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Greenport, NY Holiday Rentals
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Kid friendly (26)
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Condominium/Apartment (5)
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Neighbourhood
38 rentals
in Greenport.
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Porch On Front~ Greenport Village 1st floor apartment, Easy Walk To Town/Jitney
104 reviews
2 bedrooms
2 bathrooms
Sleeps 6
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Historic 1830s Greenport Home
37 reviews
2 bedrooms
3 bathrooms
Sleeps 6
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'The Gate House' on Beach front Estate
41 reviews
2 bedrooms
1 bathroom
Sleeps 4
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One Of A Kind, Resort- Like Waterfront Cottage In Wine Country
23 reviews
2 bedrooms
1 bathroom
Sleeps 5
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Cottage on Beach front Estate
24 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Cleves Point Estates Home, Private sandy beach
15 reviews
3 bedrooms
3 bathrooms
Sleeps 12
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Waterfront Estate - One of a Kind Vacation House
20 reviews
4 bedrooms
3 bathrooms
Sleeps 10
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Rose Cottage by the Bay.
48 reviews
2 bedrooms
3 bathrooms
Sleeps 4
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Greenport Waterfront Private Dock
25 reviews
4 bedrooms
3 bathrooms
Sleeps 8
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Designer's Dream - Charming Boathouse in Greenport Village
12 reviews
2 bedrooms
3 bathrooms
Sleeps 4
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Victorian Seasons Stirling
6 reviews
5 bedrooms
3 bathrooms
Sleeps 8
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Greenport Village home w/ POOL! Steps to Town Center & Bay Beach!
10 reviews
3 bedrooms
3 bathrooms
Sleeps 13
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Seaside seclusion, salt water sanctuary! Monthly rental discount fall/winter.
8 reviews
4 bedrooms
2 bathrooms
Sleeps 8
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NEWLY Renovated Family Home Great Area - Beach - Greenport - Ferry - Restaurants
24 reviews
2 bedrooms
1 bathroom
Sleeps 4
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New Home....Walk to the beach....Fun in the Sun!
5 reviews
4 bedrooms
4 bathrooms
Sleeps 8
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Greenport Waterfront Cottage with Private Community Beach
5 reviews
3 bedrooms
2 bathrooms
Sleeps 6
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Entire house, private lane, walk to public beach, close to town
3 reviews
3 bedrooms
3 bathrooms
Sleeps 5
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Relaxed Village Farmhouse
1 review
4 bedrooms
3 bathrooms
Sleeps 8
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Greenport Home w/Furnished Patio - Walk Downtown!
2 reviews
3 bedrooms
1 bathroom
Sleeps 8
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Greenport Beach House
3 bedrooms
2 bathrooms
Sleeps 8
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Greenport Renovated Farm House
1 review
3 bedrooms
2 bathrooms
Sleeps 6
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Sunny Daze-Spacious house in the middle of Long Island Wine Country
1 review
3 bedrooms
1 bathroom
Sleeps 8
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Architect Designed Home in Waterfront Village
2 bedrooms
2 bathrooms
Sleeps 4
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Remodeled Greenport Apartment By Greenport Harbor
1 bedroom
1 bathroom
Sleeps 2
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Beautiful, newly-remodeled home w/ a gas fireplace, patio, & firepit - dogs OK!
1 review
3 bedrooms
2 bathrooms
Sleeps 7
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Downtown Greenport Apt w/Porch Near Shelter Island
1 bedroom
1 bathroom
Sleeps 2
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Beautiful, newly-remodeled home w/ a gas fireplace, patio, & firepit - dogs OK!
3 bedrooms
2 bathrooms
Sleeps 7
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Historic Cottage Near Beach!
2 bedrooms
1 bathroom
Sleeps 4
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'This must be the place'
3 bedrooms
2 bathrooms
Sleeps 6
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NEW LIST: Luxury Waterfront Condo-Pool, Beach Access, heart of Greenport Village
2 bedrooms
2 bathrooms
Sleeps 4
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Shingled Chic & Modern Light & Bright
3 bedrooms
2 bathrooms
Sleeps 6
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Newly Renovated Summer Retreat, Heated Pool, Walk to Beach, Designer Furnishings
4 bedrooms
3 bathrooms
Sleeps 10
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Charming historic house on Sterling Harbor, waterviews, walk to village
3 bedrooms
3 bathrooms
Sleeps 5
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Peaceful Retreat with 100 ft private deep water dock
3 bedrooms
2 bathrooms
Sleeps 6
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Chic, Historic fully renovated Greenport Home
5 bedrooms
3 bathrooms
Sleeps 6
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Greenport Village home for rent, great for group or extended family
4 bedrooms
6 bathrooms
Sleeps 8
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Beautiful Waterview Condo on the North Fork of LI
2 bedrooms
2 bathrooms
Sleeps 6
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Enchanted Cottage
1 bedroom
1 bathroom
Sleeps 2
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