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

Top guest favourite
Home in Wellesley
5 out of 5 average rating, 40 reviews

Elegant Guest suite Wellesley

CesarRating, 5 stars1 week ago
It was my second stay here and the whole experience was outstanding, once again. Such a great place and hosts.
Top guest favourite
Home in Stoneham
5 out of 5 average rating, 11 reviews

The Grand Residence

SharonRating, 5 stars2 weeks ago
We had a wonderful stay at Halyna’s Airbnb! The home was incredibly peaceful with no outside noise. The Airbnb was beautiful and well maintained. Check-in was easy, and Haylna checked in with us regularly and kindly accommodated a request we had, which we truly appreciated. Upon arrival she left us complimentary waters and snacks, she clearly puts in the effort to make sure her guests feel welcomed. The space was spacious and cozy. The beds were very comfortable with TVs in each bedroom. The kitchen had all the pots, pans, and utensils we needed. The bathroom was clean and stylish with beautiful lighting, soft towels, and mini toiletries. Many shops near by! Driving is easier if you're picking up groceries, but walking works too. Out of all the places I’ve stayed, Haylna’s is by far the best. It’s well worth the money for the for the comfort, peace of mind, and thoughtful hospitality she provides. We’re already looking forward to staying again in the future. Highly recommended!
Top guest favourite
Private room in Leominster
4.94 out of 5 average rating, 103 reviews

Private Leominster 3rd Floor Apartment

RajniRating, 5 stars1 week 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 stars2 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, 218 reviews

Residential home ▪ Billerica ▪ quiet, clean & cozy

KacieRating, 5 stars2 weeks ago
We took my daughter and her friend for her senior trip and had a wonderful time! The convenience to Salem, Concord and Boston really made our trip spectacular! Thank you for the wonderful stay and checking on us to make sure we had everything we possibly needed!
Home in Concord
4.65 out of 5 average rating, 135 reviews

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

GayleRating, 5 stars2 weeks ago
The house was great - comfortable, lovely, everything worked well. No complaints!
Guest favourite
Private room in Billerica
4.85 out of 5 average rating, 361 reviews

Bedroom and sitting room in Lakeside Home

RebeccaRating, 5 stars2 weeks ago
Relaxing, restful, quiet. Bautiful lake / yard view from both our rooms. Water birds. Carol was nice, a good hostess.
Top guest favourite
Home in Framingham
5 out of 5 average rating, 13 reviews

Very nice home close to Boston

MaricorRating, 5 stars5 days ago
The neighborhood was peaceful and felt safe. There’s a burrito place at the corner which offers good and reasonable dishes. There’s also a cafe across. The house i just enough for 6 or 7 people. Price was reasonable.

Family-friendly apartment rentals

Guest favourite
Flat in Watertown
4.87 out of 5 average rating, 416 reviews

Private studio close to Boston and Harvard square

SaraRating, 5 stars2 weeks ago
Great stay!
Guest favourite
Flat in Watertown
4.94 out of 5 average rating, 358 reviews

Spacious, bright, modern, private.

ElizabethRating, 5 stars1 week ago
We needed a quiet place for a short trip. Don’s apartment worked out really well. It is spacious and very clean, beds are comfortable, thermostat is adjustable, and you can park in the driveway. We appreciated that the kitchen is stocked with basics (salt, pepper, vinegar etc). Despite the lack of cooking range (there’s an electric skillet), we were able to cook simple meals. Great place.
Top guest favourite
Flat in Groton
4.96 out of 5 average rating, 122 reviews

Cute & Cozy Groton apartment w/private patio

RobRating, 5 stars1 week ago
Ashling communicated with us from start to finish. We found this Airbnb to be convenient, peaceful, well-appointed, and it was described in the writeup very accurately. Great location in the Town of Groton for accessing nice walks, excellent restaurants, and scenic beauty. We would definitely stay here again!
Top guest favourite
Flat in Billerica
4.99 out of 5 average rating, 130 reviews

