Family-friendly holiday houses 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.
Holiday 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, 146 reviewsWaterfront cottage overhanging the water!
2 – 9 Dec
Guest suite in Mansfield
4.95 out of 5 average rating, 193 reviewsCozy private apt 8 mins from UCONN - solar powered
6 – 13 Oct
Home in Sag Harbor
4.89 out of 5 average rating, 166 reviewsKiddo Approved! Heated Pool/Hotub Renovated Home
19 – 26 Oct
Home in Wading River
4.96 out of 5 average rating, 457 reviewsYour Zen Retreat
5 – 10 May
Villa in Norwich
4.89 out of 5 average rating, 367 reviewsPeaceful Spa Escape minutes to Mohegan Sun Casino
24 Sept – 1 Oct
Guest suite in Warwick
4.8 out of 5 average rating, 214 reviewsPeaceful retreat in the city
12 – 19 Feb
Home in Stonington
4.97 out of 5 average rating, 185 reviewsPerfect New England Getaway has a pool/ hot tub
21 – 28 Mar
Home in Sag Harbor
4.82 out of 5 average rating, 132 reviewsNew! Sag Harbor Village Pool, Hot Tub &Beach House
20 – 27 Nov
Family- and pet-friendly home rentals
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
4 – 11 Apr
Cottage in Middlefield
4.93 out of 5 average rating, 230 reviewsLake Beseck cottage
11 – 18 Aug
Guest suite in Brooklyn
4.92 out of 5 average rating, 153 reviewsAffordable In-Law Apartment in Brooklyn, CT
18 – 25 Apr
Apartment in Glastonbury
4.9 out of 5 average rating, 409 reviewsQuiet 2 bed room apt w/ private entrance.
19 – 26 Dec
Home in Montauk
4.91 out of 5 average rating, 419 reviewsDITCH PLAINS SURF HOUSE
3 – 10 Jan
Cottage in Guilford
4.93 out of 5 average rating, 245 reviewsCharm + location. Walk to beach, town, & harbor.
2 – 9 Oct
Home in Stony Brook
4.94 out of 5 average rating, 479 reviewsSpacious Studio Apartment- near SBU
26 Oct – 2 Nov
Cabin in Voluntown
4.95 out of 5 average rating, 597 reviewsEllis -Lakeside Cabin on Beach Pond with Sauna
24 Nov – 1 Dec
Family-friendly home rentals with a pool
Home in Montville
4.91 out of 5 average rating, 234 reviewsCasino Wine Down House***
12 – 19 Sept
Cottage in Montauk
4.91 out of 5 average rating, 521 reviewsMontauk Oceanview
14 – 21 Nov
Guesthouse in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
20 – 27 Aug
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
15 – 22 Jan
Guest suite in East Hampton
4.89 out of 5 average rating, 222 reviewsPrivate Cozy Cottage with Pool / Private Beach
10 – 17 Oct
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
20 – 27 Dec
Barn in Bethel
4.98 out of 5 average rating, 203 reviewsEscape to a Restored New England Antique Milk Barn
29 Dec – 5 Jan
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
19 – 26 July
Quick stats about accommodation & holiday rentals that are family-friendly in Old Saybrook
Total rentals
90 properties
Wi-Fi availability
80 properties include access to Wi-Fi
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
$76 AUD before taxes and fees
Destinations to explore
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- Rentals with a patio Old Saybrook
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