---
title: "Shelter Island, NY Condos for Rent | Expedia"
description: "Find the best Condo Rentals in Shelter Island, NY in 2026. Compare rates from $353, guest reviews and availability of 0 stays. Most stays are fully refundable."
canonical: "https://www.expedia.com/Shelter-Island-Condos.d157359-aaCondos.Travel-Guide-Accommodation"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-12T22:36:07Z
---

Plan your trip

- [Shelter Island Travel Guide](https://www.expedia.com/Shelter-Island.dx157359)
- [Hotels in Shelter Island](https://www.expedia.com/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels)
- [Flights to Shelter Island](https://www.expedia.com/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights)
- [Things to do in Shelter Island](https://www.expedia.com/Things-To-Do-In-Shelter-Island.d157359.Travel-Guide-Activities)
- [Car Rentals in Shelter Island](https://www.expedia.com/Car-Rentals-In-Shelter-Island.d157359.Car-Rental-Guide)
- [Shelter Island Vacation Packages](https://www.expedia.com/Shelter-Island.d157359.Destination-Travel-Guides)
- [Vacation Rentals in Shelter Island](https://www.expedia.com/Shelter-Island-Vacation-Rentals.d157359.Travel-Guide-VacationRentals)

# Search and Rent Shelter Island Condos
![A coastal landscape with a lake, dense greenery, and a sunset sky.](https://images.trvl-media.com/place/110728/4ac3b111-268c-4a0b-b3d7-04738485102c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

### Bundle & Save
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### Upfront pricing
We are not like the others - we include taxes and fees

## Find vacation rentals that suit your style

[Apartments](https://www.expedia.com/Hotel-Search?destination=Shelter%20Island,%20New%20York,%20United%20States%20of%20America&regionId=157359&latLong=41.068153,-72.338692&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=APARTMENT)

[Aparthotels](https://www.expedia.com/Hotel-Search?destination=Shelter%20Island,%20New%20York,%20United%20States%20of%20America&regionId=157359&latLong=41.068153,-72.338692&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=APART%5FHOTEL)

[Cottages](https://www.expedia.com/Hotel-Search?destination=Shelter%20Island,%20New%20York,%20United%20States%20of%20America&regionId=157359&latLong=41.068153,-72.338692&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=COTTAGE)

[Condos](https://www.expedia.com/Hotel-Search?destination=Shelter%20Island,%20New%20York,%20United%20States%20of%20America&regionId=157359&latLong=41.068153,-72.338692&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=CONDO)

[Villas](https://www.expedia.com/Hotel-Search?destination=Shelter%20Island,%20New%20York,%20United%20States%20of%20America&regionId=157359&latLong=41.068153,-72.338692&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=VILLA)

[Houseboats](https://www.expedia.com/Hotel-Search?destination=Shelter%20Island,%20New%20York,%20United%20States%20of%20America&regionId=157359&latLong=41.068153,-72.338692&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=HOUSE%5FBOAT)

## Check prices for these dates

[Check prices for these dates, December 12 – 13, 2026](https://www.expedia.com/Hotel-Search?regionId=157359&startDate=2026-12-12&endDate=2026-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&lodging=CONDO)

[View in a map](https://www.expedia.com/Hotel-Search?regionId=157359&stayLength=1&daysInFuture=30&pwaOverlay=map)

## Our top choices for Shelter Island condo rentals

### [1\. Offshore Spa & Residences](https://www.expedia.com/Montauk-Hotels-Offshore-Residences.h118940366.Hotel-Information)

![A wooden deck with a white round table and two white cushioned chairs.](https://images.trvl-media.com/lodging/119000000/118950000/118940400/118940366/804eaa5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Downtown Montauk
- Guest rating: 8.4/10 (Very good, 5 reviews)
- Price: $310 nightly, $354 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Shelter Island condo rentals
- Review: "What a memorable way to celebrate America’s 250th Anniversary and the Fourth of July at Offshore Montauk. The festive atmosphere, beautiful weather, beach days, and fireworks made for an unforgettable getaway. The property is beautifully designed with thoughtful room layouts, high-end appliances, and quality finishes that create a luxurious yet comfortable experience. The attention to detail throughout the property is impressive, and it's exciting to see the continued improvements being..., by Frank

