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Holiday villas in Greenport, Long Island, NY

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All 46 Rentals in the Greenport Area
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From
€189
Per Night
Greenport
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
22 photos Details
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5 of 5 stars Reviewed 29 August 2014
I hate to let anyone know about this place since my family (husband and two teenagers) had such a wonderful time and want to return next year and worry that if people discover...
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From
€193
Per Night
Greenport
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
14 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 9 August 2014
Terrific Two bedroom condo on the water. Was there for July 4th, tons to do. Minutes from shelter island and views to die for.
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From
€212
Per Night
Greenport
3 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
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From
€193
Per Night
Greenport
3 Bedrooms, 2 Bathrooms, Sleeps 7
18 photos Details
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From
€289
Per Night
Greenport
1 Bedroom, 1 Bathroom, Sleeps 4
7 photos Details
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From
€285
Per Night
Greenport
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 photos Details
Reviews (20) Make Enquiry
5 of 5 stars Reviewed 6 August 2014
Enjoyed four night stay .condo unit &entire complex was clean and well maintained.Location was perfect for touring vineyards ,Shelter Island and Greenport attractions.Pool with...
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..
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From
€193
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
€238
Per Night
Greenport
2 Bedrooms, 2 Bathrooms, Sleeps 6
4 photos Details
Reviews (24) Make Enquiry
5 of 5 stars Reviewed 2 September 2014
6 Girlfriends with children wanted a quick easy trip with no traffic to end the summer. We got exactly that! The Cliffside Resort was perfect. I honestly can't say what I liked...
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...
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From
€110
Per Night
Greenport
3 Bedrooms, 2 Bathrooms, Sleeps 5
7 photos Details
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The following rentals are within 10 kilometers of Greenport, North Fork, Long Island, New York.

From
€154
Per Night
East Marion
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
14 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 11 September 2014
The house is warm, cheerful, spacious and bright. It was wonderful to have breakfast, moon-lit dinners on the deck. Indeed the bunnies and deers visited us in the garden as Jane...
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From
€1,852
Per Week
Southold
2 Bedrooms, 1 Bathroom, Sleeps 6
12 photos Details
Reviews (2) Make Enquiry
From
€228
Per Night
Southold
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
17 photos Details
Reviews (11) Make Enquiry
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5 of 5 stars Reviewed 28 August 2014
We had such a wonderful time in Maureen and Alan's cottage. First and foremost, it's on Arshamomaque Pond, which looks like a lake but is actually an inlet of Peconic Bay. It's...
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...
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From
€135
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
13 photos Details
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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
€270
Per Night
Orient
3 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
11 photos Details
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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
€231
Per Night
Southold
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
15 photos Details
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From
€849
Per Night
Shelter Island
6 Bedrooms, 8 Bathrooms, Sleeps 12
28 photos Details
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From
€162
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
7 photos Details
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From
€201
Per Night
Orient
3 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
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From
€289
Per Night
Shelter Island
4 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
15 photos Details
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From
€150
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
12 photos Details
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From
€231
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
40 photos Details
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From
€231
Per Night
Shelter Island
3 Bedrooms, 2 Bathrooms, Sleeps 4
7 photos Details
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From
€135
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
14 photos Details
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From
€193
Per Night
Southold
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details
Reviews (2) Make Enquiry
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4 of 5 stars Reviewed 22 August 2014
my daughter (5 1/2 year old) and i had a great visit here. the cottage was cute and comfortable. having the backyard was great too. the hosts were very friendly and...
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
€386
Per Night
Southold
4 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
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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
€133
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
€116
Per Night
Shelter Island
2 Bedrooms, 1 Bathroom, Sleeps 6
11 photos Details
Reviews (3) Make Enquiry
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4 of 5 stars Reviewed 16 August 2014
This is a reasonably priced and clean place to stay. The furniture and furnishings are dated from the 60's/70's and it has a slightly musty feel. Other than that, it's a good deal...
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...
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From
€135
Per Night
Orient
Studio, 1 Bathroom, Sleeps 3
Bookings
23 photos Details
Reviews (10) Make Enquiry
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5 of 5 stars Reviewed 11 August 2014
if you looking for really relaxing , quiet place to stay here is a place ! great for bikers , a lot great places to bike ! beautiful sunsets every evening ! clean studio ! nice...
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...
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From
€579
Per Night
Shelter Island
5 Bedrooms, 4 Bathrooms, Sleeps 9
16 photos Details
Reviews (3) Make Enquiry
From
€154
Per Night
Southold
3 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
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From
€154
Per Night
Southold
3 Bedrooms, 2 Bathrooms, Sleeps 7
12 photos Details
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From
€248
Per Night
Southold
4 Bedrooms, 4 Bathrooms, Sleeps 10
5 photos Details
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From
€138
Per Night
Shelter Island
4 Bedrooms, 4 Bathrooms, Sleeps 10
16 photos Details
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From
€212
Per Night
Southold
3 Bedrooms, 2 Bathrooms, Sleeps 8
5 photos Details
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From
€242
Per Night
Orient
2 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details
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From
€275
Per Night
Orient
4 Bedrooms, 4 Bathrooms, Sleeps 8
23 photos Details
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From
€228
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
11 photos Details
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From
€251
Per Night
Shelter Island
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
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From
€275
Per Night
Shelter Island
3 Bedrooms, 3 Bathrooms, Sleeps 5
35 photos Details
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From
€132
Per Night
East Marion
2 Bedrooms, 1 Bathroom, Sleeps 6
12 photos Details
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From
€353
Per Night
Shelter Island
3 Bedrooms, 2 Bathrooms, Sleeps 5
4 photos Details
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From
€309
Per Night
Shelter Island
4 Bedrooms, 4 Bathrooms, Sleeps 10
30 photos Details
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From
€228
Per Night
Southold
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
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From
€385
Per Night
Southold
3 Bedrooms, 3 Bathrooms, Sleeps 8
8 photos Details
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From
€1,653
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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Book Online(23)
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Suitability

  • Wheelchair access (4)
  • Elder access (17)
  • Suitable for children (25)
  • Pet friendly (15)
  • Smoking allowed (2)

Amenities

  • Other outdoor space (39)
  • Air Conditioning (38)
  • Internet (38)
  • Grill (35)
  • Parking (32)
  • View all amenities
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