Family-friendly holiday 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.
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, 145 reviewsWaterfront cottage overhanging the water!
21–28 Feb
Guest suite in Mansfield
4.95 out of 5 average rating, 193 reviewsCozy private apt 8 mins from UCONN - solar powered
25 Sep – 2 Oct
Cottage in Cutchogue
4.69 out of 5 average rating, 187 reviewsLovely 2 BR Beach House No. Shore
22–29 Apr
Villa in Norwich
4.9 out of 5 average rating, 185 reviewsRomantic Spa Retreat minutes to Mohegan Sun Casino
2–9 Mar
Home in Sag Harbor
4.82 out of 5 average rating, 132 reviewsNew! Sag Harbor Village Pool, Hot Tub &Beach House
3–10 Nov
Home in Stonington
4.97 out of 5 average rating, 185 reviewsPerfect New England Getaway has a pool/ hot tub
14–21 Jan
Home in Norwich
4.82 out of 5 average rating, 183 reviewsGrand 9 BR Near Casinos
7–14 Mar
Home in Branford
4.95 out of 5 average rating, 55 reviewsAmazing Waterfront, Private Beach + Hot Tub
2–9 Oct
Family- and pet-friendly home rentals
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
19–26 Mar
Cottage in Middlefield
4.93 out of 5 average rating, 230 reviewsLake Beseck cottage
6–13 Apr
Guest suite in Brooklyn
4.92 out of 5 average rating, 153 reviewsAffordable In-Law Apartment in Brooklyn, CT
1–8 Feb
Flat in Glastonbury
4.9 out of 5 average rating, 409 reviewsQuiet 2 bed room apt w/ private entrance.
6–13 Feb
Cabin in Voluntown
4.95 out of 5 average rating, 596 reviewsEllis -Lakeside Cabin on Beach Pond with Sauna
24 Nov – 1 Dec
Home in Montauk
4.91 out of 5 average rating, 418 reviewsDITCH PLAINS SURF HOUSE
13–20 Dec
Cottage in Guilford
4.93 out of 5 average rating, 245 reviewsCharm + location. Walk to beach, town, & harbor.
21–28 Jan
Bungalow in Montauk
4.91 out of 5 average rating, 530 reviewsMontauk Oceanview with Fireplace (2)
25 Dec – 1 Jan
Family-friendly home rentals with a pool
Home in Montville
4.91 out of 5 average rating, 234 reviewsCasino Wine Down House***
9–16 Sep
Guest house in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
20–27 Sep
Apartment in Montauk
4.95 out of 5 average rating, 107 reviewsDeluxe Studio Apt@The Montauk Manor
12–19 Mar
Guest suite in East Hampton
4.89 out of 5 average rating, 222 reviewsPrivate Cozy Cottage with Pool / Private Beach
10–17 Oct
Apartment in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
17–24 Oct
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
12–19 Sep
Home in East Hampton
4.87 out of 5 average rating, 188 reviewsHeated Saltwater Pool, Walk to Beach, Dog Friendly
11–18 Nov
Home in East Hampton
4.92 out of 5 average rating, 128 reviewsHeated pool, games room, near beach, kid-friendly
23–30 Oct
Quick stats about holiday 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
$68 SGD before taxes and fees
Destinations to explore
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