
Kid-friendly vacation rentals in Medford
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Top-rated kid-friendly rentals in Medford
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Kid-friendly house rentals

Walk to Everything Great about Marblehead!
We loved our stay at this property. The house is much more historic and lived in, if you are after a pristine and modern stay, this might not be the place for you. But the house more than made up for it in character and cozy vibes, and it fit in perfectly in the charming historic neighborhood in Marblehead. The area has a lot of wonderful spots you can walk to, and the host provided historical information about the area and the house as well! We were so grateful for John’s proactive communication, we didn’t have any issues but I’m confident if we had he would have quickly resolved them! Overall my family had a wonderful weekend and we spent the drive home saying home much we’d love to make another trip in the summer to enjoy the ocean more!! Thanks John for a memorable weekend!

~*30min to Downtown*~ THE COSMOPOLITAN
we loved our time in Boston. The house was cute, very clean, and well stocked with anything you could need. Highly recommend staying there.

Ski-side New England Bunkhouse Retreat
Had everything you needed to sleep, cook and stay while visiting family.

Charming Home in Reading with a Large Yard
We had a fantastic stay at Peter and Maria’s place! They were wonderful hosts—quick to respond to any questions and incredibly thoughtful in ensuring my stay was as comfortable as possible. The house itself is absolutely adorable, with a cozy and inviting feel. It’s fully stocked with everything you could need—kitchen appliances, coffee, a kettle, utensils, and even a well-stocked shower. Whether you’re cooking, relaxing, or just settling in, you’ll have everything you need to feel at home. The neighborhood is welcoming, surrounded by beautiful nature, making it a peaceful and enjoyable place to stay. I highly recommend this Airbnb and will definitely be returning in the future!

Brand new home minutes to the ocean
Heather was a great host who was quick to respond with any questions. The house was spacious and clean. Near plenty of good places to eat but secluded enough for peaceful evenings. Would stay again if vacationing in or around Gloucester.

3 bedroom impeccable private home, quiet street
Comfortable, clean, organized with lots of amenities. Easy check in. Great beds. Spacious. Quick, friendly, helpful communication with Smaranda. It's close to family so would stay here again!

Entire Townhouse with Parking
it was very clean, in a very peaceful area, communicated everything and a nice place to stay.

Residential home ▪ Billerica ▪ quiet, clean & cozy
This was the perfect house for my parents and myself. The house had everything you could think of. Barry was always available for questions about the area and offered suggestions on anything we asked for. This is the best house and host I’ve ever stayed at. They checked in to make sure we had everything we needed and went above and beyond for anything we asked about. The house is in a safe area and we were able to walk around the neighborhood as well. The basement has an added bonus with the desk area so I was able to work from there with the strong internet service. The exercise equipment was also perfect for those days that it was just cold and windy for outdoor exercise. We stayed here for a major surgery for my mom and the house is only like a 8 mile drive to Lehey Hospital. The drive was easy and we never had any problems. I would suggest this house for anyone looking for a place to stay. You will not find a better house or host if you are looking for this area.
Kid-friendly apartment rentals

Lovely East Cambridge Apartment
This was my second time staying at Jimmy's place and I would definitely go for a third! Very responsive, helpful, and clean

3 bed apt next to T- fast wifi-off street parking
This apartment is adorable. Aesthetically pleasing and spacious! Loved all the greenery and the spiral staircase that s a nice touch! Appreciate the checking in to make sure everything was going well. Will absolutely love to stay here again

Quiet brownstone close to city
We enjoyed our stay at Krisztian’s so much. The place was well decorated and located in quiet neighborhood. It was squeaky clean and beds were comfy. Krisztian was a great host, responsive, flexible and very helpful. We would def book again!

ENTIRE APARTMENT 3 BEDROOM CLOSE TO BOSTON
Great place, the house is wonderful, we like it a lot... the house was very clean, the kitchen is very well equipped, the street is very quiet to park the car... Tesfaye very helpful, friendly,.. I would definitely go back to rent this house ..

