Title: Great Diamond Island Vacation Rentals from CA $192: Short-Term Rentals for 2026 | Expedia.ca [Great Diamond Island Travel Guide](https://expedia.ca/Great-Diamond-Island.dx6342016)[Hotels in Great Diamond Island](https://expedia.ca/Great-Diamond-Island-Hotels.d6342016.Travel-Guide-Hotels)[Flights to Great Diamond Island](https://expedia.ca/Cheap-Flights-To-Great-Diamond-Island.d6342016.Travel-Guide-Flights)[Great Diamond Island Car Rentals](https://expedia.ca/Car-Rentals-In-Great-Diamond-Island.d6342016.Car-Rental-Guide)[Great Diamond Island Vacation Packages](https://expedia.ca/Great-Diamond-Island.d6342016.Destination-Travel-Guides) ![Lobster Fishermen use this ward to unload their catch.](https://images.trvl-media.com/place/181420/3cfa4a35-2db7-47c5-b7aa-531fbc9a8da8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Robbie Martin # Great Diamond Island Vacation Rentals - ![](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 In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6342016&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 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6342016&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Great Diamond Island vacation rentals ![Deluxe Suite, 1 King Bed | Living area](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/38875013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/6c222be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed | Living area](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/3eb6def3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tech](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/c7ab64f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Weldon Hotel [](https://www.expedia.ca/Portland-Hotels-The-Weldone-Hotel.h107321604.Hotel-Information) Downtown Portland 9.8/10 Exceptional (90) "Loved this place and would definitely stay here next time we go back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eleni CA $284 CA $310 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Portland-Hotels-The-Weldone-Hotel.h107321604.Hotel-Information) ![House, 5 Bedrooms | Living area](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/b9122216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/99ecb732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Outdoor dining](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/fcf99f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Living area](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/0bacf700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home [](https://www.expedia.ca/Gray-Hotels-Gray-Woodland-Escape-Golf.h120238862.Hotel-Information) Gray CA $640 CA $1,308 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Gray-Hotels-Gray-Woodland-Escape-Golf.h120238862.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=2026-01-08&endDate=2026-01-09®ionId=6342016&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America®ionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America®ionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America®ionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America®ionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America®ionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Great+Diamond+Island%2C+Maine%2C+United+States+of+America®ionId=6342016&latLong=43.679165%2C-70.197243&adults=2&startDate=2026-03-25&d1=2026-03-25&endDate=2026-03-28&d2=2026-03-28&lodging=VACATION_HOME) ![](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%2FGreat-Diamond-Island-Vacation-Rentals.d6342016.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGreat-Diamond-Island-Vacation-Rentals.d6342016.Travel-Guide-VacationRentals) ## Top Great Diamond Island Hotel Reviews ![Embassy Suites by Hilton Portland Maine](https://images.trvl-media.com/lodging/1000000/20000/14800/14751/cbc24127_y.jpg) ### Embassy Suites by Hilton Portland Maine 10/10 Excellent "Convenient location with great breakfast" [](https://expedia.ca/Portland-Hotels-Embassy-Suites-By-Hilton-Portland-Maine.h14751.Hotel-Information) ![Long Creek Hotel by IHG](https://images.trvl-media.com/lodging/1000000/30000/24300/24280/f3b41288_y.jpg) ### Long Creek Hotel by IHG 10/10 Excellent "Everything about my stay at the long creek hotel was beyond my expectations! The friendliest staff I have ever had the pleasure of meeting! Definitely one of my new favorite local hotel getaways! " [](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Airport.h24280.Hotel-Information) ![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg) ### DoubleTree by Hilton Hotel Portland 10/10 Excellent "Very clean and cozy rooms, staff goes above and beyond to make you feel welcome and safe. Great coordination with Portland Jetport, and made me feel totally safe and reassured when snow ban was in effect for travel. Defiantly would return even if I’m not waiting for a flight! " [](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information) ![Comfort Inn South Portland Airport](https://images.trvl-media.com/lodging/1000000/30000/27100/27041/e9231d1b_y.jpg) ### Comfort Inn South Portland Airport 10/10 Excellent "Clean room and friendly staff" [](https://expedia.ca/Portland-Hotels-Comfort-Inn-Airport.h27041.Hotel-Information) ![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg) ### Clarion Hotel Portland Airport ME 10/10 Excellent "The shuttle was a big plus. " [](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information) ![Tru by Hilton Portland Airport Area](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/c3cda57d_y.jpg) ### Tru by Hilton Portland Airport Area 10/10 Excellent "Room was clean and well appointed" [](https://expedia.ca/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.Hotel-Information) ![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/c8a0ec33_y.jpg) ### Portland Regency Hotel & Spa 10/10 Excellent "Great place- best in Portland. " [](https://expedia.ca/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information) ![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg) ### Holiday Inn Portland-By the Bay by IHG 10/10 Excellent "Great stay.. " [](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information) ![Cambria Hotel Portland Downtown-Old Port](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/50b0940a_y.jpg) ### Cambria Hotel Portland Downtown-Old Port 10/10 Excellent "Clean room and great staff " [](https://expedia.ca/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.Hotel-Information) ## Find out more about Great Diamond Island You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Great Diamond Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Great Diamond Island ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals ](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals ](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals ](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals ](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals ](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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