
Family-friendly holiday rentals in Dedham
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Dedham
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry
The home is a short 7 minute walk to Ashmont T Stop. A unique master bedroom and a cozy 2nd bedroom adjacent to a marble spa bathroom (with heated floor and a large shower & built-in bench). With a clean, glass-tiled kitchen & granite-top counters, youâll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood. Enjoy the feel of a downtown hotel without the high price. Note: Thereâs no separate living room, but comfortable seating is available in the 2nd bedroom & kitchen

Cozy Private Studio Unit w/ Laundry and Parking!
Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You'll love this good sized 300 sq. ft PRIVATE 1 bedroom studio. This unit has its own entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)

Charming Townhouse in Historic Town near Boston.
Spacious freshly renovated townhouse, part of an antique two family house. Separate entrance, private parking space. One big bedroom with a very comfortable queen size bed and huge closet. Living room has a queen size sofa sleeper, new smart TV, and two closets. Window a/c in the bedroom, window fan in the living room. Fully equipped eat-in kitchen. Brand new beautiful bathroom with a tub. For stays longer than 3 nights you can use washer and dryer that are located in the basement. (Not shared)

Peaceful Country Home, Dover, Ma: Private Entrance
Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stair climbing required to reach bedroom suite.) I welcome quiet, mature guests as this is a very peaceful (non-party)environment. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling. I have owned and loved this home for 35 years and take great joy in its charm and outdoor spaces.

Country Charm minutes from the Hub - 1st Floor Apt
Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

Lovely 2 bedroom apartment minutes from Boston
Book your stay at this peaceful and townhouse-style apartment just minutes from Boston. This renovated space features 2 bedrooms (one queen bed and one full bed), one full bath with glass shower (second floor), living room with pull out sofa, and eat-in kitchen with designated work space. Take advantage and relax by the outdoor fire pit (reservations required) or walk to Dedham Square for food and shopping. Dates you need not available? Make sure to check out our other listing next door!

Two bedrooms, full bathroom, and breakfast room
We offer the entire second floor of our home: two bedrooms, each with a queen-size bed, a full bathroom, and a well-stocked breakfast / snack room. We are located literally seconds off Rt. 128 / I-95, in a quiet, secluded area. Our deck, gardens and grounds (which include a pond, birdfeeders, and, perhaps, wildlife sightings) are available for your enjoyment. You will have complete privacy in your quarters, but we will be close at hand should you need advice or service. Gretje and Bob

Entire Historic Carriage House with Fireplace & AC
Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

Cozy Renovated Suite w/Free St Parking near Train
Newly renovated in-law suite located in the charming Roslindale neighborhood of Boston. A short walk from West Roxbury Center, Roslindale Village's shops and restaurants, and Bellevue commuter rail stop which gets you to Back Bay in 15 mins (or 20 Min Uber/drive). Features include a private entrance kitchenette, bathroom, large quiet back yard with patio and fire pit (avail Apr-Oct). Perfect for weekend getaways, working/commuting to Boston, or visiting friends and family!

Comfortable apartment in Framingham
Newly renovated basement apartment. Private entrance and living space which includes a kitchen, bedroom, hallway and bathroom. The kitchen has a microwave and refrigerator, but no stove. Very clean and well maintained. Comfortable queen size bed. Driveway space for 1 car and plenty of street parking. Great location. Walking distance to Dunkin' Donuts, Domino's Pizza, and local shops. Less than 2 miles from the Mass Pike. No Pets / No Smoking inside

Cozy, historic 3 bedroom home close to Boston!
Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.

Private guest house on beautiful country road
Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.
Popular amenities for Dedham family-friendly rentals
Family-friendly home rentals with a hot tub

Hopkinton Mass 3+ Bedrooms - Great location!

Your Cozy 1 BR Apt & Relaxing Retreat

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

Backyard Oasis with Hot Tub

Oceanfront Pool. Close to Boston. Free Parking.

Lakeside apartment, patio, hot tub, outside shower

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

Peaceful Retreatâ2BR/2Bathâ20 Min to BostonâHotTub
Family- and pet-friendly home rentals

Artistic charm in hip J.P.

Transit friendly condo on quiet street

Lionsgate at Cohasset

Renovated Cozy City Getaway

New Super Modern 2 bed in Waltham

Large Studio Apt w/ Full Kitchen & Bath + Parking!

Dixieâs House, 1BD in Arlington

Welcoming and Sunny
Family-friendly home rentals with a pool

Peaceful suite in Boston with city views

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

Spacious vacation unit in premium suburban town

Modern Space With Pool Close To Singing Beach

Stylish and Cozy at Revere Beach

4 Houses from Harbor - Private Pool - Parking

Cody's Place Boston Airport Pool/Beaches ParkFree

House by the Sea - Glocca Morra
Quick stats about holiday rentals that are family-friendly in Dedham
Total holiday rentals
Explore 50 holiday rentals in Dedham
Nightly prices starting at
Dedham holiday rentals start at $92Â AUD per night before taxes and fees
Verified guest reviews
Over 3,250 verified reviews to help you choose
Pet-friendly accommodation
Find 20 rentals that welcome pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
40 of Dedham holiday rentals include Wi-Fi access
Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Dedham rentals
4.9 Average rating
Dedham stays are highly rated by guestsâaveraging 4.9 out of 5!
Destinations to explore
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- Rentals with a fireplace Dedham
- Rentals with outdoor seating Dedham
- Pet-friendly rentals Dedham
- House rentals Dedham
- Apartment rentals Dedham
- Rentals with a patio Dedham
- Rentals with a washing machine and dryer Dedham
- Rentals with a fire pit Dedham
- Family-friendly rentals Norfolk County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Hampton Beach
- Fenway Park
- Boston Common
- TD Garden
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- Duxbury Beach
- New England Aquarium
- Good Harbor Beach
- MIT Museum
- Canobie Lake Park
- Freedom Trail
- Crane Beach
- Museum of Fine Arts, Boston
- Onset Beach
- Quincy Market
- Oakland Beach
- Prudential Center
- White Horse Beach
- Roger Williams Park Zoo
- Salem Willows Park
- Boston Children's Museum