions. A wooden coffee table is centered in front of the seating. Artwork is displayed on the light green walls, and a lamp provides soft illumination, complementing the natural light from the window.
Condo in Stratton
4.95 out of 5 average rating, 147 reviews

Cozy condo within walking distance to the slopes.

MaraRating, 5 stars1 month 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!

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