Kid-friendly holiday rentals in Shelter Island Heights
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Shelter Island Heights
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 Heights family-friendly rentals
Kid-friendly house rentals
Home in Sag Harbor
4.97 out of 5 average rating, 260 reviewsSag Harbor Cottage, Walk to the Beach!
2–9 Sep
Home in Greenport
4.98 out of 5 average rating, 165 reviewsNofo Bungalow-In The Heart of Greenport Village
4–11 Sep
Home in East Marion
4.98 out of 5 average rating, 108 reviewsStylish Farmhouse in North Fork
3–10 Apr
Home in East Lyme
4.96 out of 5 average rating, 105 reviewsWalk to the beach at Black Point, Niantic, Ct
21–28 Feb
Home in Sag Harbor
4.94 out of 5 average rating, 102 reviewsSag Harbor Village Cottage with Pool
11–18 Jun
Home in Greenport
4.83 out of 5 average rating, 190 reviewsThe Greenport Townhouse - Amazing Location & Large Backyard
4–11 Apr
Home in Shelter Island
4.92 out of 5 average rating, 73 reviewsFamily Friendly Island Home
10–17 May
Home in Shelter Island
5.0 out of 5 average rating, 50 reviewsCASA GYPSEA - a chic and peaceful 3 bedroom house
13–20 Nov
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
4.98 out of 5 average rating, 133 reviewsUpdated apartment in historic village home
6–13 Oct
Flat in Greenport
4.86 out of 5 average rating, 141 reviewsQuiet Neighborhood and only steps to Town
13–20 Oct
Flat in Sag Harbor
4.88 out of 5 average rating, 133 reviewsSag Harbor Village Oasis
23–30 Sep
Flat in Greenport
4.81 out of 5 average rating, 107 reviewsHouse on First
9–16 May
Flat in Groton
4.95 out of 5 average rating, 148 reviewsCozy Studio with water views
29 Sep – 6 Oct
Flat in Sag Harbor
4.92 out of 5 average rating, 133 reviewsWhaling Captain Pierson's Apartment TOO
3–10 Feb
Flat in New London
4.98 out of 5 average rating, 289 reviewsQuiet Neighborhood home close to everything
5–12 Feb
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
4.83 out of 5 average rating, 145 reviewsSound front condominium
31 May – 7 Jun
Apartment in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
22–29 May
Apartment in Montauk
4.99 out of 5 average rating, 181 reviewsMontauk Waterfront Condo w/ Sunset Views
5–12 Mar
Apartment in Westerly
4.82 out of 5 average rating, 110 reviewsMisquamicut Beach Cozy Condominium
4–11 Jun
Apartment in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
15–22 Aug
Apartment in Montauk
4.95 out of 5 average rating, 107 reviewsDeluxe Studio Apt@The Montauk Manor
23–30 Apr
Apartment in Stonington
4.98 out of 5 average rating, 103 reviewsExperience Mystic- 5 min walk to town
11–18 Jun
Quick stats about holiday rentals that are kid-friendly in Shelter Island Heights
Total rentals
50 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
1.5K reviews
Nightly prices starting at
€ 186 before taxes and fees
Destinations to explore
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