Kid-friendly holiday rentals in Middlesex County

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Middlesex County kid-friendly rentals

Child-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 Chelmsford
5 out of 5 average rating, 18 reviews

* * Crooked_Spring_Colonial * *

LoriRating, 5 stars3 weeks ago
The home is beautiful, exactly as pictured on the site, located on a very quiet street in a wooded area. Very clean, with access to a whole array of kitchenware and other items around the house. Excellent, detailed set of instructions for the home with info on TV controls, gaming system, thermostat control, local recommendations, and departure instructions. This would be an amazing house to stay with small children, as there is a fun playroom with toys in the basement and a great backyard. It's about 45 minutes to Boston without traffic, and about 1 1/4 hours at peak times, so plan accordingly if you are planning travel to downtown Boston. Great local ice cream place just down the street and local shopping about 10 minutes away.
Guest favourite
Home in Woburn
4.96 out of 5 average rating, 124 reviews

Stone Cottage with meadow view

AnneRating, 5 stars2 weeks ago
Lauren was an excellent host! Cottage is absolutely beautiful! Felt right at home , she was very responsive and very helpful. This place has all the amenities, perfectly located for everything we had planned .
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 Holliston
4.97 out of 5 average rating, 86 reviews

All New Private Country Setting (2 Level-No Share)

JenRating, 5 stars1 week ago
If you like spacious, spotless, quiet, and comfortable homes that are stocked with all the essentials and situated in a great location, then you'll love staying at this Airbnb. It was a bit too much space for my needs and preferences as I was traveling solo, and I don't need a formal dining room or two living rooms, but the location and comfort level couldn't be beat. The hosts are very responsive. Do make sure you ask them about the heat controls, I never could figure out how to maintain the right temperature for long, but my visit was pretty short and I managed just fine. Pro tip: Don't miss a chance to sample the savory turkey pot pies and many varieties of sweet pies at nearby Out Post Farm.
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!
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 stars2 weeks ago
The house was great - comfortable, lovely, everything worked well. No complaints!

Kid-Friendly apartment rentals

Guest favourite
Apartment in Woburn
4.94 out of 5 average rating, 152 reviews

Your Cozy 1 BR Apt & Relaxing Retreat

VivianaRating, 5 stars1 week ago
We had a fantastic stay at this place! The house was spotless, with a fully stocked kitchen and bathroom that made everything super convenient. Thiago was incredibly helpful, attentive, and kind throughout our stay, which made the experience even better. We especially loved the jacuzzi area and the large, comfy couch in the living room. The entire place offered great privacy. Would definitely recommend it!
Superhost
Apartment in Andover
4.93 out of 5 average rating, 148 reviews

Villa Ricci

DomRating, 5 stars1 week ago
I booked this for my mom who visited from abroad to see my daughter's graduation. My mom and daughter stayed there and they both liked it... so that is ALL the review you need :) If they are happy, I am happy!!! Thanks Kelly.
Top Guest favourite
Apartment in Groton
4.96 out of 5 average rating, 123 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!
Guest favourite
Apartment in Stoneham
4.86 out of 5 average rating, 301 reviews

Entire guest suite in Stoneham

TrinityRating, 5 stars1 week 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
Apartment in Waltham
4.97 out of 5 average rating, 334 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

IkeRating, 5 stars2 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!
Guest favourite
Apartment in Boston
4.92 out of 5 average rating, 123 reviews

Cozy New Built 1-BR Apt (9W1) Near Downtown Boston

JessicaRating, 5 stars1 week ago
My daughter and I had a great stay! We booked Daryl’s place literally on the day of, and everything went perfectly! Great communication! About a 20 minute walk to the Red Line, so convenient to get into downtown.
Top Guest favourite
Apartment 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!
Top Guest favourite
Apartment in Dorchester
4.89 out of 5 average rating, 676 reviews

2 bedroom 1st Floor Apartment in Savin Hill

WendyRating, 5 stars8 months ago
Very nice people - made us feel very welcome.

Child-Friendly Holiday Condos

Top Guest favourite
Condo in Boston
4.96 out of 5 average rating, 463 reviews

Cozy Back Bay Boston Retreat!

AbrarRating, 5 stars2 weeks ago
Tim's place really is a gem; the location in Back Bay makes it incredibly convenient to get Downtown as needed, and it located just a couple blocks from the Harvard Bridge, which makes it incredibly convenient for those who'd like to take a short walk over the river to MIT. The kitchen comes well stocked with lots of really high-quality utensils and cookware (for those who enjoy having access to a good chef's or santoku knife, it was fun to see that Tim has a set of Schmidt knives for guests to use). I didn't require using the loft at all, but did need to remote work for about 8 hours during the day -- I managed to get a great set-up right by the bay window (wi-fi works great). Would definitely come back!
Top Guest favourite
Condo in Medford
4.99 out of 5 average rating, 120 reviews

Tufts 2 Bed + Office - Free Parking

EmilyRating, 5 stars5 days 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
Condo in Boston
4.93 out of 5 average rating, 102 reviews

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

NayelyRating, 5 stars3 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
Condo in Arlington
4.98 out of 5 average rating, 131 reviews

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

JenRating, 5 stars3 weeks ago
This was a wonderful space in a lovely town. Walk to restaurants and easy access to the T. Just a heads up! Parking is for one vehicle. We parked additional vehicles on the T station not too far away. Highly recommend this place.
Guest favourite
Condo 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!
Guest favourite
Condo in Boston
4.89 out of 5 average rating, 108 reviews

Transit friendly condo on quiet street

HarvinderRating, 5 stars1 month 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
Condo in Boston
4.83 out of 5 average rating, 260 reviews

Stylish garden level studio with a private patio

EmilyRating, 5 stars1 week 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!
Superhost
Condo 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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