
Family-friendly vacation rentals in Dedham
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Dedham

Total vacation rentals
Explore 60 vacation rentals in Dedham

Nightly prices starting at
Dedham vacation rentals start at $60 per night before taxes and fees

Verified guest reviews
Over 4,740 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Dedham vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Dedham rentals

4.9 Average rating
Dedham stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Dedham
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Cozy en suite w/ high ceilings
 Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. Natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. Just 25 min to Boston, 40 min. to Gillette Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Very safe walkable neighborhood
KitchenIndoor spacesCheck-in

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.
KitchenFamilyCondition

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
KitchenFamilyComfort

Country Cottage in the City
This poolside cottage is a country retreat in the city. We are nestled into a small bit of woods on top of the "hill" as it is called locally. The cottage is a studio apartment that has a microwave and mini-fridge as well as sitting area and table. It has a lovely view of the pool and gardens. Besides the pool, there are two garden ponds where we keep ornamental fish. Outside the garden fence there is often a parade of various types of birds, bunnies and even wild turkeys and deer.
KitchenFamilyParking

Conveniently Located Private Garden Apartment
Garden-level apartment next to public park, yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy access to Boston area attractions. Sleep late in a comfy bedroom with blackout shades, relax in front of the 55" HDTV, whip up a quick meal in the kitchenette, or enjoy the outdoors sitting on the patio. Come and go as you please with a private entry. Great for quick visits or extended stay. Newton Short Term Rental - STRA-23
Indoor spacesFamilyHospitality

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!
KitchenIndoor spacesAccuracy

Modern 1BR apt in Boston’s Roslindale Village
This place is on the 3rd floor of our newly renovated home in Boston's Roslindale, which is about 6 miles away from downtown (please look up the neighborhood to have a clear idea where it is). Our place is close to restaurants & bars in Rozzy Village and West Roxbury. There is a connection via bus at the corner to the subway at the Forest Hills Orange Line T-stop that will get you to downtown in about 30 min, and there is commuter rail in Roslindale Village.
KitchenFamilyComfort

Modern Farmhouse Suite in Historic Lexington
Enjoy a modern farmhouse themed private suite in a peaceful setting in historic Lexington. Our home is perfect for : -Travelers visiting Boston and surrounding historical sites -Visitors seeking to stay in close proximity to family and friends in Lexington or surrounding communities -Locals in need of temporary housing -Business professionals needing accommodations within commuting distance to Boston -Families with kids, couples, or solo guests
KitchenFamilyCheckout

Gorgeous 2nd Floor Home with Private Entry
Welcome to your home away from home! This beautiful second-floor 2 BR unit keyless self check in offers a private entrance and private stairs. Features: · Newly Installed AC · Fully Kitchen: Equipped with smart utilities, including an oven, microwave, dishwasher, washer, and dryer. · High-speed internet. · Comfortable Sleeping Arrangements: 2 beds & a sofa bed, perfect for accommodating up to 4 guests.
FamilyKitchenPool

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.
KitchenFamilyComfort

Now availJamaica Plain & Arboretum 20min toBoston
Bright and sunny 2-bedroom retreat with a fully equipped kitchen, spacious bath with rain shower and tub, and TVs in each room. Enjoy fresh coffee daily with espresso maker, milk steamer, and grinder provided. Including a blender..A selection of teas .WiFi and off-street parking included. Private, peaceful, and filled with natural light—perfect for relaxing mornings and cozy evenings!
FamilyKitchenParking

Private apartment close the city!
New couch! New towels and linens! Fresh paint! New flooring coming soon. This private apartment is part of my home but has a separate entrance, full bath, living room and private bedroom. We're in a family neighborhood close to the city, and very convenient for those visiting with a car.
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Popular amenities for Dedham family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
KitchenIndoor spacesCondition

1790 Stone Manor Farm
Indoor spacesKitchenCleanliness

Romantic Getaway w/private Jacuzzi• Fire Pit•
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Oceanfront Pool. Close to Boston. Free Parking.
KitchenIndoor spacesNearby

Hopkinton Mass 3+ Bedrooms - Great location!
Indoor spacesFamilyHeating

Modern, Spacious 1BR for 4 - Easy Marathon Access!
FamilyIndoor spacesLong stay

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

Newly renovated, close to Foxboro and Boston
Indoor spacesFamilyBackyard
Family- and pet-friendly home rentals

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod
FamilyKitchenHospitality

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN
KitchenIndoor spacesView

Charming 2-story private Guesthouse
KitchenFamilyCleanliness

Modern home 22 min Boston, 20 min Gillette Stadium
FamilyIndoor spacesHospitality

Newly Finished Guest Haven in Woburn
Indoor spacesKitchenBathroom

Cozy Guesthouse Near T-Station - Family Friendly
Indoor spacesKitchenLocation

Flower Farm Getaway 2BR, 20 Min To Boston
Indoor spacesFamilyCleanliness

Peaceful Garden Apartment
KitchenFamilyWifi
Family-friendly home rentals with a pool

Amazing studio
Indoor spacesFamilyComfort

Cozy Private Studio Unit w/ Laundry and Parking!
FamilyKitchenDecor

The Murthy : Bright • Spotless • W/D
Indoor spacesKitchenQuiet

Curated Designer Retreat • Pool • Gym • Dining
FamilyIndoor spacesGetting around

Private Suite• Pool • Sleeps 4 • Boston • Airport
KitchenIndoor spacesSleep quality

Cozy Private Suite halfway between Cape & Boston
Indoor spacesFamilyQuiet

Spacious vacation unit in premium suburban town
KitchenIndoor spacesCondition

Pool Is Open! Steps from Harbor + Walk to Old MHD
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When is the best time to visit Dedham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $214 | $220 | $210 | $240 | $255 | $346 | $207 | $207 | $216 | $223 | $220 | $220 |
| Avg. temp | 27°F | 29°F | 36°F | 47°F | 57°F | 66°F | 72°F | 71°F | 64°F | 52°F | 42°F | 33°F |
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- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Brown University
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- Boston College
- Northeastern University
- Duxbury Beach
- MIT Museum
- Crane Beach
- Tufts University
- Quincy Market
- Harvard Square
- Roger Williams Park Zoo
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