Kid-friendly holiday rentals in Pioneer Valley

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Pioneer Valley family-friendly rentals

Kid-friendly house rentals

Top guest favourite
Home in Belchertown
4.99 out of 5 average rating, 73 reviews

Moonstone Lake House – romantic, serene, fun!

SarahRating, 5 stars2 days ago
Mighty was a wonderful host, and the sweet cottage on the lake was just peaceful and fun. Every inch of the house has been decorated with care, and the feeling of waking up to look out over the lake is unbeatable. We enjoyed our time so much, and took home lavender sachets generously offered as a reminder of the experience. Highly recommend if you're looking for a beautiful, peaceful place to be in Western MA, with great proximity to the attractions of Amherst and Northampton. Don't miss the Montague Bookmill for used books and a cafe overlooking a rushing river--a treasure!
Home in Northampton
4.84 out of 5 average rating, 32 reviews

Tranquil home on bike path near Smith College

JaneRating, 5 stars1 month ago
Lovely Home one a quiet street right next to bike path entrance. Perfect for my needs.
Home in Northampton
5 out of 5 average rating, 3 reviews

Walk to Town from this Cozy Home all to Yourself

MaryRating, 5 stars2 weeks ago
We loved our stay at this adorable spot in Northampton! The apartment was full of character and had such a cozy, welcoming feel. It was very clean, thoughtfully decorated, and in a great location—easy walking distance to shops, restaurants, and cafes. A perfect blend of charm and convenience. We’d definitely stay again!
Top guest favourite
Home in Sunderland
5 out of 5 average rating, 22 reviews

Sunderland house - 5 College area

Nedda EstellaRating, 5 stars1 week ago
We loved our recent stay! The house was charming, clean, bright, and comfortable! This was our first AirBnB stay, and John and Kathy’s house set a high bar for the future. I would have happily stayed in this house for longer, and hope our travels will bring us back again. Thank you for sharing your Bachie’s home!
Guest favourite
Private room in Springfield
4.85 out of 5 average rating, 201 reviews

The Pink Room

John HenryRating, 5 stars1 month ago
I stayed with Elder for two months while relocating across the country. I had a great time meeting the other tenants and Elder was great to work with. It was a pleasure to stay there as my first temporary new home in my new area.
Top guest favourite
Home in Williamsburg
4.99 out of 5 average rating, 190 reviews

Hilltown Studio

JeffRating, 5 stars3 weeks ago
This was a terrific place, just as described. It is less than a half mile from a decent size road and a few miles from towns, but it feels very rural. Katherine had the space well-stocked and clean. She was extremely accessible and a pleasure to interact with.
Home in Amherst
4.71 out of 5 average rating, 321 reviews

The 5-College Cozy Nook Basement Apt. Amherst, M A

CraigRating, 5 stars1 week ago
This was my second stay and appreciate how accommodating that Magda always is. Great host and her place is exactly what I need when in Amherst.
Superhost
Home in Belchertown
4.85 out of 5 average rating, 114 reviews

Private 2-bedroom with amazing views near Amherst

CoreyRating, 5 stars6 days ago
Easy check in and great secluded spot with beautiful views. Perfect spot for my kid and I to stay for UMass orientation.

Family-friendly apartment rentals

Guest favourite
Flat in Amherst
4.83 out of 5 average rating, 414 reviews

Charming & Quiet, walk to colleges

AbigailRating, 5 stars5 days ago
Bridget's place is so quintessentially New England - I felt like Jo March writing up by the window. Bridget was the best host. She welcomed me, told me all her favourite trail runs, and even extended by check out so I was able to complete one of them and shower before moving on to my next destination. She always responded so promptly - whenever I asked about heating, everything. Oh... and the bed is SO COMFY!!! It made my 5am alarm HARD! I will be back again, and again, and again. You're close to UMASS, trails, and town - all within walking distance :) Thanks Bridget, it truly was a pleasure.
Top guest favourite
Flat in Easthampton
5 out of 5 average rating, 117 reviews

Briggs Cove: Private & Lovely 1st floor apartment

CatherineRating, 5 stars2 weeks ago
This first floor apartment is wonderful- homey, well equipped, on a quiet friendly street with lots of greenery, peaceful and easy. Parking was a breeze in a well marked space and the location is convenient to all things in and around Easthampton and Northampton, with good walking destinations, restaurants, and more. Rocky has many thoughtful touches and the kitchen was so well outfitted, I was sorry I didn't stay longer to do some cooking there!
Guest favourite
Flat in Williamsburg
4.88 out of 5 average rating, 213 reviews