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://www.expedia.com/Hotel-Search?startDate=2026-11-26&endDate=2026-11-27&regionId=157359&adults=2&sort=VACATION%5FRENTAL&openPlayBack=true)

## Learn more about Shelter Island

Nestled between Long Island's forks, this serene island offers pristine beaches and kayaking through Mashomack Preserve's coastal wetlands. Rent bikes to explore historic mansions and stop at Sunset Beach for seafood with spectacular evening views across Shelter Bay.

[See all hotels in Shelter Island](https://www.expedia.com/Hotel-Search?startDate=2026-11-26&endDate=2026-11-27&adults=2&regionId=157359)

![A coastal landscape with a lake, dense greenery, and a sunset sky.](https://images.trvl-media.com/place/110728/4ac3b111-268c-4a0b-b3d7-04738485102c.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high)

## Frequently Asked Questions

### Why book your condo in Shelter Island with Expedia?

We think that vacations should be a piece of cake, so if you're after condos at the perfect price, Expedia has got you covered. Save money and select something small and affordable, or splurge on a luxury condo and spoil the ones you love most. Take advantage of our search filters to secure a property in Shelter Island that fits your needs.

### How can I find cheap condos in Shelter Island?

Expedia can help you track down cheap condos in Shelter Island. To book your perfect stay in a few quick clicks, simply use our handy filter tool to tailor your search results by star rating, budget and amenities.

