Family-friendly holiday 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.
Holiday 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
23–30 Jun
Home in Bayport
4.84 out of 5 average rating, 156 reviewsExquisite spacious waterfront all modern-sleeps 8
15–22 Apr
Home in Westhampton Beach
4.93 out of 5 average rating, 134 reviewsHampton's Haven
30 Oct – 6 Nov
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsStunning Vinyard Views - Spring Special $475/Nt!
19–26 Mar
Cottage in Cutchogue
4.69 out of 5 average rating, 187 reviewsLovely 2 BR Beach House No. Shore
19–26 Apr
Home in Sag Harbor
4.82 out of 5 average rating, 132 reviewsNew! Sag Harbor Village Pool, Hot Tub &Beach House
17–24 Sept
Guest suite in Baldwin
4.91 out of 5 average rating, 229 reviewsVintage living.
29 Aug – 5 Sept
Home in Southampton
4.82 out of 5 average rating, 198 reviewsCozy & Chic Summer Getaway near village/beaches
28 May – 4 Jun
Family- and pet-friendly home rentals
Guest suite in Islip
4.79 out of 5 average rating, 291 reviewsSouth Shore Beauty in the Woods
1–8 Nov
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
8–15 Apr
Guest suite in Cutchogue
4.88 out of 5 average rating, 587 reviewsWalk to Vineyards, Beaches, Farms & Town
12–19 Aug
Flat in Hampton Bays
4.97 out of 5 average rating, 340 reviewsPrivate & Cozy Cottage with short walk to beach!
2–9 Apr
Guest house in Fairfield
4.96 out of 5 average rating, 173 reviewsSouthport, CT across from BEACH
9–16 Feb
Home in Fairfield
4.96 out of 5 average rating, 290 reviewsLuxurious Barn With New England Charm
5–12 Apr
Home in Huntington
4.85 out of 5 average rating, 261 reviewsNautical Farm House on Working Farm with Animals
27 Feb – 6 Mar
Guest house in South Salem
4.93 out of 5 average rating, 220 reviews1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
18–25 Jan
Family-friendly home rentals with a pool
Guest house in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
28 Jul – 4 Aug
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
8–15 Oct
Home in Southampton
4.96 out of 5 average rating, 130 reviewsWaterview, PoolOpenNow! DogsFree+Kayaks+PingPong
7–14 Jun
Home in Southampton
4.88 out of 5 average rating, 193 reviewsSecluded Southampton Luxury Estate. 286
25 Oct – 1 Nov
Guest suite in East Hampton
4.89 out of 5 average rating, 222 reviewsPrivate Cozy Cottage with Pool / Private Beach
3–10 Oct
Home in Cutchogue
4.87 out of 5 average rating, 116 reviewsThe Perfect North Fork Escape
27 Sept – 4 Oct
Home in Yorktown Heights
4.88 out of 5 average rating, 119 reviewsCozy winter getaway 1 hr from NYC!
23–30 Sept
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 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
£96 before taxes and fees
Destinations to explore
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