
Kid-friendly holiday rentals in Middlesex County
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Top-rated kid-friendly rentals in Middlesex County
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Popular amenities for Middlesex County kid-friendly rentals
Child-friendly house rentals

Elegant Guest suite Wellesley
It was my second stay here and the whole experience was outstanding, once again. Such a great place and hosts.

* * Crooked_Spring_Colonial * *
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.

Stone Cottage with meadow view
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 .

Comfort in West Concord
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.

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

Residential home ▪ Billerica ▪ quiet, clean & cozy
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!

Newly renovated, spacious, clean, 3 bedroom home.
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.

Hedy’s Lovely 2 bedroom family home in Concord, MA
The house was great - comfortable, lovely, everything worked well. No complaints!
Kid-Friendly apartment rentals

Your Cozy 1 BR Apt & Relaxing Retreat
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!

Villa Ricci
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.

Cute & Cozy Groton apartment w/private patio
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!

Entire guest suite in Stoneham
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!

Cozy Private Studio Unit w/ Laundry and Parking!
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!

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

Charming 1 BR private entrance apt commuters dream
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!

2 bedroom 1st Floor Apartment in Savin Hill
Very nice people - made us feel very welcome.
Child-Friendly Holiday Condos

Cozy Back Bay Boston Retreat!
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!

Tufts 2 Bed + Office - Free Parking
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.

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

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

Cozy Entire Unit Condo close to UMASS Lowell
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!

Transit friendly condo on quiet street
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

Stylish garden level studio with a private patio
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!

Fairies Nest (full unit w/ desk & kitchen)
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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- Hampton Beach
- Boston Common
- Revere Beach
- Fenway Park
- TD Garden
- Harvard University
- Lynn Beach
- Duxbury Beach
- Brown University
- North Hampton Beach
- New England Aquarium
- Monadnock State Park
- Faneuil Hall Marketplace
- Freedom Trail
- Crane Beach
- Canobie Lake Park
- Roger Williams Park Zoo
- Prudential Center
- MIT Museum
- Good Harbor Beach
- Rye North Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Bunker Hill Monument
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