Studio apartment on route 9, "Inn the Valley"

AlexanderRating, 5 stars3 weeks ago
We really enjoyed our stay here! The place was cozy, clean, and cute. The location is perfect for exploring the nearby nature areas. Robin and Bud were great hosts - they were proactive in making sure the place was right for us during the booking process. They were also responsive and helpful during our stay. Highly recommend!
Guest favourite
Flat in Plainfield
4.95 out of 5 average rating, 272 reviews

Sunny carriage house apartment

MargaretRating, 5 stars2 weeks ago
We enjoyed our stay here. It was peaceful and quiet. Heard the birds in the morning and enjoyed looking out onto the flowers growing. Having a clean and private place to retreat to is important to me while traveling and this was exactly as described.
Top guest favourite
Flat in Shelburne Falls
4.96 out of 5 average rating, 346 reviews

Annies’ Place by The Bridge of Flowers ~

CathleenRating, 5 stars5 days ago
This is the 3rd year we have stayed at this listing...and hope to always make it our "go-to" when we make our yearly visit to family! The place is a perfect one bedroom with all the things we need. It was amazingly welcoming, very comfortable, clean and tidy, and VERY well located to walk to the nearby stores and restaurants! According to the guestbook, it is a sought after place and very positive comments! Shelburne Falls is such a sweet town! We were able to walk to the small grocery stores that had all we needed for our week long visit. Also nearby and walkable, we had breakfast most days at the Foxtown Diner, we ate at the West End Pub and Blue Rock - we highly recommend. A block away is the Buckland Pizza House and the Mo's Fudge Factor (ice cream and candy) is a must! The local stores are varied in merchandise and a joy to visit. And saving the scenery for last but not least... absolutely breathtaking!! Cathy...my husband and I thank you!!
Guest favourite
Flat in Northampton
4.87 out of 5 average rating, 403 reviews

Large Quirky Sunny Farmhouse Apartment

IsabelRating, 5 stars5 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 !
Superhost
Flat in Northampton
4.83 out of 5 average rating, 124 reviews

Florence ctr 1br apt near town, trails, river!

StephanieRating, 5 stars2 days ago
It was a perfect place for what we needed. I’m a foodie and a cook, so having a kitchen with the basics is a must. It was almost there! I had wanted to make bacon for breakfast but no pans were suitable size. I sautéed chicken for the three of us in the sauce pan and sort of made it all work. Fortunately I brought a mixing bowl buecause there were no bowls to make a dinner salad in. Everything else was great!
Top guest favourite
Flat in Northampton
5 out of 5 average rating, 106 reviews

Charming retro retreat with vintage soaking tub

KatieRating, 5 stars1 week ago
Such a great apartment! I would totally move in there as a renter. Great style and had thoughtful extras. Responsive host. Just what we needed

Family-friendly apartment rentals

Top guest favourite
Apartment 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.
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 stars3 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 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.
Guest favourite
Apartment in North Adams
4.89 out of 5 average rating, 28 reviews

Downtown Condo - walk to MoCA

RuthRating, 5 stars3 weeks 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.
Top guest favourite
Apartment in Northampton
4.97 out of 5 average rating, 63 reviews

Lovely 1bedrom apartment with screened in porch

LauraRating, 5 stars1 month ago
Beautiful and very clean space! We had the most wonderful long weekend at Goran's apartment. He was so responsive and super friendly... cannot recommend enough. We will be back!
Guest favourite
Apartment in Hancock
4.92 out of 5 average rating, 66 reviews

Jiminy Peak Country Inn - ski in/out condo MT view

ArielRating, 5 stars1 week ago
We stayed at Renee’s place during a summer festival weekend hosted at the mountain and it was perfect for our needs! Comfy bed, good kitchen set up and a nice place for lounging in between festival events. Would definitely stay here again!
Top guest favourite
Apartment in Brattleboro
4.94 out of 5 average rating, 354 reviews

Private & Quiet Studio Apt. in Vermont

AndrewRating, 5 stars1 week ago
Beautiful ground floor apartment. Hosts are always welcoming- would definitely book again. Andrew
Guest favourite
Apartment in Dover
4.85 out of 5 average rating, 169 reviews

Mount Snow Close, Great Price, Lots of Room

PeteRating, 5 stars3 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.

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