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Contemporary Home with heated pool and waterviews on Shelter Island

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Pool
Exterior
Keep an eye on the pool while grilling lunch
Cannonball friendly pool
Pool safety cover is operated from a locked control panel.

Reviews

10 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 82500 sq ft

Popular amenities

  • Pool
  • Washing machine
  • Air-conditioning
  • Parking available
  • Barbecue grill

Explore the area

View in a map
Shelter Island, NY
  • Place, Wades Beach
    ‪9 min walk‬
  • Place, Shelter Island Historical Society
    ‪2 min drive‬
  • Place, Havens House
    ‪2 min drive‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪162 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Single Beds

3 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Bathtub · Toilet · Shower only

About this property

Contemporary Home with heated pool and waterviews on Shelter Island

Our Shelter Island beach house is within a 5-minute walk to beautiful Wades Beach. A heated salt water pool is located within an enclosed patio and has an automatic safety cover which can only be accessed by tenant with a key (lock is separate from the pool), providing peace of mind to anyone with small children or guests.

Enjoy close proximity to one of Shelter Island's beautiful beaches and relax in the pastoral yard while grilling your dinner.

It offers guests a peaceful and quiet spot for an unforgettable vacation only 100 miles from New York City. Our beach house is situated on more than one acre on South Midway Road, about 1 mile from Shelter Island Heights, with easy access to the surrounding restaurants, shops and Mashomack Nature Preserve. Our house is just a short walk from the house to the sand and the water.

The interior features 4 bedrooms (2 master bedrooms with private bathrooms) and 3 full bathrooms in a sunny two-story-style layout (dual zone Central Air equipped). Beautiful Vintage doors and classic appointments adorn the open floor plan with beamed ceilings, cast iron tub, country kitchen and stained glass windows. The master bedroom has a veranda to enjoy.

The backyard has a wraparound porch with furniture, sunning deck and gas grill perfect for a barbecue. The large backyard is ideal for summer evening entertaining. Comfortably furnished, our house provides a relaxed atmosphere in wonderful surroundings. It is close to local restaurants, boat yard, ferries and all amenities that Shelter Island offers.

Please note: I do not allow pets of any kind.

House features:
18 x 36 heated salt water pool
4 large bedrooms (1 king, 1 queen, 1 full and 2 twin)
3 full bathrooms
Sun room
Living room
Private upstairs deck
Large backyard (1.25 acre)
Free Highspeed Wireless Internet Network
Central A/C & Heat throughout
Ceiling fans throughout
Two televisions
Dishwasher
Microwave & Oven
Gas Grill
Laundry room with washing machine & dryer

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House Rules

Check in after 3:00 PM
Minimum age to rent: 30
Check out before 9:00 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

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
Property Registration Number 2023 - L-0163

About the area

Shelter Island

Shelter Island is home to this holiday home. Greenport Farmers' Market and Love Lane are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore The Hamptons Beaches and Orient Beach State Park. Shelter Island Whale's Tail and East End Seaport Maritime Museum are also worth visiting.
View more Holiday homes in Shelter IslandOpens in a new window
Map
Shelter Island, NY

What's nearby

  • Wades Beach - 9 min walk - 0.8 km
  • Shelter Island Historical Society - 2 min drive - 1.8 km
  • Havens House - 2 min drive - 1.8 km
  • The Hamptons Beaches - 9 min drive - 3.1 km
  • Cooper's Beach - 39 min drive - 32.0 km

Getting around

  • Greenport Station - 26 min drive
  • East Hampton, NY (HTO) - 39 min drive

Restaurants

  • ‪Claudios Clam Bar - ‬26 min drive
  • ‪Vine Street Cafe - ‬2 min drive
  • ‪Sunset Beach Restaurant - ‬6 min drive
  • ‪Port Bar & Grill - ‬25 min drive
  • ‪Opties & Dinghies - ‬4 min drive

Frequently asked questions

Does Contemporary Home with heated pool and waterviews on Shelter Island have a pool?

