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Greenport Holiday Apartments

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35 rentals in Greenport.
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Porch On Front~ Greenport Village 1st floor apartment, Easy Walk To Town/Jitney, holiday rental in Greenport

Porch On Front~ Greenport Village 1st floor apartment, Easy Walk To Town/Jitney

2 bedrooms
2 bathrooms
Sleeps 6
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Historic 1830s Greenport Home, holiday rental in Greenport

Historic 1830s Greenport Home

2 bedrooms
3 bathrooms
Sleeps 6
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'The Gate House' on Beach front Estate, holiday rental in Greenport

'The Gate House' on Beach front Estate

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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One Of A Kind, Resort- Like Waterfront Cottage In Wine Country, holiday rental in Greenport

One Of A Kind, Resort- Like Waterfront Cottage In Wine Country

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Rose Cottage by the Bay., holiday rental in Greenport

Rose Cottage by the Bay.

2 bedrooms
3 bathrooms
Sleeps 4
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Cottage on Beach front  Estate, holiday rental in Greenport

Cottage on Beach front Estate

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cleves Point Estates Home, Private sandy beach, holiday rental in Greenport

Cleves Point Estates Home, Private sandy beach

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Waterfront Estate - One of a Kind Vacation House, holiday rental in Greenport

Waterfront Estate - One of a Kind Vacation House

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront Condo C204 at The Cliffside Resort, holiday rental in Greenport

Waterfront Condo C204 at The Cliffside Resort

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Greenport Village home w/ POOL! Steps to Town Center & Bay Beach!, holiday rental in Greenport

Greenport Village home w/ POOL! Steps to Town Center & Bay Beach!

3 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Seaside seclusion, salt water sanctuary! Monthly rental discount  fall/winter., holiday rental in Greenport

Seaside seclusion, salt water sanctuary! Monthly rental discount fall/winter.

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEWLY Renovated Family Home Great Area - Beach - Greenport - Ferry - Restaurants, holiday rental in Greenport

NEWLY Renovated Family Home Great Area - Beach - Greenport - Ferry - Restaurants

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New Home....Walk to the beach....Fun in the Sun!, holiday rental in Greenport

New Home....Walk to the beach....Fun in the Sun!

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Greenport Waterfront Cottage with Private Community Beach, holiday rental in Greenport

Greenport Waterfront Cottage with Private Community Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Entire house, private lane, walk to public beach, close to town, holiday rental in Greenport

Entire house, private lane, walk to public beach, close to town

3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Relaxed Village Farmhouse, holiday rental in Greenport

Relaxed Village Farmhouse

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Greenport Home w/Furnished Patio - Walk Downtown!, holiday rental in Greenport

Greenport Home w/Furnished Patio - Walk Downtown!

3 bedrooms
1 bathroom
Sleeps 8
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Greenport Beach House, holiday rental in Greenport

Greenport Beach House

3 bedrooms
2 bathrooms
Sleeps 8
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Greenport Renovated Farm House, holiday rental in Greenport

Greenport Renovated Farm House

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sunny Daze-Spacious house in the middle of Long Island Wine Country, holiday rental in Greenport

Sunny Daze-Spacious house in the middle of Long Island Wine Country

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Architect Designed Home in Waterfront Village, holiday rental in Greenport

Architect Designed Home in Waterfront Village

2 bedrooms
2 bathrooms
Sleeps 4
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Beautiful, newly-remodeled home w/ a gas fireplace, patio, & firepit - dogs OK!, holiday rental in Greenport

Beautiful, newly-remodeled home w/ a gas fireplace, patio, & firepit - dogs OK!

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Quaint DT Greenport Apt - 2 Mi to Shelter Island!, holiday rental in Greenport

Quaint DT Greenport Apt - 2 Mi to Shelter Island!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Bright 2nd-Floor Apt - 1/2 Mi to Greenport Harbor!, holiday rental in Greenport

Bright 2nd-Floor Apt - 1/2 Mi to Greenport Harbor!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Historic Cottage Near Beach!, holiday rental in Greenport

Historic Cottage Near Beach!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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'This must be the place', holiday rental in Greenport

'This must be the place'

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW LIST: Luxury Waterfront Condo-Pool, Beach Access, heart of Greenport Village, holiday rental in Greenport

NEW LIST: Luxury Waterfront Condo-Pool, Beach Access, heart of Greenport Village

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Shingled Chic & Modern Light & Bright, holiday rental in Greenport

Shingled Chic & Modern Light & Bright

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Greenport NY Chic Designer Beach House, steps to water, vineyard views, holiday rental in Greenport

Greenport NY Chic Designer Beach House, steps to water, vineyard views

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Charming historic house on Sterling Harbor, waterviews, walk to village, holiday rental in Greenport

Charming historic house on Sterling Harbor, waterviews, walk to village

3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Peaceful Retreat with 100 ft private deep water dock, holiday rental in Greenport

Peaceful Retreat with 100 ft private deep water dock

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Chic, Historic fully renovated Greenport Home, holiday rental in Greenport

Chic, Historic fully renovated Greenport Home

5 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Greenport Village home for rent, great for group or extended family, holiday rental in Greenport

Greenport Village home for rent, great for group or extended family

4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Waterview Condo on the North Fork of LI, holiday rental in Greenport

Beautiful Waterview Condo on the North Fork of LI

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Enchanted Cottage, holiday rental in Greenport

Enchanted Cottage

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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