Title: Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool Reviews, Deals & Photos 2026 - Expedia.co.uk

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Entire home

# Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool

Holiday home with kitchen, near The Hamptons Beaches

## Photo gallery for Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool

![Interior - Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool (Shelter Island)](https://images.trvl-media.com/lodging/116000000/115140000/115140000/115139921/w2791h1063x0y0-2b01e6db.jpg?impolicy=resizecrop&rw=598&ra=fit)

![Exterior - Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool (Shelter Island)](https://images.trvl-media.com/lodging/116000000/115140000/115140000/115139921/e5d40e23.jpg?impolicy=resizecrop&rw=297&ra=fit)

![Pool - Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool (Shelter Island)](https://images.trvl-media.com/lodging/116000000/115140000/115140000/115139921/6fc60542.jpg?impolicy=resizecrop&rw=297&ra=fit)

![5 bedrooms, iron/ironing board, WiFi, bed sheets - Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool (Shelter Island)](https://images.trvl-media.com/lodging/116000000/115140000/115140000/115139921/577b730a.jpg?impolicy=resizecrop&rw=297&ra=fit)

![Interior - Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool (Shelter Island)](https://images.trvl-media.com/lodging/116000000/115140000/115140000/115139921/cfbd198f.jpg?impolicy=resizecrop&rw=297&ra=fit)

- Overview
- Location
- Amenities
- Policies

Consider a stay at Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool and take advantage of a garden, laundry facilities and a gym. Guests can connect to in-room WiFi. 

### Entire home

5 bedrooms7 bathrooms

## Popular amenities

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

## Add dates for prices

Check-in

Check-out

Travellers

## About this property

### Entire place

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

### Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool

Experience Shelter Island like a local in this beautiful waterfront home. Main house with 3 bedrooms and 4.5 baths. Guest house with 2 bedrooms and 2 baths. Gunite pool, outdoor grill, beach and dock. Enjoy amenities like a washing machine, heating, fitness room, iron, WiFi, and AC. Immerse yourself in the tranquility of Shelter Island and make unforgettable memories at our dream getaway home. Shelter Island Long Term Rental # 2025-L-0103.

## Property amenities

### Beach

- Beach loungers
- Beach towels

### Pool/Spa

- Pool

### Internet

- Available in the house: WiFi

### Parking and transport

- Parking on site

### Kitchen

- Blender
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Electric kettle
- Hob
- Ice maker
- Kitchenette
- Microwave
- Oven
- Refrigerator
- Spices
- Toaster

### Bedrooms

- 5 bedrooms
- Bedsheets provided

### Bathroom

- 6.5 bathrooms
- Towels provided

### Living spaces

- Fireplace

### Entertainment

- Smart TV

### Outdoor areas

- Balcony
- Barbecue grill
- Garden
- Outdoor furniture

### Laundry

- Laundry facilities
- Washing machine

### Comfort

- Air conditioning
- Heating

### Pets

- Service animals only (pets not allowed)

### Suitability/Accessibility

- Smoke-free property

### Services and conveniences

- Housekeeping on request
- Iron/ironing board

### Things to do

- Bicycles
- Boat
- Gym
- Kayak
- Water sports equipment

### 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)

### General

- Bicycles
- Garden
- Housekeeping (on request)
- Living plant wall

## Similar properties

![Living area](https://images.trvl-media.com/lodging/69000000/68780000/68771500/68771498/46fe7fa7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### Most private house with pool with ocean view

Shorewood

[](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=68771498&PinnedHotelID=68771498&HadPinnedHotel=true&regionId=-1&adults=2)

![Exterior](https://images.trvl-media.com/lodging/105000000/104230000/104229900/104229861/863e1739.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### Beautiful Shelter Island/Hamptons Beach House Monthly Rental

Shorewood

- Washing machine
- Dryer
- Pet-friendly
- Air-conditioning

[](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=104229861&PinnedHotelID=104229861&HadPinnedHotel=true&regionId=-1&adults=2)

![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/75000000/74100000/74095400/74095357/485c8cc0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium)

### Majestic estate in coveted Private North Haven Community, 2 acres of lush...

Sag Harbor

- Pool
- Kitchen
- Washing machine
- Dryer

[](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=74095357&PinnedHotelID=74095357&HadPinnedHotel=true&regionId=-1&adults=2)

[Compare similar properties](/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=115139921&PinnedHotelID=115139921&HadPinnedHotel=true&regionId=-1&adults=2&comparePropertyIds=115139921,68771498,104229861,74095357)

## Policies

### Check-in

Minimum check-in age - 21 

### Check-out

Flexible check-out available (contact host to arrange)

