
Kid-friendly holiday rentals in Dedham
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Dedham
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Dedham family-friendly rentals
Kid-friendly house rentals

Newly Renovated 2BR in Stoneham
Jose was a fantastic host! Would definitely recommend and will stay again when I’m in the area again for work

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

Comfortable and Friendly
Very nice and quiet place I had the whole second floor to myself

✨ SUNNY EAST SIDE BEDROOM ✨ w/Off-Street Parking
Exactly what we needed for our stay in Providence. The shared bathroom was never an issue and the bed was outstanding. I especially appreciated a dedicated lot for parking! We would definitely stay here again:)

Single Private Room B
Cozy, comfortable place! Beautiful private view of the woods out there rooms windows. Nice water pressure in the shower. Only took a bit of getting used to, with the angled ceiling, but I got the hang of it quickly!

Bright & Spacious Boston
What a great place and great location. House was very clean and well decorated. The host was super responsive and accommodating. Look forward to being able to rent again! Highly recommend.

2BR—Lovely 1900s Home—1200sqft—25 Min to Boston
I don’t even know where to start. It is clear Andrea is passionate about hospitality! The place was incredibly clean, had every amenity you’d need, and she was very responsive and kind. We almost had to cancel because our beloved family dog is very old and was sick. She talked me through how to reach out to Airbnb and was incredibly empathetic. I will 100% stay with Andrea again!

New modern cozy 3BR condo: free parking&near train
Gia is a fantastic host! She is so sweet, and was very accomodating. She was quick to respond, and very informative. Her place was perfect, and cozy. The pictures are exactly how it looks inside. It is very well kept, clean, and in a quiet neighborhood. She supplies everything that you will need! It was a super convenient location to get to Downtown Boston and also not a long drive to Gillette Stadium. We loved the place and would stay there again if we return back to Boston!
Family-friendly apartment rentals

Apartment Floris
This is a lovely, cozy, private attached apartment on a quiet street. We'll definitely try to stay here again on our return trips.

TLC Boston- private unit in family home.
Had everything we needed, was really comfortable and a great place to explore the area from. Highly recommended and will be back if we are looking to stay in the area again.

Sunny, private, comfortable 1 bedroom-convenient.
I felt very much at home in Chris’s place. It was clean and comfortable and a great base for visiting the Newton area

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!

Prince Charming Suite *near Boston* sleeps 4-5
Great place, Amazing host. Peter was very accommodating. Will definitely recommend the place to others!

1bd Boston apt - Convenient & quiet
Great to stay at for a weekend or week stay. Everything needed within walking distance, no rental car needed. Bus stop is very close and commuter rail is close also. Target and village market also within walking distance. Hosts responded to any questions very fast. Unit is accommodating for baby. Pack and play and high chair available. Would definitely stay here again.

Welcoming and Sunny
Beautiful neighborhood. Close access to interstate for short trip to Boston or the Cape. Clean apartment. Everything we needed for an 11 day stay, paper products, pots and utensils, washer and dryer. The yard is beautiful with many flowers. '

Short Train 2 Boston, Luxury prvt unit w parking
Chris made us feel right at home. The place looks brand new. I’m pretty sure I was the first to use the coffee maker. All the amenities were great and made it easy to cook and clean. Parking place was great and bed was great. Pull out sofa was comfortable for sleeping too. There are so many restaurants (especially Asian) within a 10 minute walk and the Wollaston T stop is 5 minutes away making a 25 minute ride into Boston painless. Our stay was a pleasure! Thanks Chris.
Family-friendly apartment rentals

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
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!

Spacious Dorchester Retreat | 2-bdrm condo
Wonderful host and wonderful place!! Would definitely come back!

Transit friendly condo on quiet street
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!

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt
This is a beautiful and I would say luxurious apartment. Felt just like home. Very nice kitchen and living space and beautiful back porch. The house itself is gorgeous and the location is great. Very peaceful and comfortable! Elena was very responsive and helpful. We liked it so much we added an extra day to our visit and Elena was helpful in making that change. Would highly recommend!

Spacious 5BR Condo w/parking near METRO
Love, love, love this home. We were in town for our son’s Harvard graduation. You enjoy sweeping top two floors of a classic old house (almost mansion) but freshly painted and classic. Great kitchen, separate dining room we used to set up post graduation reception that opened into lovely living room. Chill open back porch to hang out in the fresh air. Super friendly diverse neighborhood where we actually made friends, including Jason at a nearby high-end wine and liquor store and the crew at Brasica (deserves a Michelin star). But the rock star foundation of this AirBnb is the downstairs tenant, Ryan. Such a kind, friendly, funny, responsive person. He must be visiting Jamaica Plains from another planet astronomers call AWESOME. I am blessed with a gorgeous beach villa on a remote cove in Baja Sur, Mexico. I’d host Ryan and his partner for free he was such a great help. Yes, I will stay again.

Large 1+bed in historic Charlestown, Boston!
Perfect rental for a couple on a Boston visit. Pretty quiet neighborhood with no disturbances while we were there for our 4 night stay. Plenty of room and a very well stocked kitchen. Communication was clear, polite and prompt. Parking garage ($25 a day) was close and easy to find. Inexpensive ($8-$12) Lyft rides to many Boston attractions. Would definitely stay at Jennifer’s unit again, if we return to Boston.

New Deluxe 3-BR Apt (7W2) Near Downtown Boston
We had a wonderful stay at Daryl’s house. It was beautiful, clean and well appointed. He thought of everything. I would definitely stay again when in Boston.
Quick stats about holiday rentals that are kid-friendly in Dedham
Total rentals
20 properties
Nightly prices starting at
$51 SGD before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
- Boston Holiday rentals
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- Hampton Beach
- Boston Common
- Revere Beach
- Fenway Park
- TD Garden
- Harvard University
- Lynn Beach
- Duxbury Beach
- Brown University
- New England Aquarium
- Faneuil Hall Marketplace
- Sagamore Beach
- Freedom Trail
- Sandwich Glass Museum
- Crane Beach
- Canobie Lake Park
- Roger Williams Park Zoo
- Prudential Center
- MIT Museum
- Good Harbor Beach
- Oakland Beach
- Onset Beach
- Museum of Fine Arts, Boston
- Quincy Market