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Spacious Historic Downtown Greenport Apartment

Bedrooms 4
Space 2,000 sq. ft.
Property type apartment
Minimum Stay 2 nights


About the property

4 Bedrooms, 2 Bathrooms (Sleeps 12)

Sunny, large, beautiful and spacious 3 bedroom second floor apartment in the HEART of downtown Greenport! Located on Main Street steps from the water!

Everything inside this apartment is BRAND NEW! Experience a modern, hip feel in a historic, classic Greenport building!

Enjoy beautiful Marina, Mitchell Park and Shelter Island views from the kitchen and bathroom! This recently upgraded early 20th Century building is full of charm. Steps from Noah's, The Clam Bar, Scrimshaw,The Frisky Oyster, the Greenport Harbor Brewery, Brick Oven Pizza (best in NY), First and South, Preston's, the Carousel, boutiques and art galleries and of course the rustic Greenport Waterfront!

Just a 5 minute walk to the Shelter Island Ferry and the Hampton Jitney Bus stop.

12-15 minute walk to nearest beach! (5th Street Beach)

The apartment has:

3 Bedrooms with Queen Beds

1 Bedroom with Two Twin Beds

1 Lounge are with Queen size pull out couch

1 Living Area with Queen size pull out sectional couch

2 Full Bathrooms

Huge Kitchen overlooking the harbor

This stunning apartment was recently renovated and all furnishings are BRAND NEW (Spring 2013)!

The PERFECT apartment for Bachelor/Bachelorette Parties & Wine Tour Groups, groups of couples or large families!

Enjoy Fresh Mexican Food and Famous Margaritas at Lucharitos Taqueria and Tequila Bar downstairs!

Message us if you are a smaller group and if available we will work something out!


This is a much cheaper option than the local hotels. YOU WILL NOT BE DISSAPOINTED!

More Details

Property Manager
Marc and Mike La Maina
Member since: 2013
Speaks English, Spanish
Response time:
Within a day
Response rate:
Calendar last updated:
14 March, 2018

About Marc and Mike La Maina

We are a family from Greenport who have lived there our whole lives.

Allison is a Registered Nurse with 3 wonderful children.

Marc is the owner and operator of Lucharitos Taqueria and Tequila Bar and has two young sons.

Michael is a Captain in the Merchant Marines.

This building was given to us by our mother, who received it from her mother many years ago. We retrofitted it and it is just beautiful. We know our Grandmother is smiling from heaven!

Marc and Mike La Maina purchased this apartment in 1901

Why Marc and Mike La Maina chose Greenport

Centrally located and charming 20th century apartment. Spacious and luxurious.


Accommodation and facilities for this holiday apartment on the Greenport on the Southold Town

Property Type:
  • apartment
  • floor 2
  • Self-catering
Floor Area:
  • 2000 sq. ft.
House Rules:
  • Max. occupancy: 12
  • children welcome
  • pets not allowed
  • non smoking only
Location Type:
  • village
  • Water View
  • Waterfront
  • Family
  • Historic
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Telephone
  • Towels Provided
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Hob
  • Toaster
  • Dining
  • Dining Area
  • seating for 8 people
  • 2 Bathrooms
  • Bathroom 1 - Toilet , Shower Enclosure
    Bathroom 2 - Toilet , Shower Enclosure , Make-Up Vanity!
  • 1 Full bathroom overlooking harbor 1 Brand New full bathroom with make-up vanity
  • 4 Bedrooms, Sleeps 12
  • Living Room - 1 Sofa bed/Futon , Queen sized pull put sectional couch.
    Lounge - 1 Large Double Bed , Brand new Queen sized pull out sofa
    Queen 3 - 1 Large Double Bed , Brand new Queen
    Queen 1 - 1 Large Double Bed , New Queen
    Queen 2 - 1 Large Double Bed , New Queen
    Twin Bedroom - 2 Single Bed , 2 Twin Beds
  • Master bedroom with new Queen sized bed 3 Bedrooms with new queen sized beds Bedroom with two new twin sized beds Living room with new queen sized sectional couch Lounge with new queen sized sectional couch
  • Books
  • Games
  • Satellite / Cable
  • Television
  • wheelchair inaccessible
  • cinemas
  • Health/Beauty Spa
  • marina
  • museums
  • restaurants
  • winery tours
Leisure Activities:
  • antique hunting
  • beachcombing
  • bird watching
  • Boating
  • Miniature golf
  • paddle boating
  • scenic drives
  • Shopping
  • sight seeing
  • walking
  • Wildlife Viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • laundrette - serviced
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • jet skiing
  • Kayaking
  • pier fishing
  • sailing
  • bay fishing
  • surf fishing
  • swimming
  • water skiing


Very Good! 4.2/5 -
(19 traveller reviews)

57% Complete
26% Complete
0% Complete
10% Complete
5% Complete
Spacious Historic Downtown Greenport Apartment
average rating of 4.2105265 based on 19 reviews

The perfect spot for a weekend away

  • 5 of 5

This apartment was exactly what we needed for our group of women celebrating a bachelorette party. The location cannot be beat. Walking distance to all the best shops and restaurants. There were plenty of linens and towels and the beds were all comfortable. The kitchen and living space were wonderful hangout spots too. The owners were incredibly responsive and helpful. Based on the other reviews I was prepared for the noise but it was not bad at all, although we were up late and had the ACs running! This was the perfect spot and I highly recommend for a fun friends weekend away. Also, the Mexican food downstairs is delicious.

