Title: Shelter Island Heights Villas from CA $1,274 | Expedia.ca [Hotels in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels)[Vacation Rentals in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Vacation-Rentals.d183716.Travel-Guide-VacationRentals)[Things to do in Shelter Island Heights](https://expedia.ca/Things-To-Do-In-Shelter-Island-Heights.d183716.Travel-Guide-Activities)[Shelter Island Heights Car Rentals](https://expedia.ca/Car-Rentals-In-Shelter-Island-Heights.d183716.Car-Rental-Guide)[Shelter Island Heights Vacation Packages](https://expedia.ca/Shelter-Island-Heights.d183716.Destination-Travel-Guides) ![View of Dering Harbor](https://images.trvl-media.com/place/157359/8df1734b-1204-4cc5-a5a0-67f90d8a76a3.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Brian V. Rowe # Search Shelter Island Heights Villa Rentals from CA $1,274 - ![](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 [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183716&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=183716&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=183716&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=183716&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Shelter Island Heights villas ![Pool](https://images.trvl-media.com/lodging/78000000/77070000/77062900/77062857/26490df0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/78000000/77070000/77062900/77062857/8dc1f519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77070000/77062900/77062857/ce694444.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/78000000/77070000/77062900/77062857/c4cef749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 8BR Winter Wonderland • Sleeps 22 • Indoor Fireplaces & Ocean Views [](https://www.expedia.ca/New-London-Hotels-Spacious-Oceanview-Villa.h77062857.Hotel-Information) New London 10/10 Exceptional (45) "Comfortable and very spacious house - was great for our family reunion. Close to lots of fun things and nice views of water. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) zachary b. CA $641 CA $1,274 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/New-London-Hotels-Spacious-Oceanview-Villa.h77062857.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=2025-12-26&endDate=2025-12-27®ionId=183716&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=APART_HOTEL) Condos [](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=VILLA) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=CABIN) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America®ionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2026-03-12&d1=2026-03-12&endDate=2026-03-15&d2=2026-03-15&lodging=HOUSE_BOAT) ![](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-Heights-Villas.d183716-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FShelter-Island-Heights-Villas.d183716-aaVillas.Travel-Guide-Accommodation) ## Top Shelter Island Heights Hotel Reviews ![Offshore Montauk](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/6944012d_y.jpg) ### Offshore Montauk 10/10 Excellent "Excellent views. Quiet and calm " [](https://expedia.ca/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information) ![Best Western Niantic - New London/Mystic Area](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/w3834h2560x6y0-25f93ce9_y.jpg) ### Best Western Niantic - New London/Mystic Area 10/10 Excellent "Clean, quiet, and staff was super professional. " [](https://expedia.ca/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information) ![Saybrook Point Resort & Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg) ### Saybrook Point Resort & Marina 10/10 Excellent "My stay with Saybrook Point Resort & Marina was amazing. Clean room, amazing staff and amenities! I plan to return again!" [](https://expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information) ![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg) ### Gurney's Montauk Resort & Seawater Spa 10/10 Excellent "EVERYTHING about our stay at Gurneys was wonderful. The staff was outstanding and so accommodating. The room was beautiful looking out at the ocean. We have decided to make a family tradition to go to stay." [](https://expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information) ![Sleep Inn & Suites Niantic North](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/cf19af3a_y.jpg) ### Sleep Inn & Suites Niantic North 10/10 Excellent "Very clean room Did not have the breakfast as we left prior to it starting. Would stay there again " [](https://expedia.ca/Niantic-Hotels-Sleep-Inn-Suites-Niantic.h851700.Hotel-Information) ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg) ### Pier Blue Inn Old Saybrook - Essex 10/10 Excellent "The staff couldn’t have been nicer! Courteous and caring. The room was immaculate with all necessary amenities. Somewhat dated but not shabby. Very close to town. Parking was ample and right outside my door! I attended a concert at the Kate and did not want to drive an hour home late that evening, so this was perfect for me. Much more reasonable than the other places in the area. Depends on what you’re looking for. Won’t hesitate to come back again!" [](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information) ![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg) ### Water's Edge Resort & Spa 10/10 Excellent "Yes! Ease of registration! The staff helped us with dinning suggestions, hotel programs and amenities!" [](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information) ![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg) ### The Bentley Hotel Southampton 10/10 Excellent "Had a wonderful stay at The Bentley Hotel Southampton. The room was spacious, stylish, and spotless. I especially loved the record player — such a unique and thoughtful touch that made the stay feel personal and relaxing. The overall vibe of the room and the layout were perfect. Staff were friendly and the property felt well cared for. I’d definitely stay here again and highly recommend it." [](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.Hotel-Information) ![Montauk Manor](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/96463a2a_y.jpg) ### Montauk Manor 10/10 Excellent "Great ambience. Very kind and friendly service. Wonderful luxe suite. Very homey and cozy. I really enjoyed my stay here. Just lovely. " [](https://expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information) ## Find out more about Shelter Island Heights ## Shelter Island Heights Villas information | Number of reviews | 45 | | ----------------- | --------- | | Accommodation | 39 Villas | | Lowest Price | CA $1,274 | | Highest Price | CA $1,274 | ## Frequently asked questions ### How much do villas in Shelter Island Heights cost? ### What are the best villas in Shelter Island Heights? ### How many villas are there in Shelter Island Heights? ### Are there any family-friendly villas in Shelter Island Heights? ### Why book your villa in Shelter Island Heights with Expedia? ### How can I find cheap villas in Shelter Island Heights? ### What is there to do near my villa in Shelter Island Heights? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Greenport ](https://www.expedia.ca/3Star-Greenport-Hotels.s30-0-d110728.Travel-Guide-Filter-Hotels) - 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