Family-friendly vacation rentals in Medford

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Medford

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Rental unit in Winthrop

4.96 out of 5 average rating, 298 reviews

Cody's Place Boston Airport Pool/Beaches ParkFree

Retreat, relax, & refresh in your own private entry basement in law apartment of our well bunkered Beach House. BEST LOCATION across from the mighty Atlantic & Iconic Winthrop Arms Hotel/Restaurant. Take in the salty air & breathtaking sunrises. Steps from Ocean Sunrise & Sandy Beach Surf. Walking distance to public transport, restaurants, parks, or Uber/Walk to the center bars & other attractions. Vacation living. Ferry minutes to downtown Boston. 1 of 3 officially licensed AirBnB's in town.

Superhost

Home in Hull

4.81 out of 5 average rating, 161 reviews

Homey getaway by the beach

Cute and homey well furnished 3 bedroom apartment in an older 2 family beach house. 1 min walk away from the best and least crowded part of Nantasket Beach, and a short 5 min drive from the Hull downtown. Ideal for vacationers, visitors, and families, the house features 3 bedrooms, 2 full baths, a nice and well equip kitchen with quality Samsung appliances, and a small BBQ deck overlooking a private backyard with a picnic table and stone patio. The house is literally 175 Yards from the beach :-)

Guest favorite

Rental unit in Beverly

4.97 out of 5 average rating, 315 reviews

Upstairs of Victorian Near Beaches.

4 miles from downtown Salem, MA, USA. Close to commuter rail inbound to Boston or out to Rockport/Gloucester. Great location and neighborhood, very safe, residential; short walk to 3 beaches, seaside park, neighborhood market, or nearby coffee shop. 2 bed rm, queen bed in main bedroom, 2nd bedroom with 2 twin beds, 1.5 bath, large eat-in kitchen, dining rm, living rm, attic loft with sailboat v-birth platform bed, W/D in unit, front porch for relaxing with private entrance, parking in driveway.

Superhost

Condo in Cambridge

4.89 out of 5 average rating, 135 reviews

#1A-Cambridge Harvard MIT with In unit W/D!

WALK to Harvard, MIT and steps to all public trans & blue bikes! Gorgeous fully furnished (1 month minimum). stays! Great for visiting nurses, Harvard, MIT fellows! In-unit washer/dryer and full eat in kitchen with granite counters, dishwasher/disposal (all cooking utensils, etc.). Light filled living room with custom built in bookshelves, large bay windows, and great picture book collection... All wood floors. AC/WIFI/all utilities included! Pets (yes large dogs too) welcome approval only.

Guest favorite

Rental unit in Ipswich

4.88 out of 5 average rating, 268 reviews

Ipswich Apartment

The apartment, with a private entrance is located in downtown Ipswich. We are within walking distance to restaurants and the commuter rail, which services Salem, Boston etc. May - September, the CATA shuttle stops at the commuter rail station, a 3 minute walk. Some CATA services include Cranes Beach, and the town of Essex (famous for its clams and antique shops). You can also enjoy a river cruise down the Essex River there. Kayaking, canoeing, and fishing are also available in Ipswich.

Guest favorite

Rental unit in Beverly

4.75 out of 5 average rating, 295 reviews

Salem/Beverly/ North Shore- "Sea" Us This Season!

Bringing the gang to Boston's North Shore? Holiday visitors? You'll love this unfussy, spacious, apartment in historic Beverly. Plenty of room for the family! College visits, holidays & more. 1st floor with plenty of kitchen space. Explore the area from this central location on a quiet side street with parking. Walk to beaches, entertainment and a vibrant downtown with a great food scene. Just steps from the commuter rail with trains to Boston, Salem or points north! Let's book!

Guest favorite

Rental unit in Beverly

4.97 out of 5 average rating, 115 reviews

Beverly Cove-Minutes to beach

Minutes to Beverly beaches! Step inside this sunny 1743 Colonial to enjoy our second floor with your respite in mind. The simple charm lends itself to leave worries behind. There are lots of places to sit and think about everything or nothing at all! My favorite is the claw foot tub. Plush terry robes,a soft chaise,a cup of tea and you may not want to leave! A porch with many windows for early morning risers. A cup of coffee and surrounding pine trees! Heaven! Plan a visit!

Guest favorite

Home in Newton

4.94 out of 5 average rating, 191 reviews

Modern, warm & inviting home!

Looking for a place to gather family for a week away or need a short term corporate rental? Great spot whether you need a place to stay while in town for a wedding, sporting event, visit w/ relatives or friends, or business. Bring the whole family and explore Boston and surrounding areas while here! Brand new construction 5 bedroom home recently furnished to suit your needs. Centrally located with access to public transportation for those looking to explore!

Guest favorite

Condo in East Boston

4.95 out of 5 average rating, 186 reviews

Family Home + Near Downtown + Cool Backyard!

Welcome to our family home. It's convenient, comfortable, safe, and close to downtown Boston! We have a backyard and open space with a beautiful deck. It's a great place to spend time and enjoy a peaceful outdoor setting in the city. Located in the waterfront neighborhood of Jeffries Point, East Boston. A 5-minute walk to lovely parks and the HarborWalk. And just ONE SUBWAY STOP to downtown Boston. We love Boston - and hope we can share it with you!

Guest favorite

Home in North Andover

4.94 out of 5 average rating, 150 reviews

Nana-tucket Inn

Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!

Guest favorite

Home in Brighton

4.97 out of 5 average rating, 163 reviews

Clean, spacious condo just steps from the MBTA

Perfect location for you to rest and relax during your Boston vacation. Located in a great area just 0.2 miles from the Green MBTA B Line, which will take you right to Fenway Park (3.4 mi) or Downtown Boston. The condo is 1.5 mi to Boston College, 3 mi from Longwood Medical area. Located on the top floor of a beautiful, fully renovated Victorian home. Central heat and air! Located on a very safe street in Brighton.

Superhost

Home in Canton

4.83 out of 5 average rating, 165 reviews

3 bedroom impeccable private home, quiet street

Clean, quiet house with 3 bedrooms, full kitchen, fenced in yard, smart TVs (no cable). Quiet, safe, clean neighborhood, close to restaurants, and amazing outdoor destinations (Blue Hills reservation for hiking, swimming, photography, biking, etc), also golf course, horse barns, rock climbing, ice rink and more! Please note, the driveway and yard are shared with the downstairs unit.