Kid-friendly holiday rentals in Shelter Island
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Shelter Island
Guests agree: these family-friendly rentals 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 Shelter Island family-friendly rentals
Kid-friendly house rentals
Home in Greenport
4.98 out of 5 average rating, 144 reviewsGreenport Village walking distance to all
10–17 May
Home in East Hampton
4.95 out of 5 average rating, 191 reviewsRex- East Hampton Cottage- 5 stars
11–18 Jun
Home in Sag Harbor
4.95 out of 5 average rating, 129 reviewsLuxury Private King Suite + 2 Floor Living Space
6–13 Oct
Home in East Hampton
4.97 out of 5 average rating, 120 reviewsEast Hampton (walking distance to village)
30 Oct – 6 Nov
Home in Sag Harbor
4.97 out of 5 average rating, 124 reviewsRelax into Coastal Life at a Sun-Drenched Sag Harbor Home
24 Nov – 1 Dec
Home in East Hampton
4.94 out of 5 average rating, 202 reviewsPrivate beach Historical House with large property
4–11 Feb
Home in Shelter Island
5.0 out of 5 average rating, 50 reviewsCASA GYPSEA - a chic and peaceful 3 bedroom house
6–13 Feb
Home in Shelter Island
4.92 out of 5 average rating, 73 reviewsFamily Friendly Island Home
5–12 May
Family-friendly apartment rentals
Flat in Southold
4.96 out of 5 average rating, 100 reviewsBright, Southold Studio Apt near beach & town
16–23 Sep
Flat in Sag Harbor
4.92 out of 5 average rating, 133 reviewsWhaling Captain Pierson's Apartment TOO
1–8 Feb
Flat in Sag Harbor
4.98 out of 5 average rating, 117 reviewsSag Harbor Retreat
19–26 Jan
Flat in Sag Harbor
4.84 out of 5 average rating, 172 reviewsPet friendly, artists apartment & guest cabin.
30 Aug – 6 Sep
Flat in Greenport
4.86 out of 5 average rating, 141 reviewsQuiet Neighborhood and only steps to Town
23–30 Oct
Flat in Greenport
4.95 out of 5 average rating, 123 reviewsUpscale Newly Constructed Apartment
22–29 Jan
Flat in Southampton
4.96 out of 5 average rating, 166 reviewsSunny Southampton Studio
16–23 Aug
Flat in Hampton Bays
4.97 out of 5 average rating, 340 reviewsPrivate & Cozy Cottage with short walk to beach!
1–8 Apr
Family-friendly apartment rentals
Apartment in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
20–27 Oct
Apartment in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
22–29 Sep
Apartment in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
29 Apr – 6 May
Apartment in Greenport
4.89 out of 5 average rating, 81 reviewsSeaside Escape w Pool, Private Beach & Patio
3–10 Oct
Apartment in Sag Harbor
4.86 out of 5 average rating, 43 reviewsCute cottage apartment upstairs above store in Sag
11–18 Jun
Apartment in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
9–16 Jan
Apartment in Sag Harbor
4.95 out of 5 average rating, 20 reviewsCharming Sag Harbor Condo right in town/Main St!
29 Jun – 6 Jul
Apartment in Shelter Island Heights
5.0 out of 5 average rating, 5 reviewsPeaceful and Relaxing Waterfront.
6–13 Mar
Quick stats about holiday rentals that are kid-friendly in Shelter Island
Total rentals
20 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
730 reviews
Nightly prices starting at
$272 SGD before taxes and fees
Destinations to explore
- New City Holiday rentals
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- Family-friendly rentals New York
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- Family-friendly rentals New York
- Rentals with a patio Shelter Island
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- Family-friendly rentals Shelter Island
- Monthly Rentals Shelter Island
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