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Greenport Holiday Apartments

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59 rentals in Greenport.
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Charming And Spacious Five Room Suite..Steps To Bay Beach ,Stroll To Village

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Porch On Front~ Greenport Village 1st floor apartment, Easy Walk To Town/Jitney

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Remodeled Greenport Apartment By Greenport Harbor

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Historic 1830s Greenport Home

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Condo C204 At The Cliffside Resort With Amazing Water & Sunset Views

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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'The Gate House' on Beach front Estate

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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First Floor of 1905 Victorian Home In The Heart Of Greenport Village

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dreamlike Beach House In Greenport - Near EVERYTHING - Bachelorette Paradise

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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One Of A Kind, Resort- Like Waterfront Cottage In Wine Country

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Spacious apartment, 3 blocks to downtown and steps to fishing pier.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Waterfront Condo C204 at The Cliffside Resort

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Peaceful Retreat with 100 ft private deep water dock

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cottage on Beach front Estate

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Downtown Greenport Apt w/Porch Near Shelter Island

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Rose Cottage by the Bay.

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Waterfront Estate - One of a Kind Vacation House

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Cleves Point Estates Home, Private sandy beach

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Greenport Village home w/ POOL! Steps to Town Center & Bay Beach!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Stunning Greenport Brand New Beach Bungalow for Family Vacationing

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Greenport Waterfront Private Dock

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Designer's Dream - Charming Boathouse in Greenport Village

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Greenport Soundfront Estate

Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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NEWLY Renovated Family Home Great Area - Beach - Greenport - Ferry - Restaurants

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Seaside seclusion, salt water sanctuary! Monthly rental discount fall/winter.

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Enchanted Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Greenport Home w/Furnished Patio - Walk Downtown!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Available Immediately: Newly renovated Greenport House with Heated Pool 4bd/2bth

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Greenport Waterfront Cottage with Private Community Beach

Holiday Rental House
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 House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Greenport Village Beauty - with saltwater pool!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Greenport Village home for rent, great for group or extended family

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Relaxed Village Farmhouse

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Brand Newly Renovated - Walk to Town and Beach

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
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Greenport Renovated Farm House

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Walk to all! Beach/shelter island ferry/LIRR/Jitney/restaurants/shopping

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Sunny Daze-Spacious house in the middle of Long Island Wine Country

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Greenport Beach House

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Greenport NY Chic Designer Beach House, steps to water, vineyard views

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful, newly-remodeled home w/ a gas fireplace, patio, & firepit - dogs OK!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Architect Designed Home in Waterfront Village

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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'This must be the place'

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Historic Cottage Near Beach!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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NEW LIST: Luxury Waterfront Condo-Pool, Beach Access, heart of Greenport Village

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Shingled Chic & Modern Light & Bright

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Dream Beach House on the North Fork: Waterfront, Private Beach + Stunning Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Greenport Escape - Walk to town, Central air! Great for families or couples.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Beautiful condo on the Long Island Sound in a resort

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Newly Renovated Summer Retreat, Heated Pool, Walk to Beach, Designer Furnishings

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Charming historic house on Sterling Harbor, waterviews, walk to village

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
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Chic, Historic fully renovated Greenport Home

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Frequently Asked Questions about Greenport