Kid-friendly holiday rentals in Hampshire County

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Hampshire County kid-friendly rentals

Child-friendly house rentals

Guest favourite
Home in Becket
4.93 out of 5 average rating, 114 reviews

Beautiful, quiet and cozy home in Becket!

ChristineRating, 5 stars3 weeks ago
Patrycja’s house was very comfortable. Due to bad weather we did not get to enjoy the outdoor fire pit but the indoor fireplace was warm and cozy! We enjoyed a lovely weekend and will be back!
Guest favourite
Home in Cummington
4.9 out of 5 average rating, 109 reviews

Beautiful Secluded Country House

KellyRating, 5 stars6 months ago
We spent a long weekend at Sweet Water Farm with extended family - what a treat this was! There was plenty of space for us all and the bedrooms were arranged in a way that there was privacy but also great common areas to be together. The house is tucked away at the end of a quiet dead end road. We enjoyed spending time at the house - s'mores by the fire, on-property hiking trails, and beautiful views - but also time out and about exploring the history and beauty of the area. Meals were simple to make for a crowd as the kitchesthad plenty of pots, pans, utensils, etc. of all shapes and sizes. I love AirBNBs but sometimes directions can be confusing. We really appreciated the many clear notes around the house explaining house expectations and agreed it was the best we have seen at any AirBNB! Our host was very responsive and accommodating, everything in the home was as described and easy to use/find, and set us up for a wonderful weekend of family memories. Highly recommend!
Top Guest favourite
Home in Belchertown
4.98 out of 5 average rating, 65 reviews

Moonstone Lake House – romance and serenity

AshleeRating, 5 stars2 days ago
A wonderful stay — Moonstone is charming and full of soul, with a deck right up on the lake’s edge. Beautiful scenery and a quick drive to many places. Woods nearby to walk in and provided kayaks make this spot great for nature lovers. Mighty was communicative and responsive, the cottage was filled with handwritten notes giving us any info we needed. Lots of personal touches and plants made it cozy. Good amenities and a little bigger than I thought from the pictures!
Top Guest favourite
Home in Northampton
4.94 out of 5 average rating, 184 reviews

Historic Williams House

KerryRating, 5 stars2 weeks ago
This house is drop dead gorgeous, clean, comfortable, and anything else you could ask for in an Airbnb. They do not supply coffee but they do have a French press and drip coffee machine - the only piece of info I wish I knew before coming. 10/10 experience would love to stay again.
Guest favourite
Home in Williamsburg
4.85 out of 5 average rating, 40 reviews

Cute and Cozy Lake Cottage

SharonRating, 5 stars6 months ago
Felt right at home at this cozy cottage! Pleased with the amenities, comfortable beds and great space to hang out in! Would definitely return!
Superhost
Home in Chicopee
4.83 out of 5 average rating, 23 reviews

Relax & Enjoy it all to yourself

DavidRating, 5 stars3 weeks ago
Grest house. Would highly recommend to anyone with young kids - playhouse & trampoline and other fun for little ones.
Top Guest favourite
Home in Deerfield
5 out of 5 average rating, 184 reviews

Charming New England home

OliviaRating, 5 stars1 week ago
We loved our stay at Allison’s cottage in Deerfield! The space is tranquil, clean and surprisingly spacious for a family of 3. Everything was meticulously maintained and thoughtfully decorated. We enjoyed walking into town and the beautiful view of the rolling hills out the front door. Location can’t be beat-minutes to Northampton, historic Deerfield, and VT. We will be back!
Top Guest favourite
Home in New Salem
4.89 out of 5 average rating, 215 reviews

Stone n' Sky Lodge

JasonRating, 5 stars5 months ago
I genuinely don't know what to say other than the fact that this may be one of the greatest places I've had the honor to lodge at. I did a lot of vetting across New England to find a wonderful place that could sleep a decent amount of people, provide a scenic and comfortable escape, and keep us entertained. Sarah's wonderful Stone and Sky Lodge exceeded every expectation I just listed. It's cozy, warm, and feels like a hidden nook! The scenery and nature couldn't be more beautiful. I never got the pleasure to meet Sarah, though I wish I did. Over messages and from what my friends told me, I just know that Sarah is the most hospitable and kind host that I've talked with in a while, and I hope that next time I can thank her personally. From my friends and I, we thank you for sharing your home with us. If you think that the excellent reviews are too good to be true, don't. This IS the truth, and I can't wait to have another reason to come back to this wonderful treasure of a place.

