Kid-friendly holiday rentals in Middlesex County

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Middlesex County family-friendly rentals

Kid-friendly house rentals

Home in Stoneham
5 out of 5 average rating, 4 reviews

Newly Renovated 2BR in Stoneham

MattRating, 5 stars4 days ago
Jose was a fantastic host! Would definitely recommend and will stay again when I’m in the area again for work
Top guest favourite
Home in Wellesley
5 out of 5 average rating, 40 reviews

Elegant Guest suite Wellesley

CesarRating, 5 stars2 weeks ago
It was my second stay here and the whole experience was outstanding, once again. Such a great place and hosts.
Top guest favourite
Private room in Leominster
4.94 out of 5 average rating, 104 reviews

Private Leominster 3rd Floor Apartment

RajniRating, 5 stars2 weeks ago
I love Lenny’s Place and I’m so happy I found it. Lenny and his family are beautiful and good people. Lenny’s Mom Maria made me a beautiful dinner one evening I had asked for more towels and came home to find the towels and dinner. I grew up in Leominster but I hadn’t been back in 41 years. This was perfect for me and very close to town a 10 minute walk and a very short walk to Barrettes Pond right down the St. I used to swim there as a child. The surrounding area is stunning very green and many maple trees.
Top guest favourite
Home in Concord
5 out of 5 average rating, 17 reviews

Comfort in West Concord

BenjaminRating, 5 stars3 weeks ago
Anne-Catherine’s place was truly awesome! It is exactly as described and she could not be more friendly and helpful. I would stay here again and strongly recommend anyone else to take advantage of it.
Top guest favourite
Home in Billerica
4.98 out of 5 average rating, 219 reviews

Residential home ▪ Billerica ▪ quiet, clean & cozy

GabyRating, 5 stars2 weeks ago
This was by far one of the best AirBnb's that we have ever stayed in! The house was perfectly clean and we found absolutely everything we could think of. A well equipped kitchen with really all equipment to cook a good meal and also the rest of the house leaves no wishes open. Barry and Kellie were both extremely friendly and even got us some milk for breakfast (once again thank you). Response time to any question was extremely short. I can only recommend this nice little house to everyone. If we ever return to this area we will surely stay there again. Thank you Barry and Kellie... you made a difficult trip such a lot easier!
Top guest favourite
Home in Chelmsford
5 out of 5 average rating, 200 reviews

Newly renovated, spacious, clean, 3 bedroom home.

AmyRating, 5 stars1 week ago
Our rental was roomy with 6 adults and slept comfortably with bedrooms were big and roomy. The coffee station was great with everything we needed. William was there to greet us and allowed us an early check in to drop off luggage before enjoying the area. Lots of towels and toiletries. The place was very clean and enjoyed the snacks. Thanks.
Home in Concord
4.65 out of 5 average rating, 135 reviews

Hedy’s Lovely 2 bedroom family home in Concord, MA

GayleRating, 5 stars3 weeks ago
The house was great - comfortable, lovely, everything worked well. No complaints!
Top guest favourite
Private room in Acton
4.97 out of 5 average rating, 557 reviews

2 Private BRs in cozy cape near historic Concord

MelindaRating, 5 stars1 week ago
We felt warm and welcomed at Mary’s place. We had all the privacy we needed but were welcomed for a chat or questions anytime. The light breakfast was much appreciated and it was convenient to many of the smaller towns around Boston, which was exactly what we were looking for. Would be happy to stay again. Don’t hesitate to book.

Family-friendly apartment rentals

Guest favourite
Flat in Shrewsbury
4.93 out of 5 average rating, 85 reviews

Clean & Cozy 2BR Across from Quinsigamond Lake

ElenaRating, 5 stars2 weeks ago
A nice apartment unit located above the host's house, I believe. A tad difficult to find at first - perhaps more detailed description could be helpful - but we arrived in the dark, so that might have made it harder. Everything you need for a nice stay. Across the street from the lake (not quite a lake view, but close!). Overall pleasant stay!
Top guest favourite
Flat in Bedford
4.97 out of 5 average rating, 61 reviews

Entire private guest suite

JessicaRating, 5 stars1 week ago
This is a wonderful spot, great location near many historical sites and the Burlington Mall. It’s a very quiet location on a dead end street, we enjoyed walking the neighborhood and to the nearby Whole Foods to pick up a few groceries. The apartment is practically brand new, everything is well appointed and you can tell they’ve spent time thinking about what you might need. The king bed is very comfortable and the bathroom is huge with a wonderful walk-in shower. A perfect kitchenette just right for a quick breakfast in the morning before heading out for the day. We enjoyed our time and hope to be back next time we visit family. We highly recommend!
Guest favourite
Flat in Concord
4.93 out of 5 average rating, 397 reviews

Cottage Suite "A" - Walk to Shops, Train, History

ChrisRating, 5 stars6 days ago
Bonnie’s place was just what we needed for a quick stop in an amazing location, surrounded by so much history.
Guest favourite
Flat in Boxborough
4.8 out of 5 average rating, 50 reviews