## Explore a world of travel with Expedia

- [Lodging](?equalTargetTab=tab-0)
- [Flights](?equalTargetTab=tab-1)
- [Packages](?equalTargetTab=tab-2)
- [Cars](?equalTargetTab=tab-3)
- [Vacation Rentals](?equalTargetTab=tab-4)
- [Things to Do](?equalTargetTab=tab-5)
- [Cabin Rentals in East Marion](https://www.expedia.com/East-Marion-Cabins.d6069914-aaCabins.Travel-Guide-Accommodation)
- [Apartments in Shelter Island Heights](https://www.expedia.com/Shelter-Island-Heights-Apartments.d183716-aaApartments.Travel-Guide-Accommodation)
- [Hampton Bays Hotels](https://www.expedia.com/Hampton-Bays-Hotels.d183681.Travel-Guide-Hotels)
- [Condo Rentals in Greenport West](https://www.expedia.com/Greenport-West-Condos.d553248635975876381-aaCondos.Travel-Guide-Accommodation)
- [B&B in Greenport](https://www.expedia.com/Greenport-Bed-And-Breakfast.d110728-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [4 Star Hotels in Shelter Island](https://www.expedia.com/4Star-Shelter-Island-Hotels.s40-0-d157359.Travel-Guide-Filter-Hotels)
- [Houseboats in Greenport](https://www.expedia.com/Greenport-Houseboats.d110728-aaHouseboats.Travel-Guide-Accommodation)
- [Aparthotels in Shelter Island](https://www.expedia.com/Shelter-Island-Apart-Hotels.d157359-aaApartHotels.Travel-Guide-Accommodation)
- [Family Hotels in Shelter Island](https://www.expedia.com/Shelter-Island-Hotels-Family-Hotel.0-0-d157359-tFamilyHotel.Travel-Guide-Filter-Hotels)
- [Bridgehampton Hotels](https://www.expedia.com/Bridgehampton-Hotels.d6130684.Travel-Guide-Hotels)
- [Inns in Dering Harbor](https://www.expedia.com/Dering-Harbor-Inns.d553248634998885605-aaInns.Travel-Guide-Accommodation)
- [Villas in Shelter Island](https://www.expedia.com/Shelter-Island-Villas.d157359-aaVillas.Travel-Guide-Accommodation)
- [Resorts & Hotels with Spas in Greenport](https://www.expedia.com/Greenport-Hotels-Spa-Hotel.0-0-d110728-tSpaHotel.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Shelter Island](https://www.expedia.com/5Star-Shelter-Island-Hotels.s50-0-d157359.Travel-Guide-Filter-Hotels)
- [Resorts in Greenport](https://www.expedia.com/Greenport-Resorts.d110728-aaResorts.Travel-Guide-Accommodation)
- [Condo Rentals in Greenport](https://www.expedia.com/Greenport-Condos.d110728-aaCondos.Travel-Guide-Accommodation)
- [B&B in Shelter Island Heights](https://www.expedia.com/Shelter-Island-Heights-Bed-And-Breakfast.d183716-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Beach Hotels in Hamptons](https://www.expedia.com/Hamptons-Hotels-Beach-Hotel.0-0-d6056452-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Greenport Hotels](https://www.expedia.com/Greenport-Hotels.d110728.Travel-Guide-Hotels)
- [Luxury Hotels in Shelter Island](https://www.expedia.com/Shelter-Island-Hotels-Luxury-Hotel.0-0-d157359-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Hotels with Hot Tubs in Shelter Island](https://www.expedia.com/Shelter-Island-Hotels-Hotels-With-Hot-Tubs.0-0-d157359-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
- [Cottages in Greenport](https://www.expedia.com/Greenport-Cottages.d110728-aaCottages.Travel-Guide-Accommodation)
- [Southold Hotels](https://www.expedia.com/Southold-Hotels.d183719.Travel-Guide-Hotels)
- [Riverhead Hotels](https://www.expedia.com/Riverhead-Hotels.d5993.Travel-Guide-Hotels)
- [Guest Houses in Shelter Island](https://www.expedia.com/Shelter-Island-Guest-Houses.d157359-aaGuestHouses.Travel-Guide-Accommodation)
- [Montauk Hotels](https://www.expedia.com/Montauk-Hotels.d10637.Travel-Guide-Hotels)
- [Hotels near Sunset Beach](https://www.expedia.com/Sunset-Beach-Hotels.0-l553248626388141313-0.Travel-Guide-Filter-Hotels)
- [Resorts in Shelter Island](https://www.expedia.com/Shelter-Island-Resorts.d157359-aaResorts.Travel-Guide-Accommodation)
- [Condo Rentals in Shelter Island Heights](https://www.expedia.com/Shelter-Island-Heights-Condos.d183716-aaCondos.Travel-Guide-Accommodation)
