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

Total holiday rentals
Explore 60 holiday rentals in Dedham

Nightly prices starting at
Dedham holiday rentals start at €52 per night before taxes and fees

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

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Dedham holiday rentals include wifi 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.

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN
Relax in the Bostonian, a stylish, pet-friendly apartment on the semi-basement level of a charming multi-family house. The apartment is air conditioned & overlooks a beautiful patio and backyard. Located in quiet Hyde Park neighborhood, a 30 minute drive into downtown Boston. Plenty of free streetside parking. Private in unit laundry. Professionally cleaned. Room 1: Queen size bed Room 2: Queen size bed Room 3: Living room couch, TV, electric fireplace Dining room: includes two wall arcades

Modern home 22 min Boston, 20 min Gillette Stadium
Experience New England charm in this luxury home, with over 3,500 sq. feet of living space. This home has many unique characteristics that includes a Koi pond, a majestic backyard and an indoor sauna to make your short term or long term stay more comfortable. It's located in a quiet neighborhood that is walking distance to Glen Echo Park, where hiking, and fishing is available. It's 2 min away from shops, major highways, and has a 6-car driveway and limited on-street parking. Pet friendly!

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.

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod
Stunning CLG with private entrance, deck, & parking. •Bedroom #1 ground floor (2 guests only) has a Queen bed & smart TV with deck access. •Bedroom #2 upstairs is ONLY AVAILABLE FOR BOOKINGS OF 3–4 GUESTS and includes a Queen bed, smart TV, mini gym & office. •Living room with lake view & smart TV. •Bathroom with tub and sitting shower bench. •Fully equipped kitchen with stainless steel appliances. •Internet Access, You Tube, and Netflix. •Summer lake access.

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

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.

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

BEAUTIFUL SINGLE FAMILY VICTORIAN in Hyde Park!
Meticulously renovated 1873 Victorian on a sheltered street in the Hyde Park area of Boston. Enjoy over 2000 sq ft, as well as a grill and patio in the private backyard! Our cats will NOT be home during your stay. However, even though it is professionally cleaned before every stay, it's important for people with allergies to know that this is a cat house. Our home is professionally cleaned before every stay. We are completely committed to following Airbnb's Cleaning Protocol.

Inn at Newton Highlands, Suite 1, Apartment-Hotel
This gorgeous 2 bedroom, 2 1/2 bathroom suite at The Inn at Newton Highlands is pure luxury. It features a large and inviting living room, spacious bedrooms with private bathrooms, a private 500 sq.ft. deck, and everything else to make your stay comfortable and memorable. The suite has its own HVAC system. This suite is one of several luxury suites in a small boutique Inn which is located in the heart of Newton Highlands in a beautiful, fully remodeled historic building.

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.

1bd Boston apt - convenient & quiet
Small, private 1bd apt in Boston city neighborhood of Roslindale. - 5 mins walk to Roslindale Square for dining, groceries, bakeries and coffee shops - Trains to downtown (15min journey) just 2 mins away. - Green space on your doorstep. Harvard's tree museum, the beautiful Arnold Arboretum - Full kitchen, wifi, unrestricted on-street parking. Washer/Dryer. Shared outdoor space. - Value option in an expensive city

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.
Popular amenities for Dedham family-friendly rentals
Family-friendly home rentals with a hot tub

1790 Stone Manor Farm

Lakeside apartment, patio, hot tub, outside shower

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

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

Heart of Southie - Hot Tub + Walk to Top Bars

Hopkinton Mass 3+ Bedrooms - Great location!

Romantic Getaway w/private Jacuzzi• Fire Pit•

Oceanfront Pool. Close to Boston. Free Parking.
Family- and pet-friendly home rentals

Flower Farm Getaway 2BR, 20 Min To Boston

Charming 2-story private Guesthouse

Entire home 3 miles from Gillette, sleeps 7.

Upscale Boston 2 BR w/ Off Street Parking

Spacious 4 bedroom home with large yard

Pretzel Factory Loft w/Peloton

ThouArtHome, BC, DanaFarber, Parking, PetFriendly.

Cozy en suite w/ high ceilings
Family-friendly home rentals with a pool

Pool Is Open in Sept! Steps from Harbor + Old Town

Cozy Private Studio Unit w/ Laundry and Parking!

The Secret Garden 4 Bedroom, 7 Bed 3 Baths

The Murthy : Bright • Spotless • W/D

Amazing studio

Cozy Private Suite halfway between Cape & Boston

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

Spacious vacation unit in premium suburban town
When is the best time to visit Dedham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €184 | €189 | €181 | €206 | €219 | €298 | €178 | €178 | €186 | €192 | €189 | €189 |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 14°C | 19°C | 22°C | 22°C | 18°C | 11°C | 6°C | 0°C |
Destinations to explore
- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Boston College
- Canobie Lake Park
- Northeastern University
- Duxbury Beach
- MIT Museum
- Tufts University
- Crane Beach
- Harvard Square
- Quincy Market
- Saquish Beach
- Roger Williams Park Zoo