Air "Bee-n-Bee"' Hive | Unique Themed Getaway

AjinkyaRating, 5 stars1 week ago
Such an amazing place! Everything was perfect. They had everything thought out, and were very quick to respond to requests. This will be our go-to airb anytime we visit Boston again. Highly recommend!
Guest favourite
Flat in Stoneham
4.87 out of 5 average rating, 300 reviews

Entire guest suite in Stoneham

TrinityRating, 5 stars6 days 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 Woburn
4.94 out of 5 average rating, 181 reviews

Comfy-Spacious-private 1BR conveniently located

ValarieRating, 5 stars1 week ago
This in-law apartment was great. Very large. Even though it was attached to the hosts home you would not know they were there. Nice furnishings, comfortable and with everything you need. The only odd thing is there is no closet with hangers, hooks in the hallway instead. Good parking right next to the unit. A car is a good thing in this location.
Guest favourite
Flat in Woburn
5 out of 5 average rating, 147 reviews

Charming 1 BR private entrance apt commuters dream

EricRating, 5 stars2 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

Guest favourite
Apartment in Medford
5 out of 5 average rating, 116 reviews

Tufts 2 Bed + Office - Free Parking

AnitaRating, 5 stars1 month ago
Wonderful large space in family neighborhood. Joe was in touch with me to make sure everything was OK. Super clean, quiet and comfortable home. I highly recommend staying here especially if you have a child at Tufts!
Guest favourite
Apartment in Dracut
4.85 out of 5 average rating, 117 reviews

Cozy Entire Unit Condo close to UMASS Lowell

LucyRating, 5 stars2 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!
Guest favourite
Apartment in Boston
4.89 out of 5 average rating, 108 reviews

Transit friendly condo on quiet street

HarvinderRating, 5 stars4 weeks ago
It’s a lovely and peaceful neighborhood. The home was really good. Very spacious bedrooms, well stocked kitchen and living room. Wish we had more time to spend indoors. Andy was else quick on responses and proactively addressed any questions we had. Grocery store is just around the corner so that’s a big plus too. Overall a great experience
Superhost
Apartment in Somerville
4.83 out of 5 average rating, 195 reviews

Spacious, cozy home near Boston!

KarenRating, 5 stars6 days ago
Beautifully appointed flat near downtown Boston and Logan airport! Three comfortable bedrooms and three full bathrooms were appreciated. Great kitchen with nice appliances. Upscale feel. Third floor walk-up, so you need to be comfortable with stairs — but worth the climb! Responsive and friendly host Ana made us feel supported and welcome. Parking was a plus. Recommended!
Superhost
Apartment in Boston
4.83 out of 5 average rating, 260 reviews

Stylish garden level studio with a private patio

EmilyRating, 5 stars5 days ago
We had a great stay in Boston. We really appreciated being able to drop our luggage off in locked storage since our flight got in early. There are many great restaurants, coffee shops, and convenience stores just a short walk away. Additionally, it took us about 3 minutes to walk to the closest T station for easy access to the airport and downtown. The Airbnb was very well equipped, spotless, and thoughtfully laid out. Thank you Ali for a fantastic stay!
Guest favourite
Apartment in Boston
4.93 out of 5 average rating, 150 reviews

Luxury apt w/ sauna & deck | by airport, downtown

SamanthaRating, 5 stars2 weeks ago
This place was a gem - so clean & with a great location. It was also fully stocked which made it very easy to cook and the dishwasher was honestly one of the best we’ve ever used. Would recommend and honestly will stay again if returning!
Superhost
Apartment in Somerville
4.86 out of 5 average rating, 121 reviews

Fairies Nest (full unit w/ desk & kitchen)

JuliaRating, 5 stars2 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.
Top guest favourite
Apartment in Boston
4.98 out of 5 average rating, 127 reviews

Large 1+bed in historic Charlestown, Boston!

SusanRating, 5 stars2 weeks ago
We loved staying at Jennifer’s condo. A very quiet, walkable location with great neighborhood eateries. Definitely consider a visit to Waverly Kitchen. Very friendly staff and excellent food & cocktails. Jennifer accommodated us when our flight into Boston was delayed and we appreciated her help very much! Stocked kitchen and quality furnishings made her place feel like home!

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