Yes, this property has a pool.

How much does it cost to stay at Contemporary Home with heated pool and waterviews on Shelter Island?

As of 15 Mar, 2026, prices found for a 1-night stay for 2 adults at Contemporary Home with heated pool and waterviews on Shelter Island on 18 Mar, 2026 start from S$1,796, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Contemporary Home with heated pool and waterviews on Shelter Island pet-friendly?

No, pets are not allowed at this property.

How much is parking at Contemporary Home with heated pool and waterviews on Shelter Island?

On-site parking is available at the property.

What time is check-in at Contemporary Home with heated pool and waterviews on Shelter Island?

Check-in begins at 3:00 PM.

What time is check-out at Contemporary Home with heated pool and waterviews on Shelter Island?

Checkout is at 9:00 AM.

Where is Contemporary Home with heated pool and waterviews on Shelter Island located?

Situated in Shelter Island, this holiday home is within 2 miles (3 km) of Wades Beach, Havens House and Shelter Island Historical Society. Mashomack Preserve and Sylvester Manor are also within 2 miles (3 km).

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. 12 out of 12 reviews
Rating 8 - Good. 0 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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

This review was submitted before 2018 and can't be verified.

10/10 Excellent

Shirley Y.

The house is lovely, we found it very clean and comfortable.

This is a great place for an easy vacation. The house was very well stocked and immaculately clean. The best part was the close proximity to the beach.
Stayed 7 nights in Sep 2016

10/10 Excellent

Dean C.

Perfect Family Retreat in Shelter Island

We needed a brief family get-a-way to reconnect as a family post kids coming home from college break. We found this property to be perfect for that. Great individual bedrooms and baths centered around a great family space inside and out. The pool was outstanding and Wades Beach is 100yards away! Just what the doctor ordered and very clean and well appointed as well. We would stay again and highly recommend.
Stayed 5 nights in Jul 2018
This review was submitted before 2018 and can't be verified.

10/10 Excellent

Nick M.

Fantastic family vacation home

Wonderful place - the house was magical! Large rooms, spacious, tasteful, clean and modern. Plus a few minute walk to the best beaches on shelter island made this one of best vacations ever. The water is generally very calm here too - just makes things so pleasant and safe for kids. If you have kids recommend the inlet at the end of wades beach for crab catching. Thanks!
Stayed 7 nights in Aug 2017
This review was submitted before 2018 and can't be verified.

10/10 Excellent

Julie P., New York City

Wonderful, spacious house steps from the beach

We have stayed at this property a number of times and we keep coming back! It is the perfect place for family and/or friends to relax and enjoy all that the North Fork has to offer. Literally steps from Wade's Beach, and a quick drive into town, this is a wonderful house, and perfect for children or adults. And Christina and Kevin are the consummate hosts! They know all of the best local spots and have been great to work with.

10/10 Excellent

Justin R.

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

Great stay

A really well laid out and located property on Shelter Island. Other reviews mention the pictures don't do it justice and I can happily reaffirm that, it's really great both inside and out. Particularly great for kids. The pool is amazing and somehow managed to convince my 4 year old to learn to swim. Not me, the pool, that's how nice it is.
Stayed 7 nights in Jun 2019

10/10 Excellent

Daisy D.

Absolute heaven!!

