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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 12 hours
Response rate:
Calendar last updated:
14 April, 2017

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 North Fork

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
  • non smoking only
  • pets not allowed
  • children welcome
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 -
(15 traveller reviews)

Spacious Historic Downtown Greenport Apartment
average rating of 4.2 based on 15 reviews
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: Oct 17, 2016
  • Date of Stay: Oct 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: Sep 9, 2016
  • Date of Stay: Sep 2016
  • Source: HomeAway
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1 0

Great location and loft space

  • 5 of 5

There was a group of us in town for a wedding and this property worked perfectly for our needs. Clean, centrally located and plenty of space to sleep. That being said realize you are on main street and staying above a bar - it does get loud at night so if you are looking for a quiet get away this is probably not the property for you. We had a great time staying here.

  • Review Submitted: Aug 12, 2016
  • Date of Stay: Aug 2016
  • Source: HomeAway
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Perfect for what we needed, not the greatest

  • 2 of 5

We stayed at this apartment for a bachelorette party and it ended up working fine- it's in the perfect location, easy access to the bars and nightlife which is what we were looking for. The apartment is big 4 bedrooms 2 bathrooms, slept 8 every comfortably. the owners of the property were easy to get a hold of while we were there and very accommodating. Ahead of our stay they answered all our questions and were extremely helpful.

Our biggest issue is that the apartment was unkempt and dirty- the bath towels had make-up stains on them, the kitchen floor was sticky, the refrigerator leaked the entire stay, the bathrooms had hair on the walls; there were even leftover decorations from the last guests who stayed here all over the apartment. We are required to pay for a cleaning service but I honestly do not think it was cleaned before we checked in.

If you decide to stay here I would suggest bringing your own towels, and cleaning supplies. Windex and paper towels were nowhere to be found in the apartment and the drawers and cabinets were completely unorganized. (example- the extra garbage bags were in a bedroom closet, not under the sink where you would think they should be. Took us 15 minutes to locate one)

Lastly, I was really disappointed when we first walked into the rental- the stairs leading up to the rooms were so gross- We were completely skeeved out. It really doesn't take much to clean out that hallway once and awhile. Cleanliness is important in a rental like this.

  • Review Submitted: Jun 29, 2016
  • Date of Stay: Jun 2016
  • Source: HomeAway
Owner's Response: Nicole, sorry but I highly disagree with your review here. I asked our cleaner about this and she immediately sent me pictures of the apartment and it was not in such a state. Also, all cleaning supplies were in the hall closet. I apologize that no one was there to show you in and now have a manager to show guests in and explain location of things. Our cleaner spends a full day cleaning after each party leaves and I take it personal that you would leave such a terrible review while you knew Marc was working right below in Lucharitos. Any problem or question you had you could have just come asked.
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Location, location, location!!!

  • 5 of 5

This loft is spacious and really cool! There are many rooms so we never felt cramped. There is a beautiful view of the water from the kitchen and tons of windows. It is within walking distance from everything including Claudio's, The Frisky Oyster, and all the shops. We parked our car Friday and didn't drive again until Sunday. The owners are very down to Earth and responded to questions quickly while we were there. It is definitely a great place for a bachelorette or bachelor party! I would definitely recommend this space if you're looking for a fun time!

  • Review Submitted: Jun 1, 2016
  • Date of Stay: May 2016
  • Source: VRBO, from HomeAway
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Perfect for weekend w/ friends, looking to have a good (party) time in Greenport Area

  • 5 of 5

Great apartment - clean, new kitchen, lots of space, well-maintained, and an ideal location in heart of Greenport.

Mike was super easy to work with, and even hooked us up with some awesome Mexican food from downstairs. I was here with a bunch of girlfriends, and we were out and about during the day/night. We saw the reviews of the music downstairs (yes, it's definitely true), but if you're coming to Greenport to have a good time and looking to stay out late at night, it's all good. You could even easily head downstairs and take part in the music/fun.

Highy recommend for friends getaway...

  • Review Submitted: May 27, 2016
  • Date of Stay: May 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thanks Rachel! Glad you gals had such a great time! Come back anytime!!
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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:
Convert Currency
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 £42 per night, per additional guest

Additional pricing information

Property Damage Protection £45.61
Cleaning Fee £77.3 + 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.

Enter dates for accurate pricing

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Partner Offers

Portable wifi hotspot

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