Vacation rentals with beach access in Shelter Island
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Top-rated beach-access accommodations in Shelter Island
Guests agree: these beach-access accommodations are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Shelter Island beach-access accommodations
Apartment rentals with beach access
Apartment in Southold
4.96 out of 5 average rating, 100 reviewsBright, Southold Studio Apt near beach & town
Sep. 16 – 23
Apartment in Sag Harbor
4.84 out of 5 average rating, 172 reviewsPet friendly, artists apartment & guest cabin.
Aug. 31 – Sep. 7
Apartment in West Haven
4.9 out of 5 average rating, 423 reviews! ! ! entire apartment close to the beach ! !
Mar. 3 – 10
Apartment in Montauk
4.91 out of 5 average rating, 199 reviewsMontauk Beach Bungalow West
Nov. 14 – 21
Apartment in Southampton
4.96 out of 5 average rating, 166 reviewsSunny Southampton Studio
Aug. 16 – 23
Apartment in New Haven
4.93 out of 5 average rating, 150 reviewsTranquil Apartment with Waterview, Walk to Beach!
Dec. 10 – 17
Apartment in Montauk
4.93 out of 5 average rating, 175 reviewsPrivate paradise 3 min from town ice skating pond!
May 23 – 30
Apartment in Old Lyme
4.88 out of 5 average rating, 181 reviewsPrivate apartment in historic Old Lyme mansion
Aug. 8 – 15
House rentals with beach access
Home in East Lyme
4.96 out of 5 average rating, 105 reviewsWalk to the beach at Black Point, Niantic, Ct
Jan. 24 – 31
Home in East Hampton
4.95 out of 5 average rating, 191 reviewsRex- East Hampton Cottage- 5 stars
Sep. 17 – 24
Home in Sag Harbor
4.85 out of 5 average rating, 250 reviewsExclusive Sag Harbor Compound
Dec. 19 – 26
Home in East Hampton
4.94 out of 5 average rating, 202 reviewsPrivate beach Historical House with large property
Mar. 16 – 23
Home in Westbrook
4.86 out of 5 average rating, 136 reviewsFamily-Friendly Cottage by The Shore
Oct. 14 – 21
Home in East Hampton
4.87 out of 5 average rating, 188 reviewsHeated Saltwater Pool, Walk to Beach, Dog Friendly
Dec. 2 – 9
Home in East Haven
4.88 out of 5 average rating, 196 reviewsBeach Cottage by the Sea
Feb. 14 – 21
Home in Sag Harbor
4.82 out of 5 average rating, 132 reviewsNew! Sag Harbor Village Pool, Hot Tub &Beach House
Nov. 17 – 24
Condo rentals with beach access
Condo in Greenport
4.91 out of 5 average rating, 107 reviewsBeachside Waterview 2Br Condo w/ Pool in Greenport
Oct. 20 – 27
Condo in Greenport
4.83 out of 5 average rating, 145 reviewsSound front condominium
Sep. 23 – 30
Condo in Greenport
4.92 out of 5 average rating, 125 reviewsBeautiful Waterview Condo on the North Fork of LI
May 21 – 28
Condo in Montauk
4.95 out of 5 average rating, 107 reviewsDeluxe Studio Apt@The Montauk Manor
Apr. 23 – 30
Condo in Montauk
4.8 out of 5 average rating, 232 reviewsMontauk Royal Atlantic Beach Resort North
Aug. 15 – 22
Condo in Montauk
4.82 out of 5 average rating, 158 reviewsCoastline View Studio
Oct. 30 – Nov. 6
Condo in Greenport
4.89 out of 5 average rating, 81 reviewsSeaside Escape w Pool, Private Beach & Patio
Dec. 4 – 11
Condo in Greenport
5.0 out of 5 average rating, 90 reviews"Breathtaking Waterfront Water's Edge view"
Sep. 26 – Oct. 3
Quick stats about vacation rentals with beach access in Shelter Island
Total rentals
50 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.3K reviews
Nightly prices starting at
$206 CAD before taxes and fees
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