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Kid-friendly holiday rentals in Massachusetts

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Massachusetts

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

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Home in Dennis

4.8 out of 5 average rating, 56 reviews

Walk to Sea St. beach & restaurants - Cape Cod 👙⛱

Discover the perfect beach retreat in this fully updated 4-bed, 2-bath home in Dennis Port. It features a stunning kitchen, hardwood floors & modern bathrooms. Stay comfortable with central AC, new windows & recessed lighting . Enjoy the convenience of in-home laundry and spacious living areas. With multiple beaches and restaurants nearby, this house is perfectly situated. Plus, it's freshly painted inside for a welcoming feel. Book now and experience the best of modern beach living in Cape Cod!

Flat in Amesbury

4.85 out of 5 average rating, 115 reviews

Private, 2bd, 1st floor unit in historic Amesbury

Your family will be close to everything when you stay at this centrally-located Antique New England getaway . Recently renovated, but tastefully original. Everything you need is within walking distance; shopping, grocery, dining, lake, short drive/ride to beach. The space is about 900sqft; 1 bathroom, king bedroom, queen bedroom, queen pull-out couch, and an additional room in which a twin bed can be put (upon request). It will comfortably hold 4 adults, but will accommodate up to 7.

Guest favourite

Home in Tisbury

5 out of 5 average rating, 15 reviews

Family Friendly 5 BR, Walk to Town, Beach & Ferry!

Ideal rental for families and friends! Two fully equipped kitchens, two fully furnished outdoor spaces, oversized deck with grill, washer/dryer, sleeps 10 (2 King, 2 Queen, Full over Full bunk beds) 3 living spaces, 2 pack and plays, 2 full baths, outdoor shower, large yard, and central a/c in every room! No ferry ticket? No car? No problem! This home is located close enough to the Vineyard Haven ferry for a quick bike ride or comfortable walk. Walking distance to trails and beach!

Cottage in Barnstable

5 out of 5 average rating, 35 reviews

Charming Cottage, Walk to Beach, Whale Watch, Town

As seen on the pages of This Old House Magazine, The Cape Cod Times, & featured in a calendar of relaxing porches of Cape Cod, Sonny by the Sea is the perfect place to spend your vacation. Surrounded by all the beauty and charm of Cape Cod, but tucked into a quiet little neighborhood, there is so much to see and do that you could park your car and never use it again. Beautiful, super clean 2 bedroom, 1 full bath home with central air conditioning, wifi, linens, washer/dryer.

Guest favourite

Home in Yarmouth

4.9 out of 5 average rating, 454 reviews

Beach House, Harbor View and Family Friendly.

Our house is a stones throw from the beach. The harbor, Hyannis, downtown, cafes, restaurants, anywhere from 5 star dining to family-friendly dining are all in walking distance. Several family friendly activities are very close. You’ll love our place because of the walk to the family friendly beach, the ambiance, the ocean view and the neighborhood feel. Our place is good for couples, solo adventurers, business travelers, fishermen, families (with kids) and large groups.

Guest favourite

Cottage in Barnstable

4.99 out of 5 average rating, 139 reviews

Beach Glass Cottage - Pond Front

Come stay at the Beach Glass Cottage! A pristine pond front, completely renovated and tastefully decorated, 3 bedroom, 2 bathroom cottage in the heart of Hyannis. Truly the perfect get-a-way for family and friends. The Beach Glass Cottage is tucked away from the action, but within walking distance to Main Street Hyannis, which features eclectic shops, restaurants, bars, ice cream with mini golf and the Cape Cod Melody Tent is a short walk from the cottage as well.

Home in Falmouth

4.9 out of 5 average rating, 63 reviews

Gorgeous! beach home steps from beach and downtown

Welcome to our wonderful vacation home- a 5 min walk to town and an 8 minute walk to Surf Drive beach- which has amenities including restrooms, showers, food stand which has healthy options, and a calm stretch of water perfect for little ones. Our spacious home features large gathering areas but is plenty large to find privacy. The huge yard is perfect for lazy summer evenings spent home and features a swingset and all of the yard toys your family could want!

Guest favourite

Cottage in Hyannis

4.92 out of 5 average rating, 119 reviews

Beautifully Updated, Classic Cape in Hyannisport

NEWLY RENOVATED KITCHEN & LIVING ROOM Within 1/2 mile to the beach, historic Hyannisport, downtown Hyannis Main Street, restaurants, Melody Tent and nightlife. -New mattresses on beds. Private setting. Very quiet neighborhood. Includes Beach Parking Pass -($25 daily) for all Barnstable Beaches. Great for families & groups over the age of 25. * Sheets, towels, beach chairs, and much, much more * No parties, excessive noise , pets, or smoking permitted.

