Title: Shelter Island Apartment Rentals from CA $271 | Expedia.ca [Shelter Island Travel Guide](https://expedia.ca/Shelter-Island.dx157359)[Hotels in Shelter Island](https://expedia.ca/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels)[Vacation Rentals in Shelter Island](https://expedia.ca/Shelter-Island-Vacation-Rentals.d157359.Travel-Guide-VacationRentals)[Flights to Shelter Island](https://expedia.ca/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights)[Things to do in Shelter Island](https://expedia.ca/Things-To-Do-In-Shelter-Island.d157359.Travel-Guide-Activities)[Shelter Island Car Rentals](https://expedia.ca/Car-Rentals-In-Shelter-Island.d157359.Car-Rental-Guide)[Shelter Island Vacation Packages](https://expedia.ca/Shelter-Island.d157359.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/57db4dbbb841fe5852df8ed4b2f64ec5.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by tom owens # Search Apartment Rentals in Shelter Island - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=157359&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=157359&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=157359&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=157359&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Shelter Island Apartments ![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/1ce6739a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/bddecfe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/6b05e350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147917/6c064ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Anchor at Soundview · Beach+Ocean+Sunrise Old Lyme 8.0/10 Very good (2) "So close to a peaceful lovely beach. Walking distance to food and even a synagogue!The bed was very comfortable and big. I enjoyed having coffee in my room before heading out to the beach. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) October P. CA $107 CA $271 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Old-Lyme-Hotels-The-Anchor-At-Soundview-BeachOceanViewSunrise.h106147917.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/728215df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/a7476bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/ea540de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113310000/113308200/113308197/1f01f033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shoreline Oasis Clinton 9.2/10 Wonderful (7) "Cute apartment in a house, separate from the hosts space downstairs. Clean and walking distance to some great harbor-front restaurants. 1 bed and 2 couches (no pull-out couch)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Molly H. CA $251 CA $365 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Clinton-Hotels-Shoreline-Oasis.h113308197.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/691fdd98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/909788b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/5b4c06e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/9371eb14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Stern at Soundview · Beach+Ocean+Sunrise Old Lyme 10/10 Exceptional (3) "Perfect for a weekend beach getaway. Very small but accurately portrayed in the pictures. It was clean and the host was very helpful and responsive. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Olivia C. CA $107 CA $271 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Old-Lyme-Hotels-The-Stern-At-Soundview-BeachOceanViewSunrise.h106147914.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/7879bd22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/94eada8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/6fe70455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147909/6410aa9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Freeboard at Soundview · Beach+Ocean+Sunrise Old Lyme 9.6/10 Exceptional (7) "It was very close to the beach , quiet, parking on property room had everything you would need i enjoyed my stay didnt want to leave so soon wouldve liked at least 1 more day maybe next year thank you. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana CA $107 CA $271 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Old-Lyme-Hotels-Freeboard-At-Soundview-BeachOceanViewSunrise.h106147909.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147912/b09ee47a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147912/9ed34a06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147912/85f0ba06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147912/829a12a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mast at Soundview · Beach+Ocean+Sunrise Old Lyme 9.4/10 Exceptional (3) "I had a great stay. The proximity to the beach is fantastic and I love that the beach is only accessible by people renting or living in the neighborhood. I was looking for a quiet getaway and I got just that. The bed was great as was the AC. Communication with owners was fantastic. I will be going back. On a personal note, the house could use some curb appeal. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn CA $107 CA $271 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Old-Lyme-Hotels-The-Mast-At-Soundview-BeachOceanViewSunrise.h106147912.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/67000000/66960000/66955300/66955225/0611344e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/67000000/66960000/66955300/66955225/w1024h767x0y0-f48123b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66960000/66955300/66955225/e305ffa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66960000/66955300/66955225/d9324980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn Madison 10/10 Exceptional (35) "Had a great time. Place was very clean and centrally located. Host was very responsive!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patty L. CA $347 CA $444 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Madison-Hotels-Newly-Renovated-Carriage-House-Near-Town-Beaches.h66955225.