Where to start.. what an incredible holiday we had in Christina's beautiful home. This is truly a fantastic find and the best VRBO experience we've ever had. The house is impeccably decorated in a cool, stylish but incredibly comfortable manner, spotlessly clean, and with incredible amenities. The layout is perfect for a larger family although we enjoyed the space with just our baby daughter. The pool is AMAZING. Heated, salt water, and with a wonderful deck area - we spent hours there. We loved grilling out in the warm evenings and enjoyed the shade of the deck during the heat of the day. The proximity to Wades Beach also could not be more convenient and the bay beach with shells and warm water is perfect for young children. We had an amazing dinner at Sunset Beach which was a short car ride away, but pretty much everything else we needed was walkable. It was a pleasure to be welcomed and checked-out also, very professional and helpful, in sum, we found the owners to be an absolute delight (and super responsive) to deal with. This honestly could not have been a better stay for us, we will be back. Thank you for having us in your beautiful home.
Stayed 3 nights in Jul 2018

10/10 Excellent

Jamie N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect!
Stayed 13 nights in Aug 2025

10/10 Excellent

John & Anne-Marie O.

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

A very nice place for a family vacation

A very nice place for a family vacation. Everything went well and the manager was easy at hand if needed however no problems really occurred
Stayed 18 nights in Sep 2020

10/10 Excellent

Janet C.

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

Unusually great vacation house

The house was lovely, even better than the pictures. It was so light and spacious. The family room/sun room is enviable, with pretty grounds around it and a view to the road which is not very close to the house. Everything is wonderfully maintained. The house was immaculate. Everything was provided, even beach towels and chairs, and pool toys . There was nothing that we needed to bring or get, other than our personal clothing and food we wanted to eat. The agent was delightful as she knows a lot about Shelter Island. She is also informative, on time and responsive. The owner, Christina, was very prompt about getting back to me with answers to questions both before and after the rental was finalized.
Stayed 7 nights in Jul 2019

10/10 Excellent

Stephanie k.

Beautiful home on SI

Everything about this lovely home worked for my family of 6, 3 teen girls and teen son. The home is beautifully renovated with gathering areas for family and separate sitting areas for privacy. The pool is spectacular and having Wades Beach a stone throw away ideal.
Stayed 7 nights in Aug 2018
This review was submitted before 2018 and can't be verified.

10/10 Excellent

Eric T.

Wonderful Weekend & Tranquil Oasis!

We had a fantastic long weekend with my fiancee & 2 nieces. The property is a tranquil oasis set a little back from the road & a short walk from Wade's Beach. The house is surprisingly large with a fully stocked open kitchen that looks out into a vibrant green backyard. Plenty of beach gear on hand including a Radio Flyer wagon made the short walk to Wades Beach very convenient. We'll def be back! Some tips: *- The backyard porch is perfect spot for a leisurely breakfast *- Take the most peaceful nap ever in a hammock under a tree in the backyard as you fall asleep to the chirping of birds *- Wade's Beach is a bit rocky so grab some water shoes. Once you get past the first 15 feet or so it clears up. *- Take in the sunset from the sunroom in the front of the house
This review was submitted before 2018 and can't be verified.

10/10 Excellent

Kevin F., New York, NY

Cozy, Roomy, and Close to the Beach

We were two couples with three kids and my parents. What was nice about this house is that it has 2 master bedrooms, with their own full baths, on separate floors. We put my elderly parents upstairs and we used the three bedrooms on the main floor. It has an open living room and kitchen area which was nice to spread out in (exposed beam ceilings are nice). The sun room with the TV was good to stick the kids in while we were on the other side of the house. It has a large backyard of about an acre. The owner left beach chairs, umbrellas, and toys in the shed. The greatest part is that the walk to the beach is 5 minutes! It's four doors to Wades Beach, which is a very good spot for kids because it's on the bay. The property was meticulously kept, it had garbage pickup, and we used their cleaning women to come weekly. The owner was very nice and answered my emails and texts right away. If you are looking for a big house near a beach, this was a good value and a really nice vacation house.

About the host

Hosted by Christina

Host profile image

Why they chose this property

Modern comforts in a relaxed and non-fussy home. Enjoy the natural beauty of the surrounding waters or the privacy of floating in the backyard pool.

What makes this property unique

Escape from the world on this unique and tranquil island. Our local property manager is available to answer questions and make recommendations regarding restaurants and must see places to visit.

Languages:

English
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