Entire home

Waterfront House With Dock And Private Beach

Photo gallery for Waterfront House With Dock And Private Beach

A child lying on a blue inflatable raft in a grassy area with trees and a lake in the background.
A residential street lined with trees and a house.
A modern kitchen with white cabinets, a wooden bench, and a hanging light fixture.
A spacious living room with a white fireplace, a television mounted on the wall, and a purple sofa.
A single-story house with a front porch, a visible garage door, and a clear sky.

Reviews

10 out of 10
Exceptional

Highlights

  • Firepit available

    One of the few properties with a dedicated outdoor firepit.
3 bedrooms2+ bathroomsSleeps 6

Popular amenities

  • Balcony
  • Toys
  • Barbecue grill
  • Internet access
  • Air-conditioning
  • Refrigerator

Explore the area

View in a map
Shelter Island, NY
  • Place, The Hamptons Beaches
    ‪8 min drive‬
  • Place, Wolffer Estates Vineyard
    ‪25 min drive‬
  • Place, Cooper's Beach
    ‪44 min drive‬
  • Airport, Westhampton, NY (FOK-Francis S. Gabreski)
    ‪57 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Hair dryer

Bathroom 3

Soap · Shower only · Shampoo

Spaces

Deck or patio
Kitchen
Balcony
Garden
Dining area

About this property

Waterfront House With Dock And Private Beach

Vacation house rental w/stunning views, private dock and beach.

Located minutes from South Ferry on pristine Smith's Cove, bordering Mashomack Preserve and overlooking Peconic bay, this spacious home with 3 bedrooms and 2½ baths comfortably sleeps 6. The house is set back from the quiet road, discretely nestled on a wooded half acre lot that sweeps down to a private dock. A minute stroll brings you to the private association beach while complimentary kayaks and bicycles can take you further afield. The house basks in wonderful light thanks to its Southern exposure, enjoyed best from the wraparound deck or garden hammock. The recently renovated interior features pickled oak floors, top of the line bathroom fixtures, new furniture, flat screen TV, wi-fi, fireplace, central heating and AC. If you're looking for somewhere to recharge, relax and rejuvenate then look no further. We could go on and on but the photos speak for themselves.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 11:00 AM

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Children

Children allowed: ages 0–17

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Events

No events allowed

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Pets

No pets allowed

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Smoking

Smoking is not permitted

Check-out instructions

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

Load and start the dishwasher

Strip any used beds, gather used towels and store extra beds

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

Turn off the lights, lock the doors and return the keys

Turn off AC/Heat

Close and lock windows

Take garbage to the dump located on North Menantic Road. Town approved bag provided.

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

Important information

You need to know

Property # 3594708
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Shelter Island

Located in Shelter Island, this holiday home is on the waterfront. Shelter Island Whale's Tail and Shelter Island Country Club are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Bay Street Theatre and Sag Harbor Whaling and Historical Museum. Ready for a night out? Consider The Watermill Center and The Stephen Talkhouse. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and horse riding nearby.
View more Holiday homes in Shelter IslandOpens in a new window
Map
Shelter Island, NY

What's nearby

  • The Hamptons Beaches - 8 min drive - 2.0 km
  • Wolffer Estates Vineyard - 25 min drive - 16.9 km
  • Shinnecock Hills Golf Course - 38 min drive - 30.7 km
  • Orient Point County Park - 42 min drive - 24.9 km
  • Cooper's Beach - 44 min drive - 34.5 km

Getting around

  • Greenport Station - 27 min drive
  • East Hampton, NY (HTO) - 35 min drive

Restaurants

  • ‪Tutto il Giorno - ‬14 min drive
  • ‪Sen - ‬14 min drive
  • ‪Le Bilboquet - ‬14 min drive
  • ‪Pridwin Hotel - ‬9 min drive
  • ‪K Pasa - ‬14 min drive

Frequently asked questions

Is Waterfront House With Dock And Private Beach pet-friendly?

No, pets are not allowed at this property.

How much is parking at Waterfront House With Dock And Private Beach?