- [Cabin Rentals in Shelter Island](https://www.expedia.com/Shelter-Island-Cabins.d157359-aaCabins.Travel-Guide-Accommodation)
- [Resorts & Hotels with Spas in Shelter Island](https://www.expedia.com/Shelter-Island-Hotels-Spa-Hotel.0-0-d157359-tSpaHotel.Travel-Guide-Filter-Hotels)
- [B&B in Shelter Island](https://www.expedia.com/Shelter-Island-Bed-And-Breakfast.d157359-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Oceanfront Hotels in Shelter Island](https://www.expedia.com/Shelter-Island-Hotels-Oceanfront-Hotels.0-0-d157359-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Southampton Hotels](https://www.expedia.com/Southampton-Hotels.d6782.Travel-Guide-Hotels)
- [Chalets in Greenport](https://www.expedia.com/Greenport-Chalets.d110728-aaChalets.Travel-Guide-Accommodation)
- [Motels in Greenport](https://www.expedia.com/Greenport-Motels.d110728-aaMotels.Travel-Guide-Accommodation)
- [Amagansett Hotels](https://www.expedia.com/Amagansett-Hotels.d73561.Travel-Guide-Hotels)
- [Cottages in Shelter Island](https://www.expedia.com/Shelter-Island-Cottages.d157359-aaCottages.Travel-Guide-Accommodation)
- [Inns in Shelter Island](https://www.expedia.com/Shelter-Island-Inns.d157359-aaInns.Travel-Guide-Accommodation)
- [Golf Hotels in Shelter Island](https://www.expedia.com/Shelter-Island-Hotels-Golf-Hotel.0-0-d157359-tGolfHotel.Travel-Guide-Filter-Hotels)
- [B&B in Hamptons](https://www.expedia.com/Hamptons-Bed-And-Breakfast.d6056452-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Vacation Homes in Shelter Island](https://www.expedia.com/Shelter-Island-Private-Vacation-Homes.d157359-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Orient Hotels](https://www.expedia.com/Orient-Hotels.d6326191.Travel-Guide-Hotels)
- [Cottages in Dering Harbor](https://www.expedia.com/Dering-Harbor-Cottages.d553248634998885605-aaCottages.Travel-Guide-Accommodation)
- [Shelter Island Hotels](https://www.expedia.com/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels)
- [Cabin Rentals in Greenport](https://www.expedia.com/Greenport-Cabins.d110728-aaCabins.Travel-Guide-Accommodation)
- [Cottages in Shelter Island Heights](https://www.expedia.com/Shelter-Island-Heights-Cottages.d183716-aaCottages.Travel-Guide-Accommodation)
- [Beach Hotels in Greenport](https://www.expedia.com/Greenport-Hotels-Beach-Hotel.0-0-d110728-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Marriott Hotels & Resorts in Hamptons](https://www.expedia.com/Hamptons-Hotels-Marriott-Hotels-Resorts.0-0-d6056452--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels)
- [3 Star Hotels in Shelter Island](https://www.expedia.com/3Star-Shelter-Island-Hotels.s30-0-d157359.Travel-Guide-Filter-Hotels)
- [Houseboats in Shelter Island](https://www.expedia.com/Shelter-Island-Houseboats.d157359-aaHouseboats.Travel-Guide-Accommodation)
- [Sag Harbor Hotels](https://www.expedia.com/Sag-Harbor-Hotels.d154327.Travel-Guide-Hotels)
- [Cabin Rentals in Shelter Island Heights](https://www.expedia.com/Shelter-Island-Heights-Cabins.d183716-aaCabins.Travel-Guide-Accommodation)
- [Cottages in Southold](https://www.expedia.com/Southold-Cottages.d183719-aaCottages.Travel-Guide-Accommodation)
- [East Hampton Hotels](https://www.expedia.com/East-Hampton-Hotels.d1524.Travel-Guide-Hotels)
- [Condo Resorts in Shelter Island Heights](https://www.expedia.com/Shelter-Island-Heights-Condominium-Resort.d183716-aaCondominiumResort.Travel-Guide-Accommodation)
- [Flights from MacArthur](https://www.expedia.com/lp/airports/isp/flights-from-macarthur-airport)
- [Flights to Hamptons](https://www.expedia.com/Cheap-Flights-To-Hamptons.d6056452.Travel-Guide-Flights)
- [Flights from New York (NYC) to East Hampton (HTO)](https://www.expedia.com/lp/flights/nyc/hto/new-york-to-east-hampton)
- [Flights to Shelter Island](https://www.expedia.com/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights)
