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Holiday villas in Greenport, Long Island, NY

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Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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All 38 Rentals in the Greenport Area
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From
€183
Per Night
Greenport
3 Bedrooms, 2 Bathrooms, Sleeps 8
22 photos Details
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From
€280
Per Night
Greenport
1 Bedroom, 1 Bathroom, Sleeps 4
7 photos Details
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From
€187
Per Night
Greenport
2 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
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From
€275
Per Night
Greenport
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 photos Details
Reviews (19) Make Enquiry
5 of 5 stars Reviewed 25 April 2014
Great Visit to the Wine Country again....It like going home...Very Clean ...always updated....Great Water Views riight on the Ocean...Great Food & Shopping..
5 of 5 stars Reviewed 8 September 2012
This was my second stay this summer and it was yet again, AMAZING!!! The kids had the best vacation and our condo was FABULOUS!
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From
€231
Per Night
Greenport
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 photos Details
Reviews (23) Make Enquiry
5 of 5 stars Reviewed 10 June 2014
My son got married this past weekend at a Vineyard near Cliffside and my family, the bride's family and some guests spent the weekend there. In total, we rented about 23 units...
5 of 5 stars Reviewed 19 September 2013
I just stay in my favorite room again at the Cliff Side Resort...B205 Room Wonderful clean beauiful water views cozy beauiful decor....It has 2 full bedroom and 2 full...
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From
€187
Per Night
Greenport
4 Bedrooms, 2 Bathrooms, Sleeps 10
23 photos Details
Reviews (2) Make Enquiry
4 of 5 stars Reviewed 15 October 2013
We just returned from renting for Columbus weekend. Very happy with the house. We needed a ground floor room & shower for my 88yr old Mother & this worked out perfect. A few steep...
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From
€107
Per Night
Greenport
3 Bedrooms, 2 Bathrooms, Sleeps 5
7 photos Details
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From
€243
Per Night
Greenport
3 Bedrooms, 2 Bathrooms, Sleeps 7
13 photos Details
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The following rentals are within 10 kilometers of Greenport, North Fork, Long Island, New York.

From
€1,791
Per Week
Southold
2 Bedrooms, 1 Bathroom, Sleeps 6
12 photos Details
Reviews (2) Make Enquiry
From
€131
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
13 photos Details
Reviews (1) Make Enquiry
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5 of 5 stars Reviewed 3 June 2014
I rented both units in this cottage a few years back and was pleased to see that the property was lovely as ever. I rented both cottages again this time for a girl’s getaway...
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From
€220
Per Night
Southold
3 Bedrooms, 1 Bathroom, Sleeps 6
17 photos Details
Reviews (10) Make Enquiry
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5 of 5 stars Reviewed 14 July 2014
My family was very pleased with these accommodations. We were all very comfortable. The place was very clean and well equipped for our 5 day stay. The location is absolutely...
5 of 5 stars Reviewed 19 April 2014
We had a very relaxing long weekend, giving our daughter and her husband a break from New York and were lucky to get excellent weather. The house is well equipped and the location...
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From
€299
Per Night
Orient
3 Bedrooms, 2 Bathrooms, Sleeps 5
11 photos Details
Reviews (1) Make Enquiry
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3 of 5 stars Reviewed 29 May 2014
Great area but home is in poor condition. Decorated very cute and clean but all uneven floors, very cold inside house, no tv (although it was promised), not worth the price...
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From
€224
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
40 photos Details
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From
€149
Per Night
East Marion
4 Bedrooms, 3 Bathrooms, Sleeps 9
7 photos Details
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From
€131
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
14 photos Details
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From
€224
Per Night
Southold
3 Bedrooms, 2 Bathrooms, Sleeps 6
15 photos Details
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From
€146
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
12 photos Details
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From
€220
Per Night
Shelter Island
3 Bedrooms, 2 Bathrooms, Sleeps 4
7 photos Details
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From
€157
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
7 photos Details
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From
€821
Per Night
Shelter Island
6 Bedrooms, 8 Bathrooms, Sleeps 12
28 photos Details
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From
€194
Per Night
Orient
3 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
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From
€280
Per Night
Shelter Island
4 Bedrooms, 2 Bathrooms, Sleeps 6
15 photos Details
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From
€131
Per Night
Orient
Studio, Sleeps 3
23 photos Details
Reviews (9) Make Enquiry
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5 of 5 stars Reviewed 3 November 2012
We had a beautiful time at this cottage. The apartment was very cozy and perfect for our anniversary weekend getaway. We would definitely return if we decide to return to the...
4 of 5 stars Reviewed 2 November 2012
Great spot on the North Fork. Cute rental right on the water! Reasonably priced. Simple and clean. What a view of the stars on a clear night! A little further from downtown...
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From
€187
Per Night
Southold
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details
Reviews (1) Make Enquiry
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5 of 5 stars Reviewed 26 August 2013
We stayed at John Andrew’s cottage for my best friend’s bachelorette getaway and loved it. Karen was extremely helpful, had great recommendations all around (The Blue Canoe!) and...
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From
€373
Per Night
Southold
4 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
Reviews (2) Make Enquiry
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4 of 5 stars Reviewed 16 June 2014
We found the farmhouse to be charming and spacious for our seven family members. The location was beautiful with the vineyards and private beach, and it was also very handy for...
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From
€128
Per Night
Southold
3 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (8) Make Enquiry
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5 of 5 stars Reviewed 18 August 2013
This is a beautiful, well maintained house· Decorated and furnished to a very high standard. Fantastically situated for the beach in the lovely town of Southold. We used for our...
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From
€112
Per Night
Shelter Island
2 Bedrooms, 1 Bathroom, Sleeps 6
11 photos Details
Reviews (2) Make Enquiry
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5 of 5 stars Reviewed 5 August 2013
Everything about this rental was outstanding. The space is clean, airy, as shown in the photos. The yard is large and very beautiful, and the place is peaceful. The location is...
5 of 5 stars Reviewed 6 May 2013
We stayed at Anu's house for 1 night (but we wished we had been able to stay more!) as we were visiting the North Fork and Shelter Island. We were 2 couples and a baby and the...
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From
€560
Per Night
Shelter Island
5 Bedrooms, 4 Bathrooms, Sleeps 9
16 photos Details
Reviews (3) Make Enquiry
From
€372
Per Night
Southold
3 Bedrooms, 3 Bathrooms, Sleeps 8
8 photos Details
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From
€128
Per Night
Southold
3 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
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From
€134
Per Night
Shelter Island
4 Bedrooms, 4 Bathrooms, Sleeps 10
16 photos Details
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From
€220
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
11 photos Details
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From
€234
Per Night
Orient
2 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details
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From
€266
Per Night
Shelter Island
3 Bedrooms, 3 Bathrooms, Sleeps 5
35 photos Details
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From
€266
Per Night
Orient
4 Bedrooms, 4 Bathrooms, Sleeps 8
23 photos Details
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From
€220
Per Night
Southold
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
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From
€622
Per Night
East Marion
6 Bedrooms, 5 Bathrooms, Sleeps 12
17 photos Details
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Greenport
2 Bedrooms, 2 Bathrooms, Sleeps 6
3 photos Details
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Suitability

  • Wheelchair access (4)
  • Elder access (16)
  • Suitable for children (24)
  • Pet friendly (12)
  • Smoking allowed (2)

Amenities

  • Other outdoor space (31)
  • Internet (30)
  • Air Conditioning (29)
  • Grill (26)
  • Fireplace (14)
  • View all amenities
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