Kid-friendly vacation rentals in Brookline

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Brookline

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

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Guest favorite

Apartment in Winthrop

4.96 out of 5 average rating, 301 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

Apartment in Cambridge

4.83 out of 5 average rating, 18 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

Apartment in Roxbury

5 out of 5 average rating, 24 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

Home in Hyde Park

4.91 out of 5 average rating, 324 reviews

~*30min to Downtown*~ THE COSMOPOLITAN

Stylish contemporary kid-friendly apartment on the first floor of a multi-family. Bright and roomy bedrooms with a large eat-in kitchen. Central air conditioning. Plenty of free street parking. Access to shared laundry room. Located in Hyde Park neighborhood, 30 minute drive into downtown Boston. Professionally cleaned and disinfected. Room 1: Queen size bed, closet, TV Room 2: Queen size bed, closet Room 3: Living room couch bed, closet, TV Entryway: Includes Mrs. Pac Man wall arcade

Guest favorite

Apartment in Swampscott

4.89 out of 5 average rating, 103 reviews

Ocean views, Large Deck, Grill, Kid/Dog Friendly

The product of a complete gut renovation in 2020. The unit is 300 yards to Fisherman's Beach at the bottom of the street. The apartment is the 1st floor of a two family home (our family lives upstairs). It consists of 2 bedrooms, 2 full baths, pro kitchen, open living/dining area. The driveway can fit 2 cars (tight). There is additional parking at the bottom of the street. Please see house rules settings for holiday minimum bookings. We are pet friendly, but require case by case approval.

Guest favorite

Apartment in Beverly

4.75 out of 5 average rating, 297 reviews

Salem/Beverly-Now booking for all of 2025!

Winter deal- 125 pr night. 3 night minimum- stays through 3/15. Bringing the gang to Boston's North Shore? You'll love this unfussy, spacious, apartment in Beverly. Plenty of room for the family! College visits, holidays & more. 1st floor with spacious eat in kitchen. Centrally located on a quiet side street with parking. Walk to beaches, entertainment, a vibrant downtown with a great food scene and just steps from the commuter rail with trains to Boston, Salem or points north!

Guest favorite

Guest suite in Marblehead

4.91 out of 5 average rating, 228 reviews

"Sweet 57" - private entrance suite

Suite with private entrance in quiet family home. Includes kitchenette with a microwave, mini fridge, and coffee maker. Washer/dryer available for week+ long stays (subject to host assistance). Includes access to family room with tv. Ample closet space. Beach chairs, towels, & bikes available. Come for a day or a week. You will not run out of things to do and will find your accommodations private, quiet and safe. NO SMOKING permitted in or anywhere near home.

Guest favorite

Home in Hull

4.95 out of 5 average rating, 21 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 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.

Guest favorite

Apartment in West Newton

4.83 out of 5 average rating, 386 reviews

Airy, Sunny, CLEAN 2 BR in Waltham- 15 min BOS

CLEAN 2 bedroom with updated kitchen (granite counter top) and bathroom. Minutes to vibrant Moody Street for restaurants (great selection range from good old American food to Asian), local homemade ice cream shop, shops and a movie theater. Quiet, convenient location- 15 minutes to Boston and close to Brandeis University, Regis College, Bentley College and Lasell College.

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.

Guest favorite

Guesthouse in West Roxbury

4.95 out of 5 average rating, 191 reviews

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. Besides the pool, there are two garden ponds where we keep decorative fish, and a regular parade of various types of birds and even wild turkeys and deer.