- [Flights from Boston (BOS) to East Hampton (HTO)](https://www.expedia.com/lp/flights/bos/hto/boston-to-east-hampton)
- [Flights from Shelter Island](https://www.expedia.com/lp/flights/157359/flights-from-shelter-island)
- [Flights from New York (JFK) to East Hampton (HTO)](https://www.expedia.com/lp/flights/jfk/hto/new-york-to-east-hampton)
- [Flights from East Hampton](https://www.expedia.com/lp/airports/hto/flights-from-east-hampton-airport)
- [Flights to East Hampton](https://www.expedia.com/Cheap-Flights-To-East-Hampton.d1524.Travel-Guide-Flights)
- [Longhouse Reserve](https://www.expedia.com/LongHouse-Reserve-East-Hampton.d6326942.Vacation-Attraction)
- [Visit Montauk](https://www.expedia.com/Montauk.dx10637)
- [Visit Greenport](https://www.expedia.com/Greenport.dx110728)
- [Shelter Island Vacations](https://www.expedia.com/Shelter-Island.d157359.Destination-Travel-Guides)
- [67 Steps Beach](https://www.expedia.com/67-Steps-Beach-Greenport.d553248626388140598.Vacation-Attraction)
- [Visit Hampton Bays](https://www.expedia.com/Hampton-Bays.dx183681)
- [Visit Sag Harbor](https://www.expedia.com/Sag-Harbor.dx154327)
- [Visit East Hampton](https://www.expedia.com/East-Hampton.dx1524)
- [East Hampton Main Beach](https://www.expedia.com/East-Hampton-Main-Beach-East-Hampton.d6326946.Vacation-Attraction)
- [Visit Southampton](https://www.expedia.com/Southampton.dx6782)
- [Cooper's Beach](https://www.expedia.com/Coopers-Beach-Southampton.d6326842.Vacation-Attraction)
- [Visit Amagansett](https://www.expedia.com/Amagansett.dx73561)
- [Havens House](https://www.expedia.com/Havens-House-Shelter-Island.d6232745.Vacation-Attraction)
- [Shinnecock Nation Cultural Center and Museum](https://www.expedia.com/Shinnecock-Nation-Cultural-Center-And-Museum-Southampton.d6327552.Vacation-Attraction)
- [Visit Shelter Island](https://www.expedia.com/Shelter-Island.dx157359)
- [Car rental Greenport](https://www.expedia.com/Car-Rentals-In-Greenport.d110728.Car-Rental-Guide)
- [Luxury Car Rentals in Shelter Island](https://www.expedia.com/Luxury-Car-Rentals-In-Shelter-Island.d157359-tLuxury.Car-Rental-Guide-Class)
- [Car rental East Hampton](https://www.expedia.com/Car-Rentals-In-East-Hampton.d1524.Car-Rental-Guide)
- [Car rental Southampton](https://www.expedia.com/Car-Rentals-In-Southampton.d6782.Car-Rental-Guide)
- [Car rental Shelter Island](https://www.expedia.com/Car-Rentals-In-Shelter-Island.d157359.Car-Rental-Guide)
- [Car rental Sag Harbor](https://www.expedia.com/Car-Rentals-In-Sag-Harbor.d154327.Car-Rental-Guide)
- [Enterprise Rental Cars in Shelter Island](https://www.expedia.com/Enterprise-Car-Rentals-In-Shelter-Island.d157359-c15.Car-Rental-Guide-Suppliers)
- [Hamptons Vacation Rentals](https://www.expedia.com/Hamptons-Vacation-Rentals.d6056452.Travel-Guide-VacationRentals)
- [Shelter Island Vacation Rentals](https://www.expedia.com/Shelter-Island-Vacation-Rentals.d157359.Travel-Guide-VacationRentals)
- [Greenport Vacation Rentals](https://www.expedia.com/Greenport-Vacation-Rentals.d110728.Travel-Guide-VacationRentals)
- [Things to do in Greenport](https://www.expedia.com/Things-To-Do-In-Greenport.d110728.Travel-Guide-Activities)
- [Things to do in Southampton](https://www.expedia.com/Things-To-Do-In-Southampton.d6782.Travel-Guide-Activities)
- [Things to do in Sag Harbor](https://www.expedia.com/Things-To-Do-In-Sag-Harbor.d154327.Travel-Guide-Activities)
- [Things to do in Hamptons](https://www.expedia.com/Things-To-Do-In-Hamptons.d6056452.Travel-Guide-Activities)
- [Things to do in East Hampton](https://www.expedia.com/Things-To-Do-In-East-Hampton.d1524.Travel-Guide-Activities)
- [Things to do in Montauk](https://www.expedia.com/Things-To-Do-In-Montauk.d10637.Travel-Guide-Activities)
- [Things to do in Shelter Island](https://www.expedia.com/Things-To-Do-In-Shelter-Island.d157359.Travel-Guide-Activities)

## Other language versions

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