1st Flr 2BR unit with parking + steps from train
Beautiful apartment. Perfect for family gathering or a romantic get away. Close to transportation, shopping and dining. Quiet peaceful neighborhood, perfect for a good night's sleep. The value is incredible for this stay. We will absolutely be back to stay here.

Cambridge Getaway @ Harvard & MIT
Excellent place to stay in Cambridge. Walkable but offers parking. Kevin's left treats were perfect. Highly recommend.

3 Bedroom Apartment with Parking
Kevin's place is only a 10 minute walk from the nearest train station, but that train station is a commuter line that only runs every 2 hours on the weekends which is a good thing to know. also inclement weather made it difficult to walk as it took a day for most of the public sidewalks to be shoveled. despite this the location is still good and close to the center City so an Uber or Lyft is cheap. The accommodations were really nice. and would definitely stay again if I find myself in Boston.

Apartment w/Parking, minutes to airport / Downtown
Joseph from the beginning was responsive and helpful when needed. He kindly put up a Christmas tree for us, making the house very festive for us to enjoy throughout our stay. It was full of candy and biscuits as well as a fridge full of drinks and snacks. The house is warm, cosy and served our needs with all items required for a family of 4. We had a parking spot and access to the garden. The washing facilities were excellent, TV's in every room with hundreds of channels and 2-3 food stores within a 5 minute walk made our stay more relaxing. Getting into the city, by train was very easy with the station a 5-10 minute walk followed by a 10/15 minute journey into downtown, By car, the main roads in / out of the area are literally a minute away. The beach is a 10/15 minute walk - a must for any plane-spotters with clear views of Logan Airport to watch the planes land and take off. Joseph is a very respectful and attentive host. We enjoyed our stay at his apartment.
Kid-friendly condo rentals

Condo in downtown Boston
Amazing location, and we had a great stay overall. The host was very responsive. Would definitely book again.

Luxury 2 Bed, 2 Bath, Plus Loft, Modern Condo
Our family really enjoyed our long weekend at Donald’s place. The location is great, right in the middle of Marblehead, walkable to old town and the various shops and restaurants that dot the area— a great base for visiting friends and family on the north shore. We’ll definitely look to stay here again if available the next time we’re in the area.

Boston Suburb Luxury condo
I’m picky and I was impressed! The space was very clean, the beds and linens very comfortable. Many extra touches that I really appreciated. Such as in each bedroom, hooks on the back of the doors, full mirrors, ceiling fans, TVs in each room and easy to use remotes and WiFi access. The kitchen was well equipped. The living and dining space was comfortable and cozy. Thanks Priyanka for an enjoyable stay.

KeyWest Vibe, PrivatePatio, Close2Salem, WalkDWNTN
The host is fantastic. I'm always there to answer any questions, 24/7 was extremely helpful and friendly

My Place - 2 Bedroom Condo with Parking
Kelly's place was perfect for myself and my husband and two year old daughter. It's a gorgeous and tastefully updated older home. Everything was very comfortable, very clean, and in a great location only a mile or so from downtown Salem and walkable to coffee and restaurants. Kelly was super responsive and helpful before, during, and after our visit.

Beachfront | Panoramic Views | "Oceanfront Oasis"
An amazing beachfront getaway! The property was clean, well-maintained, and offered breathtaking views of the ocean. Waking up to the sound of waves and enjoying sunsets from the patio was a dream. The host was responsive and made everything seamless. Perfect for a relaxing stay—can’t wait to come back!

Cozy Entire Unit Condo close to UMASS Lowell
Amir is a great host! I stayed at his place for two months for work and had no issues. The place was very clean and quiet and had everything I needed for a long term stay. Amir is very responsive and checked in periodically to make sure everything was going good! Very friendly host and was flexible with helping me with dates as sometimes my work can be changed quickly. Definitely would stay again! Thank you Amir!

Harbor Hideaway
This is my absolute favorite place to stay in Marblehead! And there is parking!! (Which is a huge deal in Marblehead). Kristin is an incredible host and responds pretty much immediately. A wonderful place to stay!!
Quick stats about vacation rentals that are kid-friendly in Medford
Total rentals
50 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
4.4K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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