
Family-friendly vacation rentals in Wellesley
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wellesley
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Wellesley family-friendly rentals
Family-friendly home rentals with a hot tub

Home in West Roxbury
4.71 out of 5 average rating, 7 reviewsLuxury Ultra Modern House in Newton ; Boston

Cottage in Newbury
4.67 out of 5 average rating, 3 reviewsOcean Front house on Plum Island

Home in Hopkinton
4.95 out of 5 average rating, 147 reviewsHopkinton Mass 3+ Bedrooms - Great location!

Home in Newbury
4.98 out of 5 average rating, 51 reviewsPlum Island - Luxury Beach House

Home in Essex
4.73 out of 5 average rating, 12 reviewsRustic Lux Farm House with Simplistic Elegance

Home in Gloucester
4.9 out of 5 average rating, 10 reviewsSteps to Good Harbor Beach

Guest suite in Canton
4.72 out of 5 average rating, 106 reviewsNewly renovated, close to Foxboro and Boston

Home in Plymouth
4.87 out of 5 average rating, 79 reviewsAmazing ocean front 3 bedroom
Family- and pet-friendly home rentals

Home in Wakefield
4.96 out of 5 average rating, 252 reviewsWelcoming 7-room house <15 miles to Boston & Salem

Cabin in Rockport
4.97 out of 5 average rating, 439 reviewsThe Solar Powered Dogtown Cabin at Applecart Farm

Apartment in South End
4.96 out of 5 average rating, 365 reviewsCharming South End Duplex (Pets Ok)

Home in Salem
4.94 out of 5 average rating, 145 reviewsQuaint Little New Hampshire Lake House Getaway!

Home in Beverly
4.95 out of 5 average rating, 152 reviewsLovely 2 Bedroom Victorian 1.5 Blocks To Ocean!!!
Home in Medford
4.84 out of 5 average rating, 135 reviewsSunny home minutes from Boston. Free parking.

Apartment in Cambridge
4.87 out of 5 average rating, 434 reviewsCambridge Getaway @ Harvard & MIT

Home in Plymouth
4.96 out of 5 average rating, 157 reviews1 of a Kind Pond-Front Home, Minutes from Downtown
Family-friendly home rentals with a pool

Home in Plymouth
4.96 out of 5 average rating, 55 reviewsOur families slice of heaven

Home in Woodstock
4.94 out of 5 average rating, 233 reviewsCedar Ridge: House or House+Apartment

Farm stay in Rutland
4.96 out of 5 average rating, 357 reviewsFarm Living

Townhouse in Groton
5 out of 5 average rating, 75 reviewsPotager Farm Private Townhouse

Home in Plymouth
4.81 out of 5 average rating, 21 reviewsLuxurious Beach Home

Home in Manchester-by-the-Sea
4.75 out of 5 average rating, 4 reviewsCountry Estate, Heated Pool, near beach

Home in Hull
4.96 out of 5 average rating, 23 reviewsSpacious 3-BR Furnished Beach Home
Quick stats about vacation rentals that are family-friendly in Wellesley
Total rentals
20 properties
Nightly prices starting at
$86 CAD before taxes and fees
Total number of reviews
470 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
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