Family-friendly vacation rentals in Westwood

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Westwood

Guests agree: these family-friendly homes 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

Condo in Plymouth

4.77 out of 5 average rating, 154 reviews

Clear Pond Pet Friendly Inn, Winter months 50% off

This pond front property offers a relaxing atmosphere with beautiful views of your private beach for swimming, kayaking and canoeing. You're a stone's throw from the Plymouth Rock, Plantation, and Plymouth Beach, along with all the restaurants and shops along the waterfront. Boston, Cape Cod, Nantucket, and Martha's Vineyard are only minutes from your doorstep. There is a walking trail for pets around an adjacent cranberry bog. Fire pits, private patio, and beach for your outdoor pleasure!

Guest favorite

Home in Providence

4.97 out of 5 average rating, 121 reviews

Charming 3 br apartment/East side

Beautiful 2 floor apartment/house (part of a duplex) with floral front yard and shady back garden. Close to Brown, RISD, downtown, etc. Fully furnished. Front and back private entrances. Kitchen stocked with cooking basics, including spices, and many utensils, small appliances and pots, pans, etc. Picnic basket, beach towels and mats, hand weights, yoga mat on premises. Suitable for entertaining indoors and out. Parking: 1 garage, 1 alley space. Can host 4 or 5 easily, but up to 6 is possible.

Guest favorite

Condo in Cambridge

4.89 out of 5 average rating, 136 reviews

#1A- Harvard & MIT location! 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

Apartment in Beverly

4.75 out of 5 average rating, 297 reviews

Salem/Beverly Last minute Christmas opening!

Last min. opening for Christmas week! 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 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

Apartment in Federal Hill

4.91 out of 5 average rating, 124 reviews

Comfy, Cozy City flat

Location! Location! Location! Come stay with a super host! Best of the west side/Providence sweet quiet, safe street. Lovely 1st fl. Queen bedroom and 2nd twin bedroom. Fully equipped eat in kitchen. Big, bright living rm. w big sofa for great hang out area. All cotton linens, original art, hardwoods and oriental rugs! No need for a car, within walking distance to 20 eateries and restaurants and less than a mile to downtown. Liquor store, mini-mart, laundromat & bakery around the corner.

Superhost

Cottage in Fairhaven

4.83 out of 5 average rating, 210 reviews

Cottage by the Bay

Cottage in Fairhaven, perfect for a vacation for a small family, a romantic getaway or a home away from home if you are in the area for business. Enjoy all a vacation has to offer. During warmer weather, walk to the public beach and boat ramp - swim, sun, boat. Spend evenings by the outdoor fireplace. When it is cold out side, enjoy parks, museums, arts and cultural events, with evenings spent enjoying hot chocolate in front of the gas stove as the fire blazes providing a cozy warmth.

Guest favorite

Home in North Kingstown

4.96 out of 5 average rating, 120 reviews

Private Family Friendly N Kingstown Guest House

Spacious, quiet, bright and private guest house in a beautiful family-friendly suburban neighborhood, halfway between Providence & Newport. Two-story residence with private entrance and on-site parking. First floor entrance into large master bedroom with ample closet space and full bathroom. Second floor walk up open concept living room, dining area, kitchen, TV, DVD player, AC, fireplace, washer/dryer and full bathroom. Tranquil views of backyard garden. Beach is minutes away.

Guest favorite

Home in Plymouth

4.95 out of 5 average rating, 232 reviews

PLYMOUTH CENTER - The Captain's House #1

A true downtown gem. Sparkling clean PRIVATE 1,600 sq ft HOUSE. Unbeatable location with all that Plymouth has to offer literally outside the door - restaurants, the harbor and historic sites (yet on a quiet street). Stylish, renovated 5 bedroom, 2 full bathrooms, laundry, a huge front porch and hidden backyard courtyard. Full kitchen, dining room, and living room. Park 2-3 cars in driveway. Central AC. A guest favorite that rarely disappoints.

Guest favorite

Home in Westminster

4.93 out of 5 average rating, 125 reviews

Wachusett Mountain Get-Away

This family home is spacious and accommodating for those looking to relax while away from the ski slopes or simply wanting to get away from the city. Situated nearby a plethora of hiking and mountain biking trails, lakes for fishing and paddling, the home is perfect for those craving the great outdoors. The home is 6 min from Wachusett Mountain Ski Resort, 3 min from the Wachusett Brewery, and 1 min from the 1761 Old Mill Restaurant.

Guest favorite

Home in North Andover

4.94 out of 5 average rating, 152 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!

Superhost

Apartment in West Newton

4.83 out of 5 average rating, 385 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.