Vacation rentals in Shelter Island
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Top-rated vacation rentals in Shelter Island
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Shelter Island vacation rentals
Other great vacation rentals in Shelter Island
Guest favourite
Cottage in Ocean Beach
4.85 out of 5 average rating, 459 reviewsPrivate Ocean Beach Cottage and Courtyard
Sep. 27 – Oct. 4
$249 CAD per night
Guest favourite
Guest suite in San Diego
4.88 out of 5 average rating, 324 reviewsJust remodeled, walk to the water, heating AC!
Nov. 30 – Dec. 7
$331 CAD per night
Guest favourite
Cottage in Point Loma Peninsula
4.89 out of 5 average rating, 108 reviewsSunset Cliffs Holistic Garden Studio
Dec. 18 – 25
$281 CAD per night
Superhost
Guest suite in Ocean Beach
4.87 out of 5 average rating, 443 reviewsPrivate Suite In Historic Ocean Beach Cottage
Sep. 1 – 8
$264 CAD per night
Guest favourite
Home in Point Loma Peninsula
4.96 out of 5 average rating, 137 reviews2022 Brand New! Two Story Coastal Farmhouse
Aug. 16 – 23
$829 CAD per night
Guest favourite
Home in San Diego
4.93 out of 5 average rating, 118 reviewsLuxe Point Loma Oasis w/ Pool, Spa & Fire Pit
May 28 – Jun. 4
$1,725 CAD per night
Superhost
Apartment in Downtown San Diego
4.89 out of 5 average rating, 724 reviewsAt Mine | King suite in San Diego
Oct. 5 – 12
$227 CAD per night
Guest favourite
Home in San Diego
5.0 out of 5 average rating, 152 reviews1 to 20 Guests - Views of San Diego Bay & Downtown
May 19 – 24
$1,656 CAD per night
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