Family-friendly vacation rentals in Old Saybrook
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Old Saybrook
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 Old Saybrook family-friendly rentals
Family-friendly home rentals with a hot tub
Cottage in Ledyard
4.9 out of 5 average rating, 150 reviewsWaterfront cottage overhanging the water!
Villa in Norwich
4.89 out of 5 average rating, 368 reviewsPeaceful Spa Escape minutes to Mohegan Sun Casino
Guest suite in Mansfield
4.95 out of 5 average rating, 195 reviewsCozy private apt 8 mins from UCONN - solar powered
Home in Sag Harbor
4.89 out of 5 average rating, 169 reviewsKiddo Approved! Heated Pool/Hotub Renovated Home
Home in Wading River
4.97 out of 5 average rating, 462 reviewsYour Zen Retreat
Home in Stonington
4.97 out of 5 average rating, 188 reviewsPerfect New England Getaway has a pool/ hot tub
Home in Cutchogue
4.96 out of 5 average rating, 191 reviewsPrivate Oasis W/Stunning Vinyard And Pool Views
Cabin in Colebrook
4.94 out of 5 average rating, 197 reviewsAdorable, storybook log cabin
Family- and pet-friendly home rentals
Home in East Haven
4.88 out of 5 average rating, 198 reviewsBeach Cottage by the Sea
Home in Cheshire
5.0 out of 5 average rating, 120 reviewsPool House
Home in Stony Brook
4.94 out of 5 average rating, 486 reviewsSpacious Studio Apartment- near SBU
Cabin in Voluntown
4.95 out of 5 average rating, 676 reviewsVinola-Lakeside Cabin on Beach Pond with Sauna
Cottage in Riverhead
4.97 out of 5 average rating, 129 reviewsSavor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Cabin in Chepachet
4.99 out of 5 average rating, 354 reviewsGorgeous cottage on pristine lake
Home in Groton
4.98 out of 5 average rating, 118 reviewsThe Iconic Dutch Bell in Downtown Mystic
Cottage in Guilford
4.93 out of 5 average rating, 245 reviewsCharm + location. Walk to beach, town, & harbor.
Family-friendly home rentals with a pool
Barn in Bethel
4.98 out of 5 average rating, 206 reviewsEscape to a Restored New England Antique Milk Barn
Guesthouse in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
Home in Montville
4.91 out of 5 average rating, 237 reviewsCasino Wine Down House***
Home in East Marion
4.95 out of 5 average rating, 104 reviews* Restored Farmhouse on the North Fork
Guest suite in East Hampton
4.89 out of 5 average rating, 223 reviewsPrivate Cozy Cottage with Pool / Private Beach
Home in East Hampton
4.93 out of 5 average rating, 144 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Home in Litchfield
4.93 out of 5 average rating, 167 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Home in East Hampton
4.87 out of 5 average rating, 188 reviewsHeated Salt Water Pool, Walk 2 Beach, Fence 4 Pup
Quick stats about vacation rentals that are family-friendly in Old Saybrook
Total rentals
90 properties
Wifi availability
80 properties include access to wifi
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Total number of reviews
2K reviews
Nightly prices starting at
$50 before taxes and fees
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- Family-friendly rentals Middlesex County
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