Updated Fully Furnished Boxboro Studio

MaayanRating, 5 stars3 months ago
There are definitely some quirks to the apartment being in an old building but overall a great stay! Very comfortable apartment and a quiet, friendly building.
Guest favourite
Flat in Stoneham
4.86 out of 5 average rating, 301 reviews

Entire guest suite in Stoneham

TrinityRating, 5 stars2 weeks ago
The stay was very welcoming, and I really appreciated the thoughtful snacks provided. Overall, it was a pleasant experience. However, it did get a bit warm at times due to the lack of a ceiling fan, and the bathroom fan didn’t seem strong enough to clear out the steam—there was noticeable condensation on the walls. Still, a cozy place with nice touches!
Top guest favourite
Flat in Waltham
4.97 out of 5 average rating, 334 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

IkeRating, 5 stars5 days ago
Great place to stay during our trip to Boston. Close enough to the city for easy access, but just out of the way for nice and quiet evenings. I'd love to come here and stay again for my next trip!
Top guest favourite
Flat in Woburn
5 out of 5 average rating, 148 reviews

Charming 1 BR private entrance apt commuters dream

EricRating, 5 stars3 weeks ago
Domingo was a fantastic host. I had a couple of requests and Domingo was extremely responsive and was always accessible. He also provided some excellent restaurant suggestions. As far as the location itself, it's in a nice quiet neighborhood but there's not really much around within walking distance. A car or an Uber is a must to get to some of the great restaurants that Domingo suggested. Other than that, it's a great place with a fantastic host. Since this was a work trip for me, I would definitely consider staying here again. Thank you Domingo!
Guest favourite
Flat in Waltham
4.91 out of 5 average rating, 182 reviews

2bed/2bath Apt at Waltham Landing. Middle Unit

ElanRating, 5 stars1 month ago
The apartment was clean and spacious.

Family-friendly apartment rentals

Top guest favourite
Apartment in Medford
4.99 out of 5 average rating, 120 reviews

Tufts 2 Bed + Office - Free Parking

EmilyRating, 5 stars1 week ago
Joseph’s place was lovely. The home was spotless and hosted a family of four perfectly. The extra effort of a little snack basket upon arrival was a nice touch. We took full advantage! The location is a great jump off point for Boston and surrounding areas. Joseph was very responsive and easy to talk to. We would recommended.
Superhost
Apartment in Boston
4.93 out of 5 average rating, 102 reviews

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

NayelyRating, 5 stars4 weeks ago
Reda was so wonderful with us!! Extremely communicative and friendly, the apartment is exactly like the pictures and so much better in person. My family & I had a great time in Boston but the apartment was definitely a big highlight. I recommend this place 10/10🩵
Top guest favourite
Apartment in Arlington
4.98 out of 5 average rating, 133 reviews

Spacious Luxury 3 BR ✓Spotless ✓W/D ✓Parking

BryanRating, 5 stars4 days ago
Very comfortable unit for our family of four. Has everything we need and great location—close to great options for breakfast, lunch, dinner, and (most importantly) ice cream!
Guest favourite
Apartment in Dracut
4.85 out of 5 average rating, 117 reviews

Cozy Entire Unit Condo close to UMASS Lowell

LucyRating, 5 stars3 weeks ago
This home was absolutely perfect for our stay! It was clean, spacious, and beautifully decorated. The open layout made it feel very comfortable, and everything was spotless upon arrival. We especially appreciated how well-stocked and organized everything was—from the kitchen to the bathrooms. The host was responsive and welcoming. We’d definitely love to stay here again!
Superhost
Apartment in Cambridge
4.87 out of 5 average rating, 1,008 reviews

Private studio w/ parking by MIT/Harvard/BU/Fenway

JohnRating, 5 stars1 week ago
My stay at the Lighthouse was great! Perfect location, walking distance to Harvard, and made for a nice, cozy stay. I would definitely stay here again when visiting Boston!
Guest favourite
Apartment in Boston
4.89 out of 5 average rating, 109 reviews

Transit friendly condo on quiet street

KimberlyRating, 5 stars2 weeks ago
We loved Andy’s place! Comfortable beds, hot strong shower, very roomy. Two balconies! Shops, restaurants, diners, grocery stores, discount stores, all in easy walking distance. There are quite a lot of steps to get up to the apartment, but they’re well-lit and there are hand rails everywhere. My sister lives less than a mile away from Andy’s house and doesn’t always have room for all of us. We’ll definitely be back!
Superhost
Apartment in Somerville
4.83 out of 5 average rating, 197 reviews

Spacious, cozy home near Boston!

StephaneRating, 5 stars4 days ago
What a gem!! Ana's appartement is amazing. The bedrooms are large with good mattresses and furniture. Kitchen is great too. There is a nice patio to sit on at the back. Ana's house is extrememy clean, cosy and very well maintained, we will definitely stay here again when we visit Boston!
Superhost
Apartment in Somerville
4.86 out of 5 average rating, 121 reviews

Fairies Nest (full unit w/ desk & kitchen)

JuliaRating, 5 stars3 weeks ago
This place was awesome! In the winter I think it would be a little far from public transit if you’re not used to the cold weather, but the airbnb itself was fantastic. The host is responsive and the place looks as advertised. No laundry so that is annoying for long term. I would recommend this flat for anyone who can climb steep stairs and likes to walk.

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