### Special check-in instructions

The front desk hours vary at this property

Guests must contact the property for check-in information

To make arrangements for check-in please contact the property ahead of time using the information on the booking confirmation

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 

### Pets

Pets not allowed (service animals are welcome, and are exempt from fees)

### Children and extra beds

Children are welcome

### Events

No events allowed 

### Smoking

Smoking is not permitted 

## Important information

### You need to know

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 

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 

## About the area

Shelter Island is home to this holiday home. Shelter Island Whale's Tail and The Style Bar are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore The Hamptons Beaches and Orient Beach State Park. Sag Harbor Whaling and Historical Museum and East End Seaport Maritime Museum are also worth visiting. [Visit our Shelter Island travel guide](https://www.expedia.co.uk/Shelter-Island.dx157359)

[View more Holiday homes in Shelter Island](https://www.expedia.co.uk/Shelter-Island-Private-Holiday-Homes.d157359-aaPrivateHolidayHomes.Travel-Guide-Accommodation)

![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&center=41.044155,-72.313805&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:aipyFfxjxL%3FS%3FS%40U%3FS%40S%3FU%40S%40UBS%40S%40SBSBUBS%40SBSDSBQDSBSDSDSDQDSDQFSDQFSDQFQFOFQHSFOFOHQHOFQHOHOHOHOJMHOJMHMJMJOJMJKHMLMJKJKLKJKLILKJKLILILIJILGNILGLGLGNGLGLENELGNELENCLCNCNELANENANANALANANAN%3FN%3FN%3FN%3FL%3FN%3FN%40N%40L%40N%40N%40N%40NDL%40NDNBLBNBNDLDLFNDLDNFLFLFLFNFLHLFJHLHLHLHLJJJLHJJLJJJJJLLHLJJLLHNJLHLJLHNJLHPHLHNHNHPFNHPFNFPHPFPFNFPDPFRFPDRDPDRDPDRDRBRDRBPDRBRBR%40RBTBR%40RBR%40R%40T%40R%3FT%40R%40R%3FT%3FR%3FR%3FT%3FR%3FTARAR%3FTARATAPCTARCRCTARCRCPERCRERCREREREPEREPEPGRGPERGPGNGPIPGPGNIPGNINIPILININKNINKLILKLINMLKJILMJKJKLMJKJMHKHMLMHMHMHKFMHMHOFMFMFMFODMFODMDMDODODMBOBODM%40OBOBO%40O%40M%40O%40O%40O%3FM%3FO%3FO%3FO%3FO%3FOAOAMAOAOAOCOCMAOEOCMCOEMEOEMEOEMGMEOGMGMGMGOIMIKGMIMIMIKKMKMIKKMKKMKKMKIMKKKMKOKMIMKMIOKOIMIQIMIQGOIOIQGOGQIQGQGOGQESGQESGQEQESEQESESCSESCSESCQASCSCUCSASAUCQAUAS%3FUAS%3FSAU%3FS%3FU&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=IBAbSEma2KyeEWxUOKT9qH1NZDU=)

Shelter Island, NY

### What's nearby

- ![0_747774](https://images.trvl-media.com/place/553248635976496850/d01ce793-c89c-46d8-aa7f-c32914f2009c.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high)  
The Hamptons Beaches  
11 min walk \- 0.6 miles
- ![Man watching sailboat on Long Island Sound](https://images.trvl-media.com/place/553248621554204759/ee48f50e-5c27-4bcd-8a17-a99baf567092.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high)  
Wades Beach  
2 min drive \- 0.9 miles
- ![Wolffer Estates Vineyard featuring interior views](https://images.trvl-media.com/place/6064497/3867609a-1990-4fbb-846b-be33ce111b82.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high)  
Wolffer Estates Vineyard  
20 min drive \- 8.5 miles
- ![Cooper\'s Beach showing a sandy beach and general coastal views](https://images.trvl-media.com/place/6326842/eb826705-7aa2-4648-9064-660387af3569.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high)  
Cooper's Beach  
36 min drive \- 18.4 miles
- ![Montauk Point](https://images.trvl-media.com/place/6173408/0ced5e52-1faa-4796-a82d-7f9e4a3c4228.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high)  
Montauk Point  
53 min drive \- 35.9 miles

### Getting around

- Greenport Station  
28 min drive
- East Hampton, NY (HTO)  
33 min drive

### Restaurants

- Sing City  
13 min drive
- Tutto il Giorno  
13 min drive
- K Pasa  
12 min drive
- Le Bilboquet  
13 min drive
- Vine Street Cafe  
2 min drive

## Frequently asked questions

### Does Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool have a pool?

### Is Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool pet-friendly?

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### Where is Breathtaking waterfront 5-bedroom house in charming Shelter Island with pool located?

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