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Holiday villas in Greenport, Long Island, NY

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All 44 Rentals in the Greenport Area
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From
€189
Per Night
Greenport
2 Bedrooms, 2 Bathrooms, Sleeps 6
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
€186
Per Night
Greenport
3 Bedrooms, 2 Bathrooms, Sleeps 8
22 photos Details
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From
€189
Per Night
Greenport
3 Bedrooms, 2 Bathrooms, Sleeps 7
13 photos Details
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From
€284
Per Night
Greenport
1 Bedroom, 1 Bathroom, Sleeps 4
7 photos Details
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From
€189
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
€280
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
€234
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
€108
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
€133
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
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
€1,818
Per Week
Southold
2 Bedrooms, 1 Bathroom, Sleeps 6
12 photos Details
Reviews (2) Make Enquiry
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From
€224
Per Night
Southold
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
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
€265
Per Night
Orient
3 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
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
€833
Per Night
Shelter Island
6 Bedrooms, 8 Bathrooms, Sleeps 12
28 photos Details
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From
€152
Per Night
East Marion
4 Bedrooms, 3 Bathrooms, Sleeps 9
Bookings
14 photos Details
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From
€227
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
40 photos Details
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From
€227
Per Night
Southold
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
15 photos Details
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From
€284
Per Night
Shelter Island
4 Bedrooms, 2 Bathrooms, Sleeps 6
15 photos Details
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From
€197
Per Night
Orient
3 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
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From
€148
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
12 photos Details
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From
€133
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
14 photos Details
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From
€224
Per Night
Shelter Island
3 Bedrooms, 2 Bathrooms, Sleeps 4
7 photos Details
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From
€159
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
7 photos Details
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From
€133
Per Night
Orient
Studio, 1 Bathroom, Sleeps 3
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
€379
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
€189
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
€130
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
€114
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
€568
Per Night
Shelter Island
5 Bedrooms, 4 Bathrooms, Sleeps 9
16 photos Details
Reviews (3) Make Enquiry
From
€152
Per Night
Southold
3 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
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From
€136
Per Night
Shelter Island
4 Bedrooms, 4 Bathrooms, Sleeps 10
16 photos Details
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From
€238
Per Night
Orient
2 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details
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From
€243
Per Night
Southold
4 Bedrooms, 4 Bathrooms, Sleeps 10
5 photos Details
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From
€270
Per Night
Orient
4 Bedrooms, 4 Bathrooms, Sleeps 8
23 photos Details
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From
€303
Per Night
Shelter Island
4 Bedrooms, 4 Bathrooms, Sleeps 10
30 photos Details
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From
€208
Per Night
Southold
3 Bedrooms, 2 Bathrooms, Sleeps 8
5 photos Details
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From
€224
Per Night
Southold
2 Bedrooms, 1 Bathroom, Sleeps 4
11 photos Details
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From
€152
Per Night
Southold
3 Bedrooms, 2 Bathrooms, Sleeps 7
12 photos Details
Make Enquiry
From
€270
Per Night
Shelter Island
3 Bedrooms, 3 Bathrooms, Sleeps 5
35 photos Details
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From
€224
Per Night
Southold
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
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From
€378
Per Night
Southold
3 Bedrooms, 3 Bathrooms, Sleeps 8
8 photos Details
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From
€1,624
Per Night
East Marion
6 Bedrooms, 5 Bathrooms, Sleeps 12
17 photos Details
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From
€246
Per Night
Shelter Island
2 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
Make Enquiry
Enquire for rates
Greenport
2 Bedrooms, 2 Bathrooms, Sleeps 6
3 photos Details
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Enquire for rates
Shelter Island
3 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Make Enquiry
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Book Online(22)
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Suitability

  • Wheelchair access (4)
  • Elder access (16)
  • Suitable for children (24)
  • Pet friendly (15)
  • Smoking allowed (2)

Amenities

  • Internet (36)
  • Other outdoor space (36)
  • Air Conditioning (35)
  • Grill (32)
  • Fireplace (19)
  • View all amenities
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