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Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk to Everything!

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Terrace/patio - Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk to Everything! (Greenport)
3 bedrooms, desk, iron/ironing board, travel cot - Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk to Everything! (Greenport)
Dining - Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk to Everything! (Greenport)
Outdoor pool, a heated pool - Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk to Everything! (Greenport)
Smart TV, fireplace, video games, books - Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk to Everything! (Greenport)
Take advantage of a firepit, a playground and laundry facilities at Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk to Everything!. In addition to a gym, guests can connect to in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms4 bathroomsSleeps 8225 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Gym

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk to Everything!

Escape to our charming Greenport Village oasis! Nestled in a quiet neighborhood just a short stroll from the vibrant heart of downtown, our spacious 2,440 sq ft home is the perfect retreat for your next getaway.

Inside, you'll discover:

Open & Airy Spaces: A bright, welcoming interior with high ceilings and a modern, open-concept layout.
Gourmet Kitchen: Newly updated with stainless steel appliances, ideal for preparing delicious meals.
Cozy Fireplace: Relax by the warm glow of the gas fireplace in the living room.
4 Comfortable Bedrooms: A king-sized master suite, a queen guest bedroom, a twin bedroom, and a finished basement with a queen sleeper sofa for additional guests.
3.5 Bathrooms: Three full bathrooms (two with tub/shower combos and one with a shower) and a convenient half bath.
Luxurious Amenities: Enjoy central air conditioning, a washer/dryer, and high-speed Wi-Fi.
Entertainment: Relax with Apple TV, a smart TV with Netflix and Amazon Prime, and an outdoor TV for poolside enjoyment.
Outside, your private paradise awaits:

Sparkling Saltwater Pool: Take a refreshing dip in our heated saltwater pool, surrounded by lush greenery.
Covered Porch: Dine al fresco, sip your morning coffee, or simply unwind while watching TV on the porch.
Outdoor Shower: Rinse off after a day at the beach or pool.
Explore the wonders of Greenport:

Steps to Downtown: Walk to the best restaurants, shops, wineries, and the ferry to Shelter Island.
Family-Friendly: We have a pack 'n' play and high chair available upon request.

Don't miss out on the chance to experience Greenport's charm from this beautiful home. Book your stay today!

Property amenities

Beach

  • Beach nearby
  • Beach towels

Pool/Spa

  • Heated pool
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: WiFi

Parking and transport

  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 3.5 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV
  • Video games

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Firepit
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • Near a health/beauty spa
  • Near a hospital
  • Near the bay
  • Near the marina

Things to do

  • Bicycles
  • Gym
  • Heated pool
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Ice skating nearby
  • Kayaking nearby
  • Motor boating nearby
  • Swimming nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Unit size: 2,420 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM

Minimum check-in age - 30

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you to complete the following before checking out:

Load the dishwasher

Strip any used beds and gather used towels

Remove personal items, remove leftover food and drinks and take out the rubbish

Turn off the lights and lock the doors

Failure to complete these may result in a negative review from the host.

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

This property does not have any lifts
A car is not required for transport to and from this property

Frequently asked questions

Does Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk to Everything! have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk to Everything! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk to Everything!?

On-site parking is available at the property.

What time is check-in at Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk to Everything!?

Check-in begins at 4:00 PM.

What time is check-out at Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk to Everything!?

Checkout is at 11:00 AM.

Where is Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk to Everything! located?

This family-friendly Greenport holiday home is located near the beach, within a 10-minute walk of Greenport Farmers' Market, Greenport Carousel and East End Seaport Maritime Museum. Railroad Museum of Long Island and Camera Obscura are also within 10 minutes. Greenport Station is 9 minutes by foot.

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Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 10 out of 12 reviews
Rating 8 - Good. 2 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

9.8

Cleanliness

9.6

Location

Reviews

Verified

10/10 Excellent

Michael F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location with short walks was great, the property and pool were great and the vineyards and fall festivals in the area were great
Stayed 60 nights in Aug 2025
Verified

10/10 Excellent

Tara M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic experience

Lovely home. Perfect location. Close to everything.
Stayed 17 nights in Jul 2024
Verified

10/10 Excellent

Shayla B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Eric was a fantastic host, quick responses and everything was exactly as described. The house was immaculate and had literally anything you could ever think of. I stayed with a bunch of friends to celebrate a birthday and we wanted a nice relaxing weekend in. We couldnt have had a better weekend!
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Liza G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing weekend getaway

My husband and I spent a long weekend here with our toddler and newborn - this beautiful home had everything we needed and more! Our two-year old had so much fun in the pool and the house was so well-equipped for kids. We really enjoyed being able to walk into town. The house is conveniently located next to a playground and is within walking distance to a grocery store and tons of great restaurants and coffee shops. Eric and Charla were very responsive to our questions throughout our stay. We would stay here again in a heartbeat!
Stayed 5 nights in Aug 2024
Verified

10/10 Excellent

Al L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was outstanding. Great location with a lot of amenities. Owner great to work with!
Stayed 2 nights in Oct 2025
Verified

8/10 Good

Pamela L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Greenport stay

The house is very pleasant and a great location so you can walk to almost everything!! The pool is refreshing and the porch is wonderful !!!
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Beth D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location to fully enjoy the shop/restaurants, waterfront and beach, farms and wineries.

