Family-friendly holiday houses in Winthrop
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winthrop
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winthrop family-friendly rentals
Family-friendly home rentals with a hot tub
Townhouse in Newton
4.8 out of 5 average rating, 218 reviewsAiry 3 BR House w/ Outdoor Hot Tub Sauna EV Charge
Apartment in Boston
4.77 out of 5 average rating, 283 reviewsModern, Spacious 1BR for 4 - Easy Marathon Access!
Home in Lexington
5.0 out of 5 average rating, 3 reviewsMagnificent 4-Bed With Master Suite Near Center
Home in Newton
4.75 out of 5 average rating, 53 reviewsBeautiful 6000 sq ft home 7 miles to Copley Sq.
Home in Gloucester
4.9 out of 5 average rating, 10 reviewsSteps to GOOD HARBOR BEACH!
Apartment in Lexington
4.5 out of 5 average rating, 12 reviewsCozy Apartment in Lexington MA
Apartment in Boston
4.9 out of 5 average rating, 50 reviewsSouth Boston. Minutes away from Convention Center
Family- and pet-friendly home rentals
Home in Hull
4.81 out of 5 average rating, 151 reviewsHomey getaway by the beach
Guest suite in Salem
4.83 out of 5 average rating, 599 reviewsSalem House
Barn in Essex
4.9 out of 5 average rating, 135 reviewsThe Salt March Loft/Downtown Location/Views
Barn in Carlisle
4.87 out of 5 average rating, 368 reviews✨Private Studio w/ Loft Center Historic Carlisle✨
Apartment in Concord
4.94 out of 5 average rating, 213 reviewsBishop Suite - Private suite in historic Concord
Home in Everett
4.9 out of 5 average rating, 271 reviews#7 Comfortable Spacious Home Near Boston + Parking
Guest suite in Concord
4.95 out of 5 average rating, 243 reviews2 BR Suite, Private Entrance, Woodlands, Quiet
Apartment in Arlington
4.93 out of 5 average rating, 155 reviewsVictorian Arlington Apt. Near Cambridge & Transit
Family-friendly home rentals with a pool
Apartment in Holliston
4.95 out of 5 average rating, 111 reviewsLake Link
Home in North Andover
4.94 out of 5 average rating, 131 reviewsNana-tucket Inn
Villa in Cambridge
4.99 out of 5 average rating, 195 reviewsPhil's Harvard & MIT Home
Guest suite in Canton
4.7 out of 5 average rating, 91 reviewsNewly renovated, close to Foxboro and Boston
Cottage in Westford
4.91 out of 5 average rating, 33 reviewsBeach & pond cottage ! Westford MA and Boston!
Home in Manchester-by-the-Sea
4.75 out of 5 average rating, 4 reviewsCountry Estate, Heated Pool, near beach
Home in Newton
4.71 out of 5 average rating, 7 reviewsLuxury Ultra Modern House in Newton ; Boston
Quick stats about accommodation & holiday rentals that are family-friendly in Winthrop
Total rentals
60 properties
Wi-Fi availability
60 properties include access to Wi-Fi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Total number of reviews
2.5K reviews
Nightly prices starting at
$152 AUD before taxes and fees
Destinations to explore
- Cape Cod Accommodation & holiday rentals
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- Family-friendly rentals United States
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