On-site parking is available at the property.

What time is check-in at Waterfront House With Dock And Private Beach?

Check-in begins at 4:00 PM.

What time is check-out at Waterfront House With Dock And Private Beach?

Checkout is at 11:00 AM.

Where is Waterfront House With Dock And Private Beach located?

Situated on the waterfront, this holiday home is within 2 miles (3 km) of The Hamptons Beaches, Shelter Island Historical Society and Mashomack Preserve. Shelter Island Whale's Tail is 2.2 mi (3.5 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 24 out of 25 reviews
Rating 8 - Good. 1 out of 25 reviews
Rating 6 - Okay. 0 out of 25 reviews
Rating 4 - Poor. 0 out of 25 reviews
Rating 2 - Terrible. 0 out of 25 reviews

9.8/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful waterfront view and aShort walk to the beach- perfect Shelter Island getaway!
Stayed 5 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
All good on every front with the exception of the kitchen- microwave was an issue, oven also, we served 12 one night and and the deck was quite good. Dock was not available. Host was great, very helpful and available…Paul H
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful house. We loved the location and the view was amazing. We loved using the kayak and just relaxing here.
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

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

A wonderful stay

We had a wonderful stay in Shleter island and are definitely planning to be back. The house is beautiful, very well equipped, comfortable and welcoming. The hosts were helpful and the location is amazing.
Stayed 3 nights in Sep 2021
Verified review

10/10 Excellent

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

Great stay

Perfect location and great house. Has everything you need for your stay. 1 minute walk to the beach for swimming. Nice deck to enjoy coffee in morning and drinks in evening
Stayed 4 nights in Aug 2019
Verified review

10/10 Excellent

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

Peaceful Hidden Gem

Perfect location for a peaceful stay on my favorite Island in NY. Beautiful views from the house and deck. Dock was perfect for our small motor boat. Kitchen could use some updates but the bathrooms were recently updated and in great condition. House was clean with a great layout. My family had a wonderful stay!
Stayed 7 nights in Aug 2024
Verified review

10/10 Excellent

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

Shelter Island

This home was lovely. The house was clean , bright and airy. Very close to the beach and we could ride our bikes to Marie’s. I would rent this home again.
Stayed 3 nights in Jul 2019
Verified review

10/10 Excellent

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

Tranquil

Beautiful view in a quiet place. Thanks!
Stayed 3 nights in Apr 2021
Verified review

10/10 Excellent

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

Perfect

The house is right on the water, with beautiful views from the living room, the master bedroom, and even the kitchen. It's at the edge of the Mashomack Preserve, so within a few yards' walk you reach a long stretch of beach, perfect for walking and rock collecting. The house itself is very comfortable, and there's a fire pit in the yard to sit by in the evening. We wish we could have stayed for weeks!
Stayed 5 nights in Dec 2020
Verified review

10/10 Excellent

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

Amazing shelter island home!

Beautiful, clean, and fun home in Shelter Island! We loved eating, hanging out, and playing card games on the wrap around porch. We loved kayaking and stand up paddle boarding right off the dock at the house. House was very clean, exactly as shown in the listing, and came well stocked with beach chairs, a tandem kayak, stand up paddle board, hammock, and plenty of seating areas. Wifi worked really well for when a few of us had to take work calls on the trip. We’ll definitely be back!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a really lovely stay at this house on Shelter Island. Our hosts made the whole process very easy. They were extremely accommodating and communicative. They answered questions prior to the reservation and addressed everything I asked. They also provided wonderful ideas about what to do on the island. Check in was very easy and the house was perfectly clean and ready for us. The location is great. The view from the house is magnificent. The house is in a private association with its own beach. While we were there, on a great summer weekend, we only saw a few other people on the beach. The property was very nice and we made use of the deck, grill, yard, fire pit and the dock. I highly recommend it. Also, we had a magical dinner/evening at the Rams Head Inn. It's wonderful!!!
Shucking oysters and grilling
playing in the yard, view from the firepit
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