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147904/99f20e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147904/e59a3f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147904/2b127c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147904/05a48028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Forecastle at Soundview · Beach+OceanView+Sunrise Old Lyme 10/10 Exceptional (1) "The location is perfect, just a few houses from the beach. The unit has a great view, very clean and new. The owners/managers were very prompt and communicative. I was VERY hesitant to book a place without reviews- but this was an excellent choice. The beach is clean and private, people are friendly. I will happily stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) megan g. CA $125 CA $294 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Old-Lyme-Hotels-Forecastle-At-Soundview-BeachOceanViewSunrise.h106147904.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882921/4599cc01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882921/a3c9bef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882921/f0061d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882921/473a953a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Woody Interior 1BR+Loft w/ Beach Access Amagansett CA $771 CA $1,405 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Amagansett-Hotels-Stylish-Woody-Interior-1BRLoft-W-Beach-Access.h92882921.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/645209f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/56a6cc28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/e4b9a917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106310000/106307100/106307058/3dc89c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bridge at Soundview · Beach+OceanView+Sunrise Old Lyme 10/10 Exceptional (1) "The space was much larger than expected and was perfect for a group of 4 adults and 3 kids under 3! We had a great time, being a 5 minute walk from the beach and having a comfortable space to come back to. We'll definitely be coming back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emotional J. CA $179 CA $683 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Old-Lyme-Hotels-The-Bridge-At-Soundview-BeachOceanViewSunrise.h106307058.Hotel-Information) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/107000000/106240000/106239400/106239333/fee54793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106240000/106239400/106239333/b9562374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106240000/106239400/106239333/3532b102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106240000/106239400/106239333/9fcdf7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6 Southampton 9.0/10 Wonderful (4) "The location is great, the home is spacious, and the host is very responsive. However, the house itself could really use some sprucing up. I’d recommend replacing all the bed linens and fixing the broken lamps. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juliana H. CA $490 CA $810 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Southampton-Hotels-Light.h106239333.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/96000000/95890000/95883000/95882974/5b4ea785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95890000/95883000/95882974/f53c29a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95890000/95883000/95882974/22324ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95890000/95883000/95882974/65be732d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 BR Beach Studio and Relax Balcony in Amangansett Amagansett CA $644 CA $1,205 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Amagansett-Hotels-1-BR-Beach-Studio-And-Relax-Balcony-In-Amangansett.h95882974.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882837/1df3b518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882837/375aa0b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882837/3f3967bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882837/998e41b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### White Studio Apt w/ Balcony, Tub & Ocean view! Amagansett 8.0/10 Very good (1) CA $616 CA $1,177 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Amagansett-Hotels-White-Studio-Apt-W-Balcony.h92882837.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882856/47953b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882856/1817dca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882856/86f9d817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882856/2bbd6367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Touch of Ocean Studio, 1 BTH & Balcony Apt! Amagansett 10/10 Exceptional (5) "Being literally on the beach with resident access to chairs towels umbrellas and snacks is really awesome." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshua O. CA $594 CA $1,132 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Amagansett-Hotels-A-Touch-Of-Ocean-Studio.h92882856.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882831/4daf2486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882831/1d4ced7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882831/8a38b842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882831/c8373f1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub Amagansett 10/10 Exceptional (1) "Great stay. Unfortunately, they told us there was pickleball but there wasn’t. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin C. CA $551 CA $1,069 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Amagansett-Hotels-Ocean-Theme-Balcony-View-Studio-Apt-W-1-BTH-Tub.h92882831.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882841/06d52e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882841/9ea06234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882841/702b0023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882841/aac2abf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unit 823 - Ocean Colony Beach and Tennis Club Amagansett 10/10 Exceptional (2) "Loved having coffe on the deck enjoying the views. The location was perfect for us. Hope to be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dianna L. CA $544 CA $1,068 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Amagansett-Hotels-Unit-823-Ocean-Colony-Beach-And-Tennis-Club.h92882841.