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
Cottage in Branford
4.85 out of 5 average rating, 197 reviewsCozy Home In Short Beach Community
Dec. 22 – 29
Home in New London
4.88 out of 5 average rating, 130 reviewsOASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
Sep. 21 – 28
Home in East Patchogue
4.82 out of 5 average rating, 132 reviewsHouse at water next to Bellport golf course
Jul. 16 – 23
Apartment in Greenport
5.0 out of 5 average rating, 11 reviewsSailor’s Cove on Main
Jul. 27 – Aug. 3
Home in Greenport
5.0 out of 5 average rating, 18 reviewsWalk to Beach or to Town …
Nov. 16 – 23
Home in Southold
5.0 out of 5 average rating, 10 reviewsGorgeous home with heated gunnite pool!
Apr. 14 – 21
Home in Greenport
4.9 out of 5 average rating, 20 reviewsmodern 3 bedroom home with fireplace
Dec. 14 – 21
Home in Old Saybrook
4.98 out of 5 average rating, 48 reviewsSteps to Beach! *Cozy Cottage* Pet Friendly
Nov. 9 – 16
Beachfront home rentals with a pool
Condo in Montauk
4.99 out of 5 average rating, 181 reviewsMontauk Waterfront Condo w/ Sunset Views
Mar. 24 – 31
Condo in Montauk
4.8 out of 5 average rating, 231 reviewsMontauk Royal Atlantic Beach Resort North
Jul. 20 – 27
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Oct. 25 – Nov. 1
Condo in Greenport
4.89 out of 5 average rating, 80 reviewsSeaside Escape w Pool, Private Beach & Patio
Sep. 28 – Oct. 5
Condo in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
Jan. 5 – 12
Apartment in Greenport
4.75 out of 5 average rating, 4 reviewsJunior Suite One King + Sofa Bed
May 8 – 15
Villa in Greenport
4.84 out of 5 average rating, 32 reviewsYear-Round Heated Pool Villa - 3 blocks from town
Jan. 21 – 28
Home in Old Saybrook
5.0 out of 5 average rating, 24 reviews3BR Private Cottage w/ Pool in Old Saybrook
Jun. 12 – 19
Private beachfront home rentals
Guesthouse in Jamesport
4.97 out of 5 average rating, 106 reviewsWalk to Beautiful Beach in Heart of Wine Country
Nov. 13 – 20
Home in Groton
4.95 out of 5 average rating, 160 reviewsTrue Ocean Front Vacationing - Groton/Mystic
Aug. 28 – Sep. 4
Apartment in Greenport
4.96 out of 5 average rating, 24 reviewsVintage 1880 Victorian gem.
Aug. 30 – Sep. 6
Home in Greenport
4.98 out of 5 average rating, 85 reviewsDesigner's Dream - Charming Boathouse
Oct. 13 – 20
Apartment in Greenport
4.95 out of 5 average rating, 20 reviewsFarmhouse vibe in heart of Greenport
Sep. 15 – 22
Apartment in Greenport
4.96 out of 5 average rating, 47 reviewsNewly Renovated 2-BR Apartment
Dec. 23 – 30
Guest suite in Southold
4.94 out of 5 average rating, 99 reviewsComfortable Suite, a walk to the beach
Jan. 11 – 18
Home in Greenport
5.0 out of 5 average rating, 30 reviewsHistoric Stunner in Heart of Village
Jan. 6 – 13
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
$273 CAD before taxes and fees
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- Fitness-friendly rentals Shelter Island Heights
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