The house was perfect, as described, and the outside space with large covered porch and pool made staying in just as fun as venturing out. The hosts were fully responsive throughout the booking process and in answering any other questions.
Stayed 14 nights in Jun 2022
Verified

8/10 Good

Sal D.

Liked: Cleanliness, check-in, location, listing accuracy

Hi Tech in Greenport

Pros: Modern style, pool and deck, Frame T.V."s, new appliances, CAC, very workable kitchen. Off and on street parking. excellent WIFI reception, walkable to vilaage was excellent, small park very close for my grandson, local IGA supermarket, great coffee shop in Aldo's, nice restaurants, bakery and ice cream parlors. Nice golf course that is well maintained. Greenport is a terrific old fishing village modernized. Cons: House is too high tech for us older folks to get used to. Bring your vpasswords for streaming services on the T.V. "s, their is no cable per say., rules for sanitation and recyclable pick up and special bags needed at our expense was annoying. Contact with owners was only by the VRBO app and took a while for contact, propertyt manager indicated he had not been in contact with owners for several months and that i should contact the owners, if possible, pool cover to close had a problem closing and pool company said they needed permission to repair so we left it as we got it, open. I guess my CONS are minor but for the expense someone should meet you at the $PM check in time nand go over the various operations of the home. Lastly the cleaning service can do a little better job of sanitizing before new renters get there. All in all these were minor inconveniences as our small family enjoyed themselves. Young vacationers would love the place on a quiet block.
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

jamie f.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Stay!

We had such an amazing stay! The house was perfect for our family and had everything you could need (especially with a baby girl!). It was so nice to be able to easily walk into town, go to nearby playgrounds etc... I'm already thinking about booking again for next summer.
Stayed 14 nights in Jul 2022
Verified

10/10 Excellent

Crystal L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing House...Walk to Everything!

We loved staying at this house on 2nd Street. Short walk to town with great shops, restaurants and a grocery store one block away. The house is beautiful and we loved the open concept on the main floor. So nice to have a washer and dryer as well. The backyard is a good size too. It is the perfect set up for young kids...highchair, baby gates, baby proofing, some toys and we found a great playground near the Fire Station. The beach is also close by. In my opinion, the house is in a transitional neighborhood, it being one of the nicest on the block but we did feel safe walking around at night with our young kids. Overall we had a great stay and look forward to going back to Greenport next summer!
Stayed 4 nights in Aug 2019
Verified

10/10 Excellent

Robin M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful renovated home

My husband and I rented this house for three days. We spent one day alone, then my daughter & son in law joined us with their 4 and 18 month old. The house is a perfect retreat for couples, perfect for a family. It was VERY clean, comfortable and easy. The appliances —- kitchen/laundry — are great! Master bed is very comfortable and closet is great. Love the barn door on closet. It’s an easy walk into town. We never used our car. My husband and I rented bikes and rode to Orient Point. It’s a lovely way to spend the afternoon. FYI, it’s mostly flat.. And, as soon as you get up to the main thoroughfare, there’s a bike lane. When my grandchildren came the gates on the stairs became the best part of the house! Priceless. Made life easy. The four year old spent half the day on the carousel in town. We also traveled back and forth on the ferry to shelter island just for kids to ride ferry. For them it was a treat. The owners allowed me to bring my non shedding sheepadoodle. I was grateful. And except when she was left alone the first night and scratched Charla and Eric’s door, it was perfect for her. The whole area is dog friendly. Most importantly, when i told them about the scratching, they were gracious and reassuring. I felt terrible. The house instructions were clear and detailed. The only confusing part was the yellow bags. The trash bags were in a yellow box. That needs to be clarified. We went to a number of the restaurants that they recommended. All great. Can’t remember if Bruce and Son was on the list. Great breakfast/lunch place AND they take reservations, have some outdoor seating and high chairs. If the backyard was completed ( deck etc) I think I’d want to move in. That’s the only thing that I would add to this wonderful home. Pool would be fabulous. Don’t know if zoning allows. On the way home I stopped at several of their farm they recommend. It was well worth the zigzagging. We had a great weekend and would definitely go back.
Stayed 3 nights in Aug 2019
Verified

10/10 Excellent

Maria H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

the House has an open floor plan and everything is new. Very comfortable and decent size back yard.

I am from Greenport and returned for My family reunion. The house has everything you need for a stay. Kitchen is fully equipped. Comfortable beds. Excellent temperature control in house. It was actually quite cool when we arrived so opened the windows. Then became very humid last day and turned on the AC and it cooled down fast. outside grill and table. Decent size yard. Everything is new in the house and it was very clean. The only suggestion is that they might want to get a second recycle can for outside. The one they had was full when we got there so it was overflowing after we added our recycles to it.
Stayed 4 nights in Aug 2019