Family-friendly vacation rentals in Shirley
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Shirley
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 Shirley family-friendly rentals
Family-friendly home rentals with a hot tub
Home in North Fork
4.97 out of 5 average rating, 201 reviewsPrivate Oasis W/Stunning Vinyard and Pool Views
Cottage in Southampton
4.96 out of 5 average rating, 176 reviewsSecluded Southampton Cottage w/Pool & Spa
Home in Shippan Point
4.94 out of 5 average rating, 113 reviewsOCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
Home in Bellport
4.92 out of 5 average rating, 64 reviewsBellport Home: Pool, Hot Tub & Ping-Pong Oasis
Rental unit in Fire Island Pines
5 out of 5 average rating, 101 reviews"NORTH APT." Renovated 1 Br Apt. In Great Location
Home in Bayport
4.83 out of 5 average rating, 161 reviewsExquisite spacious waterfront all modern-sleeps 8
Home in Southampton
4.83 out of 5 average rating, 210 reviewsCozy & Chic Summer Getaway near village/beaches
Home in North Fork
4.93 out of 5 average rating, 451 reviewsBlue Bay Dream (Outdoor Jacuzzi, Cabana + Office)
Family- and pet-friendly home rentals
Home in Huntington
4.85 out of 5 average rating, 284 reviewsNautical Farm House on Working Farm with Animals
Home in North Fork
4.98 out of 5 average rating, 243 reviewsThe Greenport Bungalow
Cottage in Shelter Island
4.96 out of 5 average rating, 104 reviews3 Bedroom Cottage Gem
Home in East Hampton
4.95 out of 5 average rating, 225 reviewsPrivate beach Historical House with large property
Rental unit in Shelter Island Heights
4.91 out of 5 average rating, 245 reviewsSquire Chase House
Home in North Fork
4.91 out of 5 average rating, 101 reviewsNorth Fork Escape - Walk To Village, Beach, Parks
Home in East Hampton
4.94 out of 5 average rating, 155 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Cottage in Guilford
4.93 out of 5 average rating, 264 reviewsCharm + location. Walk to beach, town, & harbor.
Family-friendly home rentals with a pool
Home in Bellport
4.95 out of 5 average rating, 37 reviewsGorgeous Bellport Village Getaway with Heated Pool
Home in East Hampton
4.93 out of 5 average rating, 107 reviewsPrivate & Pristine with Pool and Kid’s Playard
Home in North Fork
4.88 out of 5 average rating, 123 reviewsThe Perfect North Fork Escape
Home in East Hampton
4.89 out of 5 average rating, 109 reviewsGorgeous East Hampton Getaway
Home in Sag Harbor
4.81 out of 5 average rating, 134 reviewsThanksgiving! Sag Harbor Gem!
Home in Southampton
4.94 out of 5 average rating, 270 reviewsSouthampton Village Classic-Summer Special!
Home in Bellport
4.98 out of 5 average rating, 62 reviewsCharming 2 Bedroom House with Pool and backyard
Guesthouse in Shelter Island
4.96 out of 5 average rating, 115 reviewsWaterfront carriage house studio
Quick stats about vacation rentals that are family-friendly in Shirley
Total rentals
40 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
3K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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