Kid-friendly holiday rentals in Dedham

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Dedham family-friendly rentals

Kid-friendly house rentals

Guest favourite
Private room in Dedham
4.91 out of 5 average rating, 628 reviews

Comfortable and Friendly

CostaRating, 5 stars2 weeks ago
Very comfortable bed, and the bathroom was well appointed. Looking forward to another stay.
Guest favourite
Private room in Brighton
4.92 out of 5 average rating, 250 reviews

Clean room with Free parking

ChadRating, 5 stars5 days ago
Excellent. The place is a rooming house with several bedrooms and two baths. Full kitchen and off street parking, but call ahead to reserve yourself a spot. There was ample street parking when I got there at 6:30. Super clean, comfortable bed in room 3, and surprisingly quiet for being so close to the pike. I will definitely stay here again.
Superhost
Private room in Quincy
4.89 out of 5 average rating, 116 reviews

Single Private Room B

Besona LoraRating, 5 stars1 month ago
Very quiet place great host ! Totally worth it for the price !
Top guest favourite
Home in West Roxbury
5 out of 5 average rating, 6 reviews

Bright & Spacious Boston

CarolineRating, 5 stars3 weeks ago
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.
Guest favourite
Home in Roslindale
4.99 out of 5 average rating, 75 reviews

Upscale Boston 2 BR w/ Off Street Parking

PaulRating, 5 stars1 week ago
Tim was awesome and the house was great! Close to lots of awesome restaurants and a beautiful neighborhood. 5 star service and 5 star place to stay.
Top guest favourite
Home in Roslindale
5 out of 5 average rating, 13 reviews

New modern cozy 3BR apt: free parking & near train

JessicaRating, 5 stars1 week ago
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!
Guest favourite
Home in Canton
4.94 out of 5 average rating, 17 reviews

Gorgeous 2nd Floor Home with Private Entry

HeatherRating, 5 starstoday
Lovely apt, super clean, comfortable, everything you need. Nice ac units, fully stocked kitchen, very comfortable beds & soft blankets. Check in was perfect, easy to find, convenient parking. If you need to be in the Canton area for any reason, you’ll enjoy staying here.
Guest favourite
Private room in West Roxbury
4.92 out of 5 average rating, 117 reviews

Modern Basement with Convenient Transportation

Ni'kaiyaRating, 5 stars3 weeks ago
I seriously don't know where to start...Yanlin is the most loving, thoughtful, and friendly host I have ever met. Her apartment is cute and very clean and the bed in the bedroom is pretty comfortable considering that I have back problems. Yanlin immediately welcomed me and my daughters into the apartment and made us feel right at home. She checked on us but at the same time she was not a bother. She talked to us but at the same time she didn't talk too much. She was giving and she didn't think twice about paying forward. Yanlin not only gave me a discount on my stay because she knew I was moving in a few days but she also gave me items for my new place. I am extremely thankful for her and I will definitely stay again just to get away from my home for a few days 💜

Family-friendly apartment rentals

Superhost
Flat in Framingham
4.89 out of 5 average rating, 337 reviews

Apartment Floris

ChrisRating, 5 stars1 month ago
This is a lovely, cozy, private attached apartment on a quiet street. We'll definitely try to stay here again on our return trips.
Guest favourite
Flat in Randolph
4.87 out of 5 average rating, 108 reviews

TLC Boston- private unit in family home.

ShaneRating, 5 stars1 month ago
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.
Top guest favourite
Flat in Newton
4.95 out of 5 average rating, 177 reviews

Sunny, private, comfortable 1 bedroom-convenient.

JaneRating, 5 stars3 weeks ago
Loved Chris’ place. We were attending our daughter’s graduation and thud was, hand’s down, the best place we’ve stayed on our many trips to Boston over the years.
Guest favourite
Flat in Dedham
4.9 out of 5 average rating, 147 reviews

Prince Charming Suite *near Boston* sleeps 4-5

Sai SmaranRating, 5 stars3 weeks ago
Great place, Amazing host. Peter was very accommodating. Will definitely recommend the place to others!
Superhost
Flat in Avon
4.85 out of 5 average rating, 149 reviews

Welcoming and Sunny

DanielRating, 5 starstoday
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. '
Guest favourite
Flat in Wollaston
4.96 out of 5 average rating, 182 reviews

Short Train 2 Boston, Luxury prvt unit w parking

JimRating, 5 stars2 weeks ago
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.
Top guest favourite
Flat 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.
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 Brighton
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🩵
Guest favourite
Apartment in Roxbury
4.97 out of 5 average rating, 108 reviews

Spacious Dorchester Retreat | 2-bdrm condo

JosefRating, 5 stars2 weeks ago
The house was adorable and very clean. We weren't there much, but we had everything we needed when we were there. The hosts were very responsive and helpful when needed.
Guest favourite
Apartment in Roslindale
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
Guest favourite
Apartment in Jamaica Plain
4.88 out of 5 average rating, 540 reviews

Historic JP Brownstone with Parking. Pets Welcome!

ChristopherRating, 5 stars2 weeks ago
Adorable brownstone in JP! Close to the orange line, quiet neighborhood with lots of families. House was great, lots of space.
Top guest favourite
Apartment in Salem
4.98 out of 5 average rating, 244 reviews

Charter Street: Historic Charm, Modern Comfort

NancyRating, 5 stars3 days ago
Great location, walked everywhere, did not take the car out once during our stay. Onsite parking which is a big plus for the area. Historic home updated beautifully. Unit was very clean, would give cleanliness ten stars!! Matty responded quickly throughout the rental process. Would definitely recommend to anyone looking to stay in the area.
Top guest favourite
Apartment in Jamaica Plain
4.92 out of 5 average rating, 226 reviews

Spacious 5BR Condo w/parking near METRO

LonnRating, 5 stars1 week ago
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.
Superhost
Apartment in East 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 Beacon Hill
4.97 out of 5 average rating, 306 reviews

Gorgeous Beacon Hill 1BR | 1BA

StaceyRating, 5 stars3 weeks ago
Great location and very nice accommodation! Host was very thoughtful with detailed guide sent before we checked in. Walkable to almost all we had planned for the weekend. Would definitely recommend.

Quick stats about holiday rentals that are kid-friendly in Dedham

  • Total rentals

    20 properties

  • Nightly prices starting at

    ₹3,429 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