
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

Villa Flora @ Norwich Inn & Spa

Cozy private apt 8 mins from UCONN - solar powered

Private Oasis W/Stunning Vinyard and Pool Views

Your Zen Retreat

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

(°) The Wandering Peacock (°)

Perfect New England Getaway has a pool/ hot tub

1800 Historical East Hampton Home, 1 Mile to Town!
Family- and pet-friendly home rentals

Large estate with pond near beaches

Mountaintop Skyloft

Elegant Modern Artist's Residence

Maritime Village Getaway with Backyard

Litchfield County Getaway

Cozy Farmhouse Retreat in North Fork, NY

Cozy Little Cottage
Flamig Farm Staycation
Family-friendly home rentals with a pool

Private & Pristine with Pool and Kid’s Playard

The Perfect North Fork Escape

Gorgeous East Hampton Getaway

Garden Level Suite with Beautiful Pool

8 Bedroom, 4 full bath residence with 40' pool

Exclusive Sag Harbor Compound

Waterfront carriage house studio

Stunning Views, Bucolic Bliss in 1790s Farmhouse
Quick stats about vacation rentals that are family-friendly in Old Saybrook
Total rentals
100 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
2.6K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wifi availability
100 properties include access to wifi
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Cooper's Beach, Southampton
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Woodmont Beach
- Amagansett Beach
- Quotonset Beach
- Ocean Beach Park
- Giants Neck Beach
- Jennings Beach
- Seaside Beach
- Blue Shutters Beach
- Point Judith Country Club
- Silver Sands Beach
- Bayview Beach
- South Jamesport Beach
- Attawan Beach
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