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

Shelter Island Idyll

Our family vacation at this property was delightful. The house had everything needed and more, and the owners were very responsive. The instructions were brief and simple to follow, and all of the appliances worked well. The private beach was a two-minute walk away, and most days we had it completely to ourselves. If you walk—or kayak—down the beach to the estuary, there are shorebirds to watch. For travelers who prefer a clean aesthetic—my husband has turned a lot of hotel art around to face the wall—the house is ideal: excellent taste, lots of white, simple lines, no doo-dads. We were there for relaxation, and the location was perfect for that. My favorite was the view from the deck of the cove, with its boats bobbing in their slips, and the open water beyond.
Stayed 12 nights in Jul 2021
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy
Disliked: Location
I wish there was clear communication when renting the house that all garbage/recycling must be removed by the renter and dropped off to a place on the island. Outside of that the place was okay.
Stayed 4 nights in Jun 2026
Response from VrboOwner on 23 Jun 2026
Hi Atit, Thank you for your stay. Regarding garbage treatment, instructions were included in the information pack sent to you on June 2nd, well before your stay. The island has no central collection so everyone has to do their bit and we provided the town approved bag to make things as easy as possible for guests. Nonetheless, we hope you enjoyed your visit and wish you a great Summer. Thanks again, Dermot
Verified review

10/10 Excellent

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

October wedding weekend

great house in a perfect location as the wedding was around the corner on Merkel. beautiful views and plenty of supplies. The freezer was dripping when we got to the house but the owners returned my call very quickly and had an alternative in the basement. By the time we realized the fridge wasn't working either, it was too late and we ended up just using our coolers. We would highly recommend this home !!
Stayed 3 nights in Oct 2020
Verified review

10/10 Excellent

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

Great trip to Shelter Island

The house is very nice – it has all the basics and plenty of room to spread out. The bathrooms are new and luxurious. The location is beautiful. It’s quiet, breezy and the water views are lovely. We loved heading down to the dock and taking a spin in the kayak. We also spent some time on the beach – it is rocky but peaceful and beautiful. We started each day with breakfast on the deck (they have every coffee appliance you could want) and finished by making s’mores in the firepit. Perfect! We hope to go back very soon!
Verified review

10/10 Excellent

We Loved it!! Beautiful home!

This is a perfect vacation home, we had 4 adults, 2 (very small) kids and a baby- there’s so much space, 3 different eating areas, right on the water, it’s fantastic. Will definitely be returning!
Stayed 4 nights in Jul 2018
Verified review

10/10 Excellent

Great stay in a picturesque spot

Very comfortable and practically arranged house. The deck with the grill allows for great outdoor drinks and dinner. Bathrooms are quite new and great. Well equipped kitchen. Super clean and ample supplies of sheets and towels. Great stay with friends altogether
Stayed 2 nights in Jun 2018
Verified review

10/10 Excellent

Wonderful place to stay!

The home was a wonderful spot to get away! The secluded waterfront view was beautiful and the inside of the home was very clean and comfortable to relax in!!
Stayed 2 nights in Jun 2018
Archival

10/10 Excellent

Great House! Great Location! Great View!

If you are looking for a great house, in a great location, with a great view, this is the house for you. The views are spectacular! We traveled for a long weekend with six adults, and felt right at home. Although we ate out most of the time, the kitchen is well equipped, as is the entire house. The house is very clean, and welcoming. If we find ourselves going back to Shelter Island, we would definitely stay at this house again.
Archival

10/10 Excellent

loved it

We booked this home for a quick getaway. The location and views are absolutely gorgeous. The owners take great care of their home. It is very very very clean. The bathrooms are gorgeous. There is not a lot of furniture in the house, but there is all the basics. Everything is pristine white and elegant. We used the kitchen a lot. Some of the appliances are old but they all work. We had beautiful dinners enjoying the view. The kitchen could use more cookie sheets and ovenmits . It is great to do a lot of cooking and just sit and eat your meal - either inside or outside the views are incredible. The home has picture windows everywhere.
Archival

