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Search results; Over 1,000 homes in Greenport

Guest favorite
Condo in Greenport
Stone fireplace and shiplap near wineries
2 bedrooms, 4 beds, 2 private baths
Aug 30 – Sep 4
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4.85 out of 5 average rating, 131 reviews
Top guest favorite
Rooms in Greenport
Restored 1859 Italianate near the beach
5.0 out of 5 average rating, 98 reviews, 2 bedrooms, 3 queen beds, No bathroom
Sep 6 – 11
Superhost
Hotel in Greenport
Partial Harbor Views + Free Breakfast & Pool
4.82 out of 5 average rating, 111 reviews, 1 bedroom, 1 bed, 1 bath
Aug 30 – Sep 4
Guest favorite
Home in Greenport
Bay view with a heated saltwater pool
4.88 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 2 baths
Oct 4 – 9
Top guest favorite
Room in Greenport
Private entrance, near the beach
4.97 out of 5 average rating, 155 reviews, 1 queen bed, 1 bath
Aug 30 – Sep 4
Top guest favorite
Home in Greenport
Walk to downtown, beach, and restaurants
4.94 out of 5 average rating, 291 reviews, 2 bedrooms, 2 beds, 2.5 baths
Aug 23 – 28
Guest favorite
Home in Greenport
Newly renovated, one block from the village
4.95 out of 5 average rating, 266 reviews, 2 bedrooms, 3 beds, 1 bath
Oct 12 – 17
Top guest favorite
Home in Greenport
Jacuzzi and cabana, one block from village
4.94 out of 5 average rating, 242 reviews, 2 bedrooms, 3 beds, 1 bath
Oct 24 – 29
Guest favorite
Apartment in Greenport
Shelter Island views from the waterfront
4.96 out of 5 average rating, 99 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 16 – 21
Top guest favorite
Home in Greenport
Saltbox home with a fire pit and soaking tub
4.96 out of 5 average rating, 56 reviews, 3 bedrooms, 3 beds, 2 baths
Sep 8 – 13
Top guest favorite
Home in Greenport
Historic 1890s boathouse with indoor/outdoor living
4.97 out of 5 average rating, 120 reviews, 2 bedrooms, 2 beds, 1.5 baths
Sep 9 – 14
Guest favorite
Apartment in Greenport
Newly renovated near beaches and vineyards
4.91 out of 5 average rating, 32 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 16 – 21
Top guest favorite
Cottage in Greenport
Beach bikes, fire pits, and a hammock
5.0 out of 5 average rating, 69 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 31 – Sep 5
Top guest favorite
Apartment in Greenport
Vaulted ceilings and hardwood floors throughout
4.96 out of 5 average rating, 176 reviews, 3 bedrooms, 6 beds, 2 baths
Sep 9 – 14
Guest favorite
Home in Greenport
Victorian farmhouse with harbor views
4.92 out of 5 average rating, 50 reviews, 2 bedrooms, 3 beds, 2 baths
Sep 7 – 12
Top guest favorite
Guest suite in Southold
Walk to the beach, near wineries
4.94 out of 5 average rating, 154 reviews, 1 bedroom, 1 bed, 1 bath
Aug 16 – 21
Guest favorite
Villa in Greenport
Year-round heated pool, 3 blocks from town
4.91 out of 5 average rating, 86 reviews, 4 bedrooms, 8 beds, 4.5 baths
Aug 18 – 23
Top guest favorite
Room in Greenport
Water and garden views on Sterling Harbor
4.96 out of 5 average rating, 225 reviews, 1 queen bed, 1 bath
Aug 23 – 28
Home in Greenport
New build near the beach and marina
New place to stay, 3 bedrooms, 3 beds, 3.5 baths
Aug 13 – 18