  • Review Submitted: 24-Aug-2017
  • Date of Stay: August 2017
  • Source: VRBO, from HomeAway
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0 0

Quiet hours from 3AM-10AM... NOT FOR FAMILIES or anyone wanting to sleep

  • 2 of 5

I wanted to make my review clear from the beginning, this is a 2 star location. the review's below with 5 stars and comments about the noise are very misleading. The apartment was great BUT The noise from the restaurant/bar downstairs was so unbelievable loud. It was so loud that at 1AM I lay in bed with my feet bouncing up and down due to the base.

If you party late, like 2:30-3PM late then it shouldn't be an issue.... as long as you dont mind the noise from the music at lunch.

DO NOT expect to bring a family here. Serious partiers only.

Positives: Communication was great. Beds we nice, apartment was clean and right downtown. The owners were flexible about a service animal.

Cons: No sleep aside from 3-11AM, plus when we arrived a cook from downstairs was in the apartment... meaning that someone in the kitchen or restaurant had a copy of the key. This made us feel unsafe.

  • Review Submitted: 18-Jun-2017
  • Date of Stay: June 2017
  • Source: VRBO, from HomeAway
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Large comfortable home in the center of everything!

  • 5 of 5

This place was great, large , open, and next to everything that you should be next to. Lucharitos is right down stairs , the owner was great and very accomidating . Delicious food. Great staff.

  • Review Submitted: 12-Jun-2017
  • Date of Stay: June 2017
  • Source: VRBO, from HomeAway
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0 0

Great location - Nice Owners - Good Size Kitchen - Near the Nightlife

  • 5 of 5

I had a good time with friends and would stay again, but see below for more details and an explanation of the noise. I would probably give less than a 5 (like 4.5 or 4.7) because of the noise, but a 4 seemed way too low.

Pros- It is easy to get to from the train. It is near restaurants, bars and shopping. The owners were easy to deal with (responded to emails in a timely manner and someone waiting with the keys when I got there). The Kitchen was a good size and had most pots and pans you would need to cook with.

Cons- Some bedrooms don't have a lot of privacy, like curtains instead of a wall. It is fine if you are there with a group, but for couples it could be awkward. The noise mentioned in other reviews is true. I live in NYC in the west village so this isn't people expecting things to be super quiet. One of the bed is directly over the karaoke machine in the bar below, which I think may just be a Saturday night thing. Again, if you are planning to be up late hanging out with friends it should be fine. If you want to be in bed by 10pm, this isn't the place for you.

  • Review Submitted: 30-Apr-2017
  • Date of Stay: April 2017
  • Source: VRBO, from HomeAway
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Manhattan, New York

Great apartment in the heart of Greenport

  • 4 of 5

Perfect location and size for a weekend getaway. We were a group of 9 girls that were in town for a wine tour. The apt is right above a restaurant so the only downside would be the noise late at night. It didn't really bother us but if you're looking to get some sleep don't stay here.

  • Review Submitted: 17-Oct-2016
  • Date of Stay: October 2016
  • Source: VRBO, from HomeAway
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Nice Location

  • 4 of 5

Me and my friends stay at the apartment was very nice. We had very good time at the apartment. It is centrally located to everything. So it is easy access to all the shops, restaurants, train station and all the attractions. The apartment itself was clean and had all the necessary amenities. It is above a restaurant so the music from downstairs does get loud, but it did not bother us. The only complaints we had was that the Wifi was down the whole weekend and they need to make sure that the garbage of the restaurant is not lying outside the entrance of the apartment door.

  • Review Submitted: 09-Sep-2016
  • Date of Stay: September 2016
  • Source: HomeAway
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1 0


Car: not necessary

Greenport Village is rich in history and was recently named one of the prettiest towns in the USA. Enjoy our pristine beaches, fine galleries and exciting dining experiences.

From basic to trendy, there is a variety of options for every taste and budget. Fresh seafood, locally grown produce and highly trained chefs abound.

Shopping is an art form best practiced in Greenport. From galleries and antiques to eclectic boutiques and specialty foods, browsers are entirely welcome here.


Prices & Availability

Prices for this holiday apartment on the Greenport, Long Island

Rental Basis:
per property
Manager accepts payment in:
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Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly * Event Price
My Standard Rate
2 night minimum stay
for 2 nights
Notes: Rates are based on 8 guests; add £39 per night, per additional guest

Additional pricing information

Property Damage Protection £42.6
Cleaning Fee £72.21 + Tax
Tax Rate 8.75%

Extra people: $50 dollars a night after 8 people. Max 12.

Cleaning Fee: $100

VRBO Property Damage Protection: $49

5% rental charge for cancellations less then 1 week from reservation.

Please print and sign the rental agreement upon check in.

Manager's Cancellation Policy

Please ask the manager or check their rental agreement when booking the property.
Ask Manager a Question