10/10 Excellent

Stylish and relaxing

What an amazing stay. The house, the yard, the DECK, the private beach! The house was immaculately clean which is super important. I stayed here with my family and we were all super comfortable. This house was perfect for us (ages 25-65!). Simply decorated yet absolutely chic. Although we explored the beaches of shelter island it was nice to have a private beach to take a sunset stroll on; finding beautiful seashells and rocks was my favorite part about it. The living room was bright, lots of natural sunlight. The bathrooms... we were all obsessed with them. State of the art showers, huge plus. Kitchen was BIT outdated but you know what, that did not matter to use because everything else was just so spectacular. Chisato was responsive and helpful. I would love to rent this house again. For a family on a budget the house was perfect for us. We spent a lot of time hanging out on the deck, eating the Captain's famous fried chicken, drinking espresso and laughing. What a beautiful stay. I will be recommending this house to friends... although I may want to keep it as a family secret :)
Archival

10/10 Excellent

Family reunion off season

We had a family reunion during the off season and could have not selected a better home! The views are amazing! You are right on the water and have your private dock! The house was immaculately cleaned! The sheets and towels were high quality and made for a perfect and very comfortable sleeping experience. The house has been remodeled and the bathrooms are a truely work of art! Tastefully designed including rain fall showers and beautiful tiles. The location is perfect! Great restaurants and close to the South ferry! We will definitely stay again!
Archival

10/10 Excellent

YES YES YES! <3

What an amazing stay. The island is as cute as can be with a mix of country and beach. It was such a delight, great food all around, farms, amazing beaches- nice and clean! But this stay would not have been nearly as amazing without Chisato's home. With breezy, slightly chilly nights the deck was the most perfect place to hang out, equipped with barbecue and serene backdrop of the bay. My whole family was beyond content. The pictures DO NOT do this place justice. Most importantly it was CLEAN which my family and I always appreciate. The showers were modern and grand, the living room aesthetic was simple, chic and comfortable... oh and spacious! I hope to rent here again :) The kitchen was also well equipped and spacious, a bit outdated but that is was gave it a little extra charm, as if it need more, totally NOT a deal breaker (for us at least)... The private beach is peaceful and beautiful, especially at sunset but wade's beach is larger and only 5 minutes away by car- what a sweet deal considering living in the city you have to travel 45 minutes to the nearest beach!! It was the cutest home, my family and i enjoyed every minute of it. I could go on and on for days about this home and Shelter Island it self... One last thing, go to Sunset Beach to paddle board and eat at Captain Codys but be prepared to wait!
Archival

10/10 Excellent

A Wonderful Place to Spend a Blissful Family Trip

What a gem! If you're looking for a serene, relaxing, beautiful place to decompress with family and friends, look no further. This lovely 3-bedroom house on the water is all that and more. We can't say enough about the location, just minutes from Shelter Island's South Ferry overlooking a picturesque cove and a quick stroll from a private beach (great for shell and rock collectors). The house was recently remodeled, and the bedrooms, bathrooms, and living room are sleek and modern and very comfortable. The owner told us the kitchen remodel is in the works, although it's certainly usable as is (even with older appliances). I can't say enough about the quality of the bathrooms -- we loved the rain showers and the generous tub, which our two toddlers loved bathing in. Beds were luxurious and great; no lumpy mattresses here! If you have young children, the house is particularly well equipped with toys, a high chair, baby gates, and a travel crib. Our kids loved playing out on the deck all day, and we felt totally safe to let them do so. We barely turned on the flat-screen TV because we were having so much fun outdoors -- beach-hopping, grilling, kayaking in the home's kayak, exploring the island's farms and historical sites, and just generally basking in the beauty of the region. We'll never forget the 10 days we spent here this summer. Can't wait to come back.
Archival

10/10 Excellent

Beautiful house, nice private beach

My friends and I had a great time staying at this house. The area was secluded, quiet, and peaceful. The house was very spacious and the hosts were very accommodating and accessible, and Shelter Island was a lovely getaway from NYC. Everything worked out very well, and I would definitely be interested in coming back.

About the host

Hosted by O'Hara

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