Guest favourite

Home in Westport

4.85 out of 5 average rating, 104 reviews

Beach Home – Family Friendly - Solar Powered

1.5 mile to beautiful Horseneck beach. On 2 acres of woods & lawn. Large deck for grilling, outdoor shower, fire pit & large swing set. Spacious & bright layout with cathedral ceilings and hardwood floors . Family friendly private neighborhood. ABSOLUTELY NO PARTIES. IF YOU ARE LOOKING FOR A PLACE TO PARTY, PLEASE GO SOMEWHERE ELSE. WE WILL ASK GUESTS TO LEAVE IF THIS POLICY IS NOT FOLLOWED.

Guest favourite

Home in Falmouth

4.94 out of 5 average rating, 304 reviews

Absolutely Adorable 4 Bedroom Ranch

Property is very close to beach at lovely, freshwater Jenkins Pond. This nicely furnished rental has a fabulous lower level family/TV room with add'l sleeping area and a full bath. Outdoors there is a large yard with a large deck and outside shower during the summer season. Minimum 2-night stay, rates may vary depending on season, weekly and monthly rate available.

Guest favourite

Apartment 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 favourite

Home in Dennis

4.84 out of 5 average rating, 139 reviews

Cozy Centrally Located 3BR Cottage

Cozy, quaint Cape Cod cottage centrally located to all Cape Cod attractions, golf and beaches. Steps from Swan Pond for kayaking, swimming, and fishing. This adorable cottage has everything required for a fun and restorative Cape Cod family vacation! Located in the heart of Cape Cod, it is central to all the Cape has to offer.

Holiday rentals for every style

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Cottages

Quaint homes, peaceful surroundings

Bungalows

Intimate homes, inviting architecture

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A space that's all yours, with room for everyone

Popular amenities for Massachusetts family-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Home in Wellfleet

4.71 out of 5 average rating, 48 reviews

Wellfleet, MA. Cape Cod sleeps 8

Home in Natick

4.79 out of 5 average rating, 66 reviews

*Cozy Single Family, 4 Beds, 2 Baths, Office Space

Home in Sandwich

4.78 out of 5 average rating, 18 reviews

Holiday in the sun!

Home in Wareham

4.75 out of 5 average rating, 187 reviews

Quaint Oceanside Cottage with Boat Mooring

Guest favourite

Home in Falmouth

4.93 out of 5 average rating, 123 reviews

Cute Single Family Home in Nice Neighborhood

Guest favourite

Home in Northampton

5 out of 5 average rating, 33 reviews

Child-Friendly Northampton/Florence House!

Home in Framingham

4.84 out of 5 average rating, 77 reviews

Near Boston Beautiful 3 Bedroom in Framingham, MA

Home in Barnstable

4.85 out of 5 average rating, 65 reviews

Family Friendly, Close to everything, Beach Pass,

Family-friendly apartment rentals

Guest favourite

Flat in Chatham

4.93 out of 5 average rating, 216 reviews

Charming Downtown Chatham Apartment

Guest favourite

Flat in Cambridge

4.86 out of 5 average rating, 633 reviews

Lovely East Cambridge Apartment

Flat in Boston

4.88 out of 5 average rating, 583 reviews

3 bed apt next to T- fast wifi-off street parking

Guest favourite

Flat in Northampton

4.85 out of 5 average rating, 523 reviews

Parkside downtown cozy apartment

Guest favourite

Flat in Newburyport

4.98 out of 5 average rating, 177 reviews

City Loft | Group Getaway | King Downtown Location

Flat in Malden

4.81 out of 5 average rating, 189 reviews

ENTIRE APARTMENT 3 BEDROOM CLOSE TO BOSTON

Guest favourite

Flat in Boston

4.84 out of 5 average rating, 172 reviews

Modern luxe 1st Flr 2BR apartment steps from train

Guest favourite

Flat in Northampton

4.98 out of 5 average rating, 690 reviews

Tree Top Suite, cozy downtown apartment

Family-friendly apartment rentals

Guest favourite

Apartment in Brewster

4.97 out of 5 average rating, 178 reviews

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

Guest favourite

Apartment in Dennis

4.94 out of 5 average rating, 169 reviews

#6 Ocean Oasis Studio, 300 Yards to Glendon Beach

Guest favourite

Apartment in Dracut

4.85 out of 5 average rating, 113 reviews

Cozy Entire Unit Condo close to UMASS Lowell

Apartment in Provincetown

4.91 out of 5 average rating, 211 reviews

Romantic Seaside Escape InThe Heart Of P-town

Guest favourite

Apartment in Dennis

4.86 out of 5 average rating, 197 reviews

The 5 minute walk to beach Super Cute Beach Condo

Guest favourite

Apartment in Provincetown

4.93 out of 5 average rating, 100 reviews

Modern, clean waterviews

Guest favourite

Apartment in Brewster

4.87 out of 5 average rating, 216 reviews

Shining Sea Condo

Guest favourite

Apartment in Provincetown

4.86 out of 5 average rating, 116 reviews

Commercial Street Cozy 1/1 In The Center of Ptown!

Destinations to explore