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 Oakdale
4.85 out of 5 average rating, 122 reviewsWaterfront Round House View
Jan 11 – 18
Cottage in Cutchogue
4.69 out of 5 average rating, 187 reviewsLovely 2 BR Beach House No. Shore
Dec 17 – 24
Home in Bayport
4.84 out of 5 average rating, 156 reviewsExquisite spacious waterfront all modern-sleeps 8
Aug 22 – 29
Home in Westhampton Beach
4.93 out of 5 average rating, 134 reviewsHampton's Haven
Oct 30 – Nov 6
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsStunning Vinyard Views - Spring Special $475/Nt!
Feb 4 – 11
Home in Sag Harbor
4.82 out of 5 average rating, 132 reviewsNew! Sag Harbor Village Pool, Hot Tub &Beach House
Nov 12 – 19
Guest suite in Baldwin
4.91 out of 5 average rating, 229 reviewsVintage living.
Oct 14 – 21
Home in Southampton
4.82 out of 5 average rating, 198 reviewsCozy & Chic Summer Getaway near village/beaches
Feb 3 – 10
Family- and pet-friendly home rentals
Guest suite in Islip
4.79 out of 5 average rating, 291 reviewsSouth Shore Beauty in the Woods
Jun 20 – 27
Apartment in Hampton Bays
4.97 out of 5 average rating, 340 reviewsPrivate & Cozy Cottage with short walk to beach!
Nov 19 – 26
Guesthouse in Fairfield
4.96 out of 5 average rating, 173 reviewsSouthport, CT across from BEACH
Jan 5 – 12
Guest suite in Fairfield
4.94 out of 5 average rating, 358 reviewsPrivate Studio Apartment; Kitchen; Fully Furnished
Apr 9 – 16
Home in Fairfield
4.96 out of 5 average rating, 290 reviewsLuxurious Barn With New England Charm
Apr 5 – 12
Home in Huntington
4.85 out of 5 average rating, 260 reviewsNautical Farm House on Working Farm with Animals
Feb 27 – Mar 6
Home in East Hampton
4.93 out of 5 average rating, 140 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Nov 26 – Dec 3
Home in Southampton
4.96 out of 5 average rating, 130 reviewsWaterview, PoolOpenNow! DogsFree+Kayaks+PingPong
Mar 21 – 28
Family-friendly home rentals with a pool
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
Dec 4 – 11
Guesthouse in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
Aug 28 – Sep 4
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
Oct 25 – Nov 1
Home in Cutchogue
4.87 out of 5 average rating, 115 reviewsThe Perfect North Fork Escape
Oct 4 – 11
Home in East Hampton
4.92 out of 5 average rating, 128 reviewsHeated pool, games room, near beach, kid-friendly
Oct 23 – 30
Home in Sag Harbor
4.81 out of 5 average rating, 108 reviewsSag Harbor Gem, private, 4 Bedrooms, Pool w Summer
Jun 6 – 13
Home in Southampton
4.95 out of 5 average rating, 246 reviewsSouthampton Village Classic Summer Special!
Oct 25 – Nov 1
Home in Shinnecock Hills
4.96 out of 5 average rating, 69 reviewsHampton Waterview Gorgeous Yard w/Pool /Pizza Oven
Sep 8 – 15
Quick stats about vacation rentals that are family-friendly in Shirley
Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Total number of reviews
2.4K reviews
Nightly prices starting at
G$25,039 GYD before taxes and fees
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