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882873/fa515fe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882873/dc20bffb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882873/660777fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882873/3ae85b02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Sanctuary w/ Partial Ocean View + Patio Amagansett CA $717 CA $1,311 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Amagansett-Hotels-Beachside-Sanctuary-W-Partial-Ocean-View-Patio.h92882873.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882923/23d7b069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882923/0c05353e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882923/71564743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882923/0c7e7289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The King 1BR Beachside Home | Tennis+Ocean+WiFiPKG Amagansett 10/10 Exceptional (2) "We had such a great stay here at the condo. The space was perfect and location was great. We came Columbus day weekend and would like to come back durijg summer season to use the facilities more. Everyone was very responsive during the process prior to arrival and the staff was excellent when on site. Highly recommend!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samantha R. CA $609 CA $1,153 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Amagansett-Hotels-Unit-2012-Ocean-Colony-Beach-And-Tennis-Club.h92882923.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882860/e5aa0d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882860/973ccf2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882860/f4233308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882860/w2000h1169x0y0-b6147362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Studio Apt w/ Balcony & Pool View | 1 BTH Amagansett 10/10 Exceptional (1) "Great spot! Nice to have beach access w/ chairs and umbrellas" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael M. CA $532 CA $1,042 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Amagansett-Hotels-Modern-Studio-Apt-W-Balcony-Pool-View-1-BTH.h92882860.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882939/8b9bded5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882939/ea4d31eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882939/498cdc72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table tennis](https://images.trvl-media.com/lodging/93000000/92890000/92883000/92882939/00f30bcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pristine 1BR w/ loft, Corner Unit + Heated Pool Amagansett 10/10 Exceptional (3) "My wife and I were in the Hamptons for a family wedding. Accommodations were great, beach was awesome, and close to east Hampton and montauk. Unfortunately it rained a lot so we didn’t get outside as much as hoped. But we still enjoyed it. The staff was friendly and helpful. Worked great for us and we would stay again if we ever go back to the Hamptons." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mike c. CA $708 CA $1,296 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Amagansett-Hotels-Pristine-1BR-W-Loft.h92882939.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882888/6879a763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882888/8abe9a8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882888/0ce4650a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92890000/92882900/92882888/225d0146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Repose 1BR Beachside Home|Tennis+PingPong+Pool+PKG Amagansett CA $623 CA $1,186 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Amagansett-Hotels-Repose-1BR-Beachside-HomeTennisPingPongPoolPKG.h92882888.Hotel-Information) 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://expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18®ionId=157359&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FShelter-Island-Apartments.d157359-aaApartments.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FShelter-Island-Apartments.d157359-aaApartments.Travel-Guide-Accommodation) ## Top Shelter Island Hotel Reviews ![The Bentley Hotel Southampton](//images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg) ### The Bentley Hotel Southampton 10/10 Excellent "It was clean and the staff was very nice they " [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Sound View Greenport](//images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg) ### Sound View Greenport 10/10 Excellent "We love the Sound View. We stay every year for a girls’ weekend. Rooms are great with a beautiful view. One thing the rooms could use are a standing closet for your clothes. Otherwise, it’s lovely." [](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information) ![Montauk Yacht Club](//images.trvl-media.com/lodging/1000000/10000/7000/6970/fcfc464f_y.jpg) ### Montauk Yacht Club 10/10 Excellent "Loved the upgrade we received + the service all around as well!" [](https://expedia.ca/Montauk-Hotels-Gurneys-Star-Island-Resort-Marina.h6970.Hotel-Information) ![Saybrook Point Resort & Marina](//images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 10/10 Excellent "This hotel has everything!!! We went for a girls’ night away, and we never had to leave. The heated pools and steam/sauna rooms were wonderful. The on-site restaurants and room service options were delicious. Our room was very clean and cozy, especially with the service of a staff member starting a fire for us in the fireplace. Every single staff member was incredibly helpful, friendly and hospitable, making the entire stay 5 stars! " [](https://expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Montauk Blue Hotel](//images.trvl-media.com/lodging/106000000/105620000/105612600/105612509/f520a49e_y.jpg) ### Montauk Blue Hotel 10/10 Excellent "Yes" [](https://expedia.ca/Montauk-Hotels-Montauk-Blue-Hotel.h105612509.Hotel-Information) ![The Sagaponack](//images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg) ### The Sagaponack 10/10 Excellent "An all round lovely experience. Perfect location and