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

Home in Stoneham
5 out of 5 average rating, 3 reviews

Newly Renovated 2BR in Stoneham

MattRating, 5 stars3 days ago
Jose was a fantastic host! Would definitely recommend and will stay again when I’m in the area again for work
Top guest favourite
Home in Wellesley
5 out of 5 average rating, 40 reviews

Elegant Guest suite Wellesley

CesarRating, 5 stars2 weeks ago
It was my second stay here and the whole experience was outstanding, once again. Such a great place and hosts.
Guest favourite
Private room in Dedham
4.91 out of 5 average rating, 632 reviews

Comfortable and Friendly

DeborahRating, 5 stars2 weeks ago
Very nice and quiet place I had the whole second floor to myself
Superhost
Private room in Providence
4.83 out of 5 average rating, 310 reviews

✨ SUNNY EAST SIDE BEDROOM ✨ w/Off-Street Parking

JenniferRating, 5 stars6 days ago
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:)
Superhost
Private room in Quincy
4.89 out of 5 average rating, 117 reviews

Single Private Room B

JeffreyRating, 5 starstoday
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!
Guest favourite
Home in West Roxbury
5 out of 5 average rating, 6 reviews

Bright & Spacious Boston

CarolineRating, 5 stars1 month 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.
Top guest favourite
Home in Framingham
4.98 out of 5 average rating, 245 reviews

2BR—Lovely 1900s Home—1200sqft—25 Min to Boston

HeatherRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Roslindale
5 out of 5 average rating, 13 reviews

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

JessicaRating, 5 stars2 weeks 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!

Family-friendly apartment rentals

Superhost
Flat in Framingham
4.89 out of 5 average rating, 338 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
4.96 out of 5 average rating, 178 reviews

Sunny, private, comfortable 1 bedroom-convenient.

GrahamRating, 5 stars6 days ago
I felt very much at home in Chris’s place. It was clean and comfortable and a great base for visiting the Newton area
Top guest favourite
Flat in Waltham
4.97 out of 5 average rating, 334 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

IkeRating, 5 stars4 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
Flat in Dedham
4.9 out of 5 average rating, 147 reviews

Prince Charming Suite *near Boston* sleeps 4-5

Sai SmaranRating, 5 stars1 month ago
Great place, Amazing host. Peter was very accommodating. Will definitely recommend the place to others!
Guest favourite
Flat in Roslindale
4.87 out of 5 average rating, 202 reviews

1bd Boston apt - Convenient & quiet

JoeRating, 5 stars2 weeks ago
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.
Superhost
Flat in Avon
4.85 out of 5 average rating, 150 reviews

Welcoming and Sunny

DanielRating, 5 stars6 days ago
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 Quincy
4.96 out of 5 average rating, 182 reviews

Short Train 2 Boston, Luxury prvt unit w parking

JimRating, 5 stars3 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.

Family-friendly apartment rentals

Superhost
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🩵
Top guest favourite
Apartment in Arlington
4.98 out of 5 average rating, 132 reviews

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

BryanRating, 5 stars3 days ago
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!
Guest favourite
Apartment in Roxbury
4.97 out of 5 average rating, 109 reviews

Spacious Dorchester Retreat | 2-bdrm condo

AnoushikaRating, 5 stars6 days ago
Wonderful host and wonderful place!! Would definitely come back!
Guest favourite
Apartment in Roslindale
4.89 out of 5 average rating, 108 reviews

Transit friendly condo on quiet street

KimberlyRating, 5 stars2 weeks ago
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!
Guest favourite
Apartment in Jamaica Central - South Sumner
4.9 out of 5 average rating, 263 reviews

Fully-Equipped 2nd Floor 1-Bed 1-Bath Apt

DanielleRating, 5 stars1 week ago
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!
Top guest favourite
Apartment in Roslindale
4.92 out of 5 average rating, 226 reviews

Spacious 5BR Condo w/parking near METRO

LonnRating, 5 stars2 weeks 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.
Top guest favourite
Apartment in Charlestown
4.98 out of 5 average rating, 128 reviews

Large 1+bed in historic Charlestown, Boston!

MikeRating, 5 stars2 days ago
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.
Guest favourite
Apartment in Greater Mattapan
4.96 out of 5 average rating, 232 reviews

New Deluxe 3-BR Apt (7W2) Near Downtown Boston

BeverlyRating, 5 stars4 days ago
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

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