Title: Long Island Chalets | Expedia.ca [Hotels in Long Island](https://expedia.ca/Long-Island-Hotels.d6046209.Travel-Guide-Hotels)[Vacation Rentals in Long Island](https://expedia.ca/Long-Island-Vacation-Rentals.d6046209.Travel-Guide-VacationRentals)[Long Island Car Rentals](https://expedia.ca/Car-Rentals-In-Long-Island.d6046209.Car-Rental-Guide)[Long Island Vacation Packages](https://expedia.ca/Long-Island.d6046209.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/e4a6b1b412662f557ec45267f6320f34.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chalets in Long Island ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6046209&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6046209&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6046209&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6046209&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=CHALET&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Long Island Chalets ## Our top choices for Long Island chalets ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100780000/100778000/100777952/ced8c7f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100780000/100778000/100777952/e19fe767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100780000/100778000/100777952/af145e84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100780000/100778000/100777952/1be5d62d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright waterfront home with beautiful views of Little Sebago Lake! Gray 10/10 Exceptional (1) "Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had an awesome vacation on Little Sebago Lake! The property was perfect for our family and the weather was even more perfect! We took advantage of all the amenities! Pickleball, basketball, kayaking, paddle boarding, swimming, jumping off... [](https://www.expedia.ca/Raymond-Hotels-Bright-Waterfront-Home-With-Beautiful-Views-Of-Little-Sebago-Lake.h100777952.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=2025-10-08&endDate=2025-10-09®ionId=6046209&adults=2&lodging=CHALET&sort=RECOMMENDED&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%2FLong-Island-Chalets.d6046209-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLong-Island-Chalets.d6046209-aaChalets.Travel-Guide-Accommodation) ## Top Long Island Hotel Reviews ![Hampton Inn Portland Downtown - Waterfront](//images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg) ### Hampton Inn Portland Downtown - Waterfront 10/10 Excellent "Great breakfast. Free island shuttle with stop at hotel." [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information) ![Germaine Inn South Portland](//images.trvl-media.com/lodging/1000000/30000/23800/23779/b95e6193_y.jpg) ### Germaine Inn South Portland 10/10 Excellent "This location was a welcome surprise. Clean, well managed and affordable. I recommend this facility to anyone staying in the Portland area. " [](https://expedia.ca/South-Portland-Hotels-Germaine-Inn-South-Portland.h23779.Hotel-Information) ![Cambria Hotel Portland Downtown-Old Port](//images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/bd99451b_y.jpg) ### Cambria Hotel Portland Downtown-Old Port 10/10 Excellent "Nice place! " [](https://expedia.ca/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.Hotel-Information) ![DoubleTree by Hilton Hotel Portland](//images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg) ### DoubleTree by Hilton Hotel Portland 10/10 Excellent "Clean, pretty affordable, and well-located—I got to Portland in 10-15 minutes. Front desk staff were lovely and accommodated my access request for my grandma. Room had a fridge and microwave. Coffee right next door. Only slight blip regarding room cleaning—there were a few days when seemingly the trash did not get touched. After a few days this does pile up." [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Comfort Inn Airport](//images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg) ### Comfort Inn Airport 10/10 Excellent "I got yo the airport after midnight and they sent the shuttle right over. " [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.Hotel-Information) ![Portland Regency Hotel & Spa](//images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg) ### Portland Regency Hotel & Spa 10/10 Excellent "We were a 3-10 minute from almost everything. " [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Fireside Inn & Suites Portland](//images.trvl-media.com/lodging/1000000/10000/9900/9842/bc09b846_y.jpg) ### Fireside Inn & Suites Portland 10/10 Excellent "Quiet, right off the pike, spacious. Outdated but still decent. " [](https://expedia.ca/Portland-Hotels-Fireside-Inn-Suites.h9842.Hotel-Information) ![Portland Harbor Hotel](//images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg) ### Portland Harbor Hotel 10/10 Excellent "Perfect!! Clean, friendly , accommodating!! And the restaurant food was delicious!" [](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information) ![Embassy Suites by Hilton Portland Maine](//images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127_y.jpg) ### Embassy Suites by Hilton Portland Maine 10/10 Excellent "Great location. Friendly staff. Highly recommend." [](https://expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) ## Find out more about Long Island ## Long Island Chalets information | Number of reviews | | | --- | --- | | Accommodation | 1 Chalets | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Farmstay in Biddeford Pool](https://www.expedia.ca/Biddeford-Pool-Agritourism.d553248635976396384-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Biddeford Pool](https://www.expedia.ca/Biddeford-Pool-Apart-Hotels.d553248635976396384-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Biddeford Pool](https://www.expedia.ca/Biddeford-Pool-Bed-And-Breakfast.d553248635976396384-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Biddeford Pool](https://www.expedia.ca/Biddeford-Pool-Condos.d553248635976396384-aaCondos.Travel-Guide-Accommodation) - [Guest Houses in Biddeford Pool](https://www.expedia.ca/Biddeford-Pool-Guest-Houses.d553248635976396384-aaGuestHouses.Travel-Guide-Accommodation) - 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