attention to detail. Lovely layout and amenities. It was a peaceful stay. " [](https://expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information) ![Marram](//images.trvl-media.com/lodging/16000000/15410000/15408300/15408228/619dc6c0_y.jpg) ### Marram 10/10 Excellent "Wonderful stay! Spacious and elegant room, friendly staff, breathtaking view. Memorable birthday weekend. " [](https://expedia.ca/Montauk-Hotels-Marram.h15408228.Hotel-Information) ![Madison Beach Hotel](//images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/18df186b_y.jpg) ### Madison Beach Hotel 10/10 Excellent "yes" [](https://expedia.ca/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information) ![The Atlantic Hotel](//images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg) ### The Atlantic Hotel 10/10 Excellent "Perfect " [](https://expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information) ## Find out more about Shelter Island ## Shelter Island Apartments information | Number of reviews | 63 | | --- | --- | | Accommodation | 152 Apartments | | Lowest Price | CA $271 | | Highest Price | CA $1,405 | ## Frequently asked questions ### What's it like to stay at an apartment in Shelter Island? > You'll find plenty of places to stay in Shelter Island with 95 accommodations. Though there aren't many apartments, we can help you search for accommodations that are similar. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can even filter by similar properties such as condos, vacation homes, or cottages. ### Why should you consider apartments instead of traditional hotels? > Often more spacious than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples looking for something with a more local feel. ### What's a favorite apartment for my stay in Shelter Island? > Below are some of the top apartments in the area: [MONTAUK MANOR-DELUXE STUDIO APARTMENT](https://www.expedia.ca/Montauk-Hotels-MONTAUK-MANOR-DELUXE-STUDIO-APARTMENT.h32522969.Hotel-Information): Located in Montauk, 20.2 mi/32.5 km from the heart of Shelter Island. Includes free WiFi, fireplaces, and sofa beds. A fitness center and onsite laundry facilities are on site. [Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn](https://www.expedia.ca/Madison-Hotels-Newly-Renovated-Carriage-House-Near-Town-Beaches.h66955225.Hotel-Information): Located 18.4 mi/29.6 km away in Madison. Free WiFi, private balconies, and Smart TVs are included. Access to onsite laundry facilities is available on site. [Shoreline Oasis](https://www.expedia.ca/Clinton-Hotels-Shoreline-Oasis.h113308197.Hotel-Information): Located in Clinton, 17.5 mi/28.2 km away. Includes Smart TVs. Access to onsite laundry facilities is available on site. [Freeboard at Soundview · Beach+Ocean+Sunrise](https://www.expedia.ca/Old-Lyme-Hotels-Freeboard-At-Soundview-BeachOceanViewSunrise.h106147909.Hotel-Information): 15.4 mi/24.8 km away in Old Lyme. Free WiFi and Smart TVs are included. [The Stern at Soundview · Beach+Ocean+Sunrise](https://www.expedia.ca/Old-Lyme-Hotels-The-Stern-At-Soundview-BeachOceanViewSunrise.h106147914.Hotel-Information): It's located in Old Lyme, 15.4 mi/24.8 km from Shelter Island. Includes free WiFi and Smart TVs. ### What will the weather be like when I travel to Shelter Island? > Though weather is just one factor, it can really affect your travel plans, especially when you are planning a longer stay in Shelter Island. The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island is 57 inches. ### What should I see in Shelter Island? > Sunset Beach and Crescent Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Shelter Island Whale's Tail. While here, Gardiner's Bay Country Club and Shelter Island Historical Society are other places worth a visit. ### What's the best way to get to and around Shelter Island? > Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into East Hampton, NY (HTO), which is located 8.8 mi (14.2 km) away from the city center. Otherwise, you can search for flights to Fishers Island, NY (FID-Elizabeth Field), which is 20.6 mi (33.1 km) away. 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[Silver Beach Hotels](https://www.expedia.ca/Silver-Beach-Shelter-Island-Hotels.0-n553248635976481903-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Southold](https://www.expedia.ca/Southold-Hotels-Cheap-Hotels.0-0-d183719-tCheapHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Southold](https://www.expedia.ca/Southold-Hotels-Romantic-Hotel.0-0-d183719-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Southold Hotels](https://www.expedia.ca/Southold-Hotels.d183719.Travel-Guide-Hotels) - [Motels in Southold](https://www.expedia.ca/Southold-Motels.d183719-aaMotels.Travel-Guide-Accommodation) - [Hotels near Sunset Beach](https://www.expedia.ca/Sunset-Beach-Hotels.0-l553248626388141313-0.Travel-Guide-Filter-Hotels) - [The Heights Hotels](https://www.expedia.ca/The-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels) - [Hotels near Wades Beach](https://www.expedia.ca/Wades-Beach-Hotels.0-l553248621554204759-0.Travel-Guide-Filter-Hotels) - [Flights to Greenport](https://www.expedia.ca/Cheap-Flights-To-Greenport.d110728.Travel-Guide-Flights) - 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[Visit Sag Harbor](https://www.expedia.ca/Sag-Harbor.dx154327) - [Shelter Island Heights Vacations](https://www.expedia.ca/Shelter-Island-Heights.d183716.Destination-Travel-Guides) - [Car rental Greenport](https://www.expedia.ca/Car-Rentals-In-Greenport.d110728.Car-Rental-Guide) - [Car rental Orient](https://www.expedia.ca/Car-Rentals-In-Orient.d6326191.Car-Rental-Guide) - [Things to do in Greenport](https://www.expedia.ca/Things-To-Do-In-Greenport.d110728.Travel-Guide-Activities) - [Things to do in Sag Harbor](https://www.expedia.ca/Things-To-Do-In-Sag-Harbor.d154327.Travel-Guide-Activities) - [Things to do in Shelter Island Heights](https://www.expedia.ca/Things-To-Do-In-Shelter-Island-Heights.d183716.Travel-Guide-Activities) - [Book Apartments in Shelter Island on Expedia.com](https://www.expedia.com/Shelter-Island-Apartments.d157359-aaApartments.Travel-Guide-Accommodation)