Kid-Friendly apartment rentals

Top Guest favourite
Apartment in Northampton
4.93 out of 5 average rating, 107 reviews

Warm & Stylish Apartment w/laundry - walk to DT

KelliRating, 5 stars1 month ago
Heather's place is amazing...very spacious and was great for my two week stay for work. It really great it is so close to the highway and also local restaurants and shopping. Will definitely stay again if I am in the area.
Guest favourite
Apartment in Amherst
4.83 out of 5 average rating, 407 reviews

Charming & Quiet, walk to colleges

Jacqueline Rating, 5 stars1 month ago
Bridget’s place is charming and close to downtown Amherst. She’s also a very responsive and accommodating host. 5 stars all around!
Top Guest favourite
Apartment in Northampton
4.97 out of 5 average rating, 351 reviews

Light filled three bedroom apartment DT Florence!

NicoleRating, 5 stars1 week ago
I chose to stay at Donna's a second stay because I appreciate the quiet neighborhood and very, clean comfortable home. Communication with Donna is easy and friendly.
Guest favourite
Apartment in Northampton
4.96 out of 5 average rating, 308 reviews

Roost House (2 BR Apt. downtown)

JeffRating, 5 stars1 month ago
Beautiful and private, with your own parking space too. Love the location so close to everything in downtown.
Top Guest favourite
Apartment in Northampton
4.98 out of 5 average rating, 420 reviews

Northampton MA Downtown Townhouse close to Smith

FrancesRating, 5 stars1 week ago
Squeaky clean, comfortable and well-equipped with all the kitchen equipment you might need - including sharp knives! Great location - very walkable to “downtown” Northampton, but quiet and peaceful. Kitchen + dining rom downstairs at entry level, with sitting room, bathroom and bedrooms upstairs. Host was very responsive and helpful.
Superhost
Apartment in Northampton
4.87 out of 5 average rating, 389 reviews

Large Quirky Sunny Farmhouse Apartment

NickyRating, 5 stars2 weeks ago
Lovely apartment, everything perfect
Guest favourite
Apartment in Amherst
4.92 out of 5 average rating, 249 reviews

Woodsy hideaway apartment

DebbieRating, 5 stars1 week ago
Deborah’s apt was just what I needed - quiet, private, safe, easy access, close to campus. Beautiful view into the woods and all amenities were as described. Great communication and Deborah even left some orange juice, eggs, fresh bread, and jam in the fridge!
Superhost
Apartment in Holyoke
4.84 out of 5 average rating, 129 reviews

Quiet bright & sunny 2 bedroom apartment w/ porch

SarahRating, 5 stars1 month ago
It was a great experience, very easy to get to.Super clean we enjoyed our stay!!

Child-Friendly Holiday Condos

Top Guest favourite
Private room in Easthampton
4.92 out of 5 average rating, 106 reviews

Basement Oasis

KathrynRating, 5 stars2 days ago
We were visiting family in Northampton and needed a place for the night. Kim’s was clean, quiet and convenient. We would happily use again.
Top Guest favourite
Condo in Northampton
4.94 out of 5 average rating, 96 reviews

Cozy Studio with patio, 1.2 mi from downtown

DevinRating, 5 stars3 weeks ago
Beautiful stay at Goran's charming studio apartment. Thanks for the great communication!
Condo in Amherst
5 out of 5 average rating, 6 reviews

Two story condo near Amherst town center and UMass

JiriRating, 5 stars5 months ago
I had the pleasure of staying at the place owned by Gladys, and it was an unforgettable experience. When I arrived late at night, Gladys came to ensure my comfort and make me feel welcome. She greeted me warmly and even provided a snack, which was a thoughtful touch after a long journey. I was staying at Gladys's place because of my research internship at UMass, and her hospitality made my stay truly enjoyable. She genuinely cared about my comfort and went out of her way to make sure I had everything I needed. One of the most memorable gestures was when she brought a Christmas tree to the apartment, adding a festive and cozy touch to the space. The apartment itself was exactly as described. Everything including the kitchen was clean, cozy, well-equipped, and well-maintained. What truly set this accommodation apart was the personal touch that Gladys brought to the experience. Her warmth and hospitality made me feel like more than just a guest; I felt like a valued friend.
Top Guest favourite
Condo in Northampton
4.97 out of 5 average rating, 59 reviews

Lovely 1bedrom apartment with screened in porch

TraceyRating, 5 stars1 month ago
Goran's home was very comfortable and we enjoyed many things. The architectural features were top notch with many luxurious details, such as the decorative tiles, the vaulted ceiling, and the large deck. We enjoyed the natural light, and the spacious rooms. The mattress was very comfortable, and we hope to return for another stay. I highly recommend Goran's home. Tracey deJong

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