Beachfront vacation rentals in Shelter Island Heights
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Shelter Island Heights
Guests agree: these beachfront 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 Shelter Island Heights beachfront rentals
Pet-friendly beachfront home rentals
Bungalow in Montauk
4.91 out of 5 average rating, 534 reviewsMontauk Oceanview with Fireplace (2)
Cottage in Milford
4.96 out of 5 average rating, 241 reviewsSpring Sale! Cozy Cottage | Pet | WalktoBeach
Home in Milford
4.99 out of 5 average rating, 104 reviewsSerene Waterfront Retreat - 400 ft Private Beach!
Cottage in Branford
4.85 out of 5 average rating, 197 reviewsCozy Home In Short Beach Community
Home in East Marion
4.92 out of 5 average rating, 24 reviewsWaterfront Bungalow w/Private Beach on Peconic Bay
Home in Southold
5.0 out of 5 average rating, 14 reviewsGorgeous home with heated gunnite pool!
Apartment in Greenport
5.0 out of 5 average rating, 11 reviewsSailor’s Cove on Main
Home in New Suffolk
5.0 out of 5 average rating, 14 reviewsWaterfront Beach Cottage
Beachfront home rentals with a pool
Condo in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
Home in New London
4.89 out of 5 average rating, 133 reviewsOASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Condo in Greenport
5.0 out of 5 average rating, 91 reviews"Breathtaking Waterfront Water's Edge view"
Condo in Greenport
4.87 out of 5 average rating, 82 reviewsSeaside Escape w Pool, Private Beach & Patio
Apartment in Greenport
4.75 out of 5 average rating, 4 reviewsJunior Suite One King + Sofa Bed
Home in Old Saybrook
5.0 out of 5 average rating, 24 reviews3BR Updated Cottage w/ Pool in Old Saybrook
Apartment in Montauk
4.86 out of 5 average rating, 95 reviewsRecharge at our Renovated ocean front unit
Private beachfront home rentals
Apartment in East Lyme
4.97 out of 5 average rating, 175 reviewsBrand New Direct Lakefront - Panoramic Sunsets
Cabin in Shirley
4.87 out of 5 average rating, 103 reviewsA-Frame cabin with private beach & epic sunsets
Home in East Haven
4.95 out of 5 average rating, 101 reviewsThe Breakaway - a waterfront gem.
Guesthouse in Jamesport
4.97 out of 5 average rating, 108 reviewsWalk to Beautiful Beach in Heart of Wine Country
Home in Shirley
4.98 out of 5 average rating, 180 reviewsLuxurious Waterfront Beachouse On The Bay ~
Home in Greenport
4.98 out of 5 average rating, 86 reviewsDesigner's Dream - Charming Boathouse
Apartment in Greenport
4.96 out of 5 average rating, 24 reviewsVintage 1880 Victorian gem.
Apartment in Greenport
4.95 out of 5 average rating, 21 reviewsFarmhouse vibe in heart of Greenport
Quick stats about beachfront rentals in Shelter Island Heights
Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
340 reviews
Nightly prices starting at
$200 before taxes and fees
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- Rentals with breakfast Shelter Island Heights
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- Family-friendly rentals Shelter Island Heights
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- Rentals with pools Shelter Island Heights
- Rentals with a hot tub Shelter Island Heights
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