Kid-friendly vacation rentals in Medford

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Medford

Guests agree: these kid-friendly rentals 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.

Guest favorite

Home in Scituate

4.94 out of 5 average rating, 17 reviews

Button Beach Cottage

Capture the breeze of the coast at Button Beach Cottage! •5 min walk to beach. •Brand new remodel. •Family friendly. •Oceanview balcony. •Luxury bunk room. •Dedicated workspace. •Outdoor dining area on spacious deck directly off kitchen. •Access to lifeguard beach Primary BR: king bed, TV, reading nook, ocean view & balcony. BR #2: queen bed, dedicated work space, ocean view & balcony. Bunk room: 5 twin beds with play space. Full bath on each floor. Tub, standing shower, washer & dryer.

Superhost

Rental unit in Cambridge

4.87 out of 5 average rating, 15 reviews

Elegant 3-Bed Oasis in Cambridge Near Harvard/MIT

Welcome to your Cambridge retreat! This spacious, newly remodeled 3-bdrm home plus futon offers 1,600 sq ft of stylish, light-filled space just steps from the Charles River and minutes from Harvard Square. With two and a half baths, it's perfect for families, business travelers, and friends. Enjoy scenic paths nearby, easy access to cafes, shops, and transit to Boston. Speedy Wi-Fi, smart TVs, and a fully equipped kitchen ensure comfort. Book now to experience the best of Cambridge and Boston!

Guest favorite

Rental unit in Roxbury

5 out of 5 average rating, 20 reviews

Spacious & Stylish 4-BR w/ 4-BA Apt near DT

Welcome to our beautifully decorated and amenity-rich 4 bedroom, 4 bathroom unit! Enjoy the comfort of a well-furnished space, designed to cater to your every need for a hassle-free stay. Ideally situated, our unit offers easy access to Boston's attractions, universities, hospitals, the airport, and more. Whether you're here for leisure or work, this luxurious retreat promises a memorable experience. Book now for a delightful stay in a location that perfectly blends comfort with convenience.

Guest favorite

Cottage in Newbury

4.84 out of 5 average rating, 110 reviews

Sunset Bliss Beach 3 min + wood burning fireplace

Peaceful Plum Island cottage, renovated fall of 2018 and 2023 with New England coastal charm. Open floor plan and water views of the marsh, a short 3 minute walk to the beach. Watch the sun rise over the Atlantic and enjoy the spectacular sunset directly in front of the house for a nightly show. Walk to Plum Island Grill and the Sunset Club for cocktails and dinner. Beach, boating, fishing, wildlife sanctuary, and the historic downtown Newburyport all just 40 miles from Boston!

Guest favorite

Home in Rockport

5 out of 5 average rating, 14 reviews

Adorable renovated house, steps from Front Beach

This charming home was recently fully renovated. The brand new kitchen features stunning granite countertops and stainless steel appliances. The large living/dining room features a 55" flat-screen TV comfy seatingnd a dining table for 4. There is a king bed in the Master Bedroom, along with a TV, ceiling fan, and air conditioning. The second bedroom has a twin daybed, with a second twin trundle bed underneath. The backyard features a patio with a seating for 4 and a gas grill.

Guest favorite

Home in Hull

4.95 out of 5 average rating, 19 reviews

Every room a water view updated kitchen & bath

Make some memories at this unique and family-friendly place. 5 minute walk to commuter boat/ferry to Boston, Ma/Logan airport. Ferry ride is 15-30 minutes depending if boat is direct to Boston, MA or stops at Logan or Hingham. Please check ferry schedule as it changes to weekday only in the off season. The house is 28 miles south of Boston. Panoramic water views. Beach access across the street. Vacation or work from home with water views from every window.

Guest favorite

Home in Gloucester

4.91 out of 5 average rating, 120 reviews

Gloucester Beach House, near Good Harbor Beach!

Delightful 4 bedroom cape house, with fabulous covered porch, and a corner, flat yard, welcomes you any season of the year! Well situated less than a half mile behind Good Harbor beach in Gloucester, MA. Rockport's Long Beach also nearby this beachy neighborhood. Private off-street parking for multiple cars, full eat-in, well equipped kitchen, laundry, gas grill, outdoor shower, air conditioners, cable, and WiFi round out this cozy well decorated home!

Guest favorite

Cottage in Newburyport

4.93 out of 5 average rating, 107 reviews

Sunset Waterfront Privacy Beach

Newly renovated waterfront with private beach and panoramic views. Enjoy the private pool (heated June through September). Unmatched privacy and large outdoor living. Front row wildlife views of marsh. Bikes to venture out and discover the island. Evenings by the firepit watching the tides roll in. Amazing sunsets! Private sleeping loft in bedroom 3 perfect for older kids. Modern kitchen with a washer/dryer combo. Wake up to a fresh Tea or Coffee.

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

Cottage in Stow

4.95 out of 5 average rating, 151 reviews

White Pine Cottage

Cozy 1930s cottage in Stow, MA with modern amenities. Great landing pad if you are visiting the area. Located in quiet neighborhood with very little traffic. Convenient to local farms, orchards, golfing, parks and more. Hudson, Sudbury and Maynard's restaurants and shops 15 minutes away and big city Boston / Cambridge only 40 minutes.

Guest favorite

Condo in Salem

4.97 out of 5 average rating, 165 reviews

The River House Salem North Fields neighborhood

Your family will be close to everything when you stay at this centrally-located place. MBTA 5 min. walk, play ground, tennis court and basketball courts across the street. Public access to rivers high tide for kayaking across the st. Great for families and Friends Salem getaway.. There will be tennis rackets, basketballs for your use.