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Search results; Over 1,000 homes in Greenport

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Top guest favourite
Home in Greenport
Newly renovated farmhouse - steps to Village
3 bedrooms, 4 beds, 3 private bathrooms
23–28 Sept
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5.0 out of 5 average rating, 32 reviews
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Home in Southold
Greenport Beachfront Home | Private Beach & Sunset
4 bedrooms, 7 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 4 reviews
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Villa in Greenport
Year-Round Heated Pool Villa - 3 blocks from town
4 bedrooms, 8 queen beds, 4.5 bathrooms
13–18 Sept
4.91 out of 5 average rating, 89 reviews
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Home in Greenport
Bayview house with salt water pool & private chef
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.89 out of 5 average rating, 18 reviews
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Flat in Greenport
Upscale Newly Constructed Apartment
3 bedrooms, 6 beds, 2 bathrooms
9–14 Sept
4.96 out of 5 average rating, 177 reviews
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Home in Greenport
Restored Gem w/ Pool
4 bedrooms, 7 beds, 4.5 bathrooms
20–25 Sept
4.92 out of 5 average rating, 13 reviews
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Townhouse in Greenport
Renovated Townhouse, Walk to All
3 bedrooms, 5 beds, 1.5 bathrooms
6–11 Sept
4.96 out of 5 average rating, 139 reviews
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Top guest favourite
Home in Greenport
modern 3 bedroom home with fireplace
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Sept
4.96 out of 5 average rating, 73 reviews
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Top guest favourite
Home in Greenport
Modern Farmhouse Oasis in GP Village
3 bedrooms, 4 beds, 2.5 bathrooms
3–8 Sept
5.0 out of 5 average rating, 46 reviews
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Home in Greenport
Brand New Build! Greenport Gem w/ Yard & Patio
3 bedrooms, 3 beds, 3.5 bathrooms
12–17 Sept
New place to stay
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Guest favourite
Home in Greenport
5 bdrm, Bay views, 1 block to Greenport Village.
5 bedrooms, 7 beds, 3 bathrooms
13–18 Sept
4.96 out of 5 average rating, 75 reviews
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Flat in Greenport
Harbor Heights
2 bedrooms, 3 beds, 1 bathroom
15–20 Nov
4.94 out of 5 average rating, 247 reviews
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Home in North Fork
Beach House in L.I. Wine Country
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.98 out of 5 average rating, 124 reviews
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Home in Greenport
The Greenport Bungalow
3 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
4.97 out of 5 average rating, 295 reviews
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Home in North Fork
North Fork Sound Front Home with Pool
4 bedrooms, 4 beds, 4 bathrooms
27 Sept – 2 Oct
4.89 out of 5 average rating, 44 reviews
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Home in Greenport
Charming Greenport Escape – Walk to Town & Beaches
4 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 19 reviews
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Townhouse in Greenport
Northfork Townhouse walk to all
3 bedrooms, 3 beds, 1.5 bathrooms
20–25 Sept
4.88 out of 5 average rating, 120 reviews
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Home in North Fork
Greenport on The Golf Course - North Fork Rental
3 bedrooms, 5 beds, 3 bathrooms
1–6 Sept
4.97 out of 5 average rating, 64 reviews
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Home in Greenport
Cosy North Fork Cottage with large backyard
3 bedrooms, 3 beds, 2 bathrooms
1–6 Nov
4.98 out of 5 average rating, 162 reviews