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Search results; Over 1,000 homes in Greenport

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Guest favourite
Flat in Southold
Incredible 2 Bedroom Waterfront Cottage!
2 bedrooms, 2 beds, 1 private bathroom
18–23 Oct
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4.82 out of 5 average rating, 83 reviews
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Featured hotel
Hotel in Greenport
Oyster Estate, Classic king
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
New place to stay
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Guest favourite
Home in Greenport
Restored Gem w/ Pool
4 bedrooms, 7 beds, 4.5 bathrooms
11–16 Oct
4.93 out of 5 average rating, 14 reviews
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Guest favourite
Home in Greenport
Greenport Village Getaway
4 bedrooms, 4 beds, 1.5 bathrooms
1–6 Oct
4.98 out of 5 average rating, 88 reviews
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Top guest favourite
Home in Greenport
Bayview house with salt water pool & private chef
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.91 out of 5 average rating, 22 reviews
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Guest favourite
Home in North Fork
Walk to Beach or to Town …
3 bedrooms, 4 beds, 2.5 bathrooms
4–9 Oct
4.89 out of 5 average rating, 44 reviews
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Top guest favourite
Home in Greenport
Pennington House
3 bedrooms, 3 beds, 2.5 bathrooms
10–15 Oct
5.0 out of 5 average rating, 35 reviews
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Guest favourite
Villa in Greenport
Year-Round Heated Pool Villa - 3 blocks from town
4 bedrooms, 8 queen beds, 4.5 bathrooms
11–16 Oct
4.91 out of 5 average rating, 91 reviews
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Guest favourite
Townhouse in Greenport
Renovated Townhouse, Walk to All
3 bedrooms, 5 beds, 1.5 bathrooms
4–9 Oct
4.96 out of 5 average rating, 140 reviews
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Top guest favourite
Room in Greenport
Greenport Village Private Room w/separate entrance
1 queen bed, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 162 reviews
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Guest favourite
Home in Greenport
Aqua Vista
2 bedrooms, 3 beds, 1 bathroom
1–6 Nov
4.95 out of 5 average rating, 271 reviews
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Guest favourite
Home in Greenport
Blue Bay Dream (Outdoor Jacuzzi, Cabana + Office)
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.92 out of 5 average rating, 514 reviews
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Top guest favourite
Flat in Greenport
Lovely 2-bedroom apartment in a historic home
2 bedrooms, 2 beds, 1 bathroom
19–24 Oct
4.97 out of 5 average rating, 138 reviews
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Guest favourite
Home in Greenport
Elegant Greenport Victorian-Winter Harbor House-
4 bedrooms, 6 beds, 4 bathrooms
1–6 Oct
4.98 out of 5 average rating, 42 reviews
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Guest favourite
Apartment in Greenport
Greenport Getaway at Cliffside Condos
2 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.89 out of 5 average rating, 35 reviews
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Guest favourite
Flat in Greenport
Newly Renovated 2-BR Apartment
2 bedrooms, 5 beds, 1 bathroom
1–6 Oct
4.97 out of 5 average rating, 98 reviews
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Guest favourite
Flat in Greenport
Amazing Greenport Village Apartment in CENTER!
4 bedrooms, 7 beds, 2 bathrooms
4–9 Oct
4.8 out of 5 average rating, 367 reviews
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Guest favourite
Home in Southold
Greenport Beachfront Home | Private Beach & Sunset
4 bedrooms, 7 beds, 2 bathrooms
4–9 Oct
4.89 out of 5 average rating, 9 reviews
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Guest favourite
Home in Greenport
The Big Easy... A gentle, slow and easy going stay
4 bedrooms, 5 beds, 2 bathrooms
3–8 Oct
4.99 out of 5 average rating, 86 reviews