Title: Great Oak Landing Apartment Rentals from CA $217 | Expedia.ca [Hotels in Great Oak Landing](https://expedia.ca/Great-Oak-Landing-Hotels.d3000045661.Travel-Guide-Hotels)[Vacation Rentals in Great Oak Landing](https://expedia.ca/Great-Oak-Landing-Vacation-Rentals.d3000045661.Travel-Guide-VacationRentals)[Great Oak Landing Car Rentals](https://expedia.ca/Car-Rentals-In-Great-Oak-Landing.d3000045661.Car-Rental-Guide)[Great Oak Landing Vacation Packages](https://expedia.ca/Great-Oak-Landing.d3000045661.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=3000045661&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=3000045661&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) In three months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=3000045661&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=3000045661&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Great Oak Landing apartments ![Property grounds](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/w1322h734x2y1-d973a563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/c04c0cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/44ce5b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/92366292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### First Floor Studio Apartment in Historic Chestertown [](https://www.expedia.ca/Chestertown-Hotels-First-Floor-Studio-Apartment-In-Historic-Chestertown.h75854900.Hotel-Information) Chestertown 9.6/10 Exceptional (108 reviews) "We had a lovely visit. It was nice and quiet and parking was perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne D. CA $135 CA $217 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Chestertown-Hotels-First-Floor-Studio-Apartment-In-Historic-Chestertown.h75854900.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/104000000/103190000/103180100/103180013/e8d235bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/104000000/103190000/103180100/103180013/2fa15be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103190000/103180100/103180013/655332ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103190000/103180100/103180013/7109c6c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Retreat with Private Dock and Beach [](https://www.expedia.ca/Worton-Hotels-Cozy-Waterfront-Retreat-With-Private-Dock-And-BeachSleeps-4-Studio-1-Bath.h103180013.Hotel-Information) Worton 10/10 Exceptional (25 reviews) "The apartment, including kitchen and bathroom, was very clean. Plenty of linens available for use. Perfect spot for fishing off of their dock. Very pleased with our reservation. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie S. CA $239 CA $429 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Worton-Hotels-Cozy-Waterfront-Retreat-With-Private-Dock-And-BeachSleeps-4-Studio-1-Bath.h103180013.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/105000000/104010000/104005300/104005223/b4e88275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104010000/104005300/104005223/ee75c514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104010000/104005300/104005223/5a5ec3f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104010000/104005300/104005223/b0be7e2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4! [](https://www.expedia.ca/Rock-Hall-Hotels-Walk-To-Everything-Rock-Hall-From-This-1st-Floor-Apartment-Sleeps-4.h104005223.Hotel-Information) Rock Hall 10/10 Exceptional (17 reviews) "Close to Main Street. Very nice and spacious accommodations." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael D. CA $169 CA $402 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Rock-Hall-Hotels-Walk-To-Everything-Rock-Hall-From-This-1st-Floor-Apartment-Sleeps-4.h104005223.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/119000000/118140000/118131300/118131300/8266855e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118140000/118131300/118131300/49dceb1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118140000/118131300/118131300/w1075h1080x5y0-d2ed6db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118140000/118131300/118131300/afbe5ced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access [](https://www.expedia.ca/Chestertown-Hotels-Historic-2-Bed2-Bath-Downtown-Loft-WPark-View-Spa-Access.h118131300.Hotel-Information) Chestertown 10/10 Exceptional (3 reviews) "We had a great stay. Property was updated, clean and in a nice part of town walkable to everything. We would definitely stay here again and are looking forward to it." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $342 CA $576 total includes taxes & fees Feb 21 - Feb 22 [](https://www.expedia.ca/Chestertown-Hotels-Historic-2-Bed2-Bath-Downtown-Loft-WPark-View-Spa-Access.h118131300.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/7d6d0051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/7a413e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/4acd2675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/296e82bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High Tide Haven Suite [](https://www.expedia.ca/Still-Pond-Hotels-High-Tide-Haven-Suite.h120248155.Hotel-Information) Kent County CA $236 CA $277 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Still-Pond-Hotels-High-Tide-Haven-Suite.h120248155.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=2026-03-04&endDate=2026-03-05®ionId=3000045661&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_3000045661) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Great+Oak+Landing%2C+Maryland%2C+United+States+of+America®ionId=3000045661&latLong=39.264553%2C-76.202731&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APARTMENT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Great+Oak+Landing%2C+Maryland%2C+United+States+of+America®ionId=3000045661&latLong=39.264553%2C-76.202731&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VILLA) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Great+Oak+Landing%2C+Maryland%2C+United+States+of+America®ionId=3000045661&latLong=39.264553%2C-76.202731&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CABIN) Condos [](https://www.expedia.ca/Hotel-Search?destination=Great+Oak+Landing%2C+Maryland%2C+United+States+of+America®ionId=3000045661&latLong=39.264553%2C-76.202731&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Great+Oak+Landing%2C+Maryland%2C+United+States+of+America®ionId=3000045661&latLong=39.264553%2C-76.202731&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Great+Oak+Landing%2C+Maryland%2C+United+States+of+America®ionId=3000045661&latLong=39.264553%2C-76.202731&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VACATION_HOME) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Great+Oak+Landing%2C+Maryland%2C+United+States+of+America®ionId=3000045661&latLong=39.264553%2C-76.202731&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&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%2FGreat-Oak-Landing-Apartments.d3000045661-aaApartments.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGreat-Oak-Landing-Apartments.d3000045661-aaApartments.Travel-Guide-Accommodation) ## Top Great Oak Landing Hotel Reviews ## Find out more about Great Oak Landing ## Great Oak Landing Apartments information | Number of reviews | 136 | | ----------------- | ------------- | | Accommodation | 27 Apartments | | Lowest Price | CA $217 | | Highest Price | CA $429 | ## Frequently asked questions ### What's it like to stay at an apartment in Great Oak Landing? ### How do you know if an apartment is a good option for you? ### What's a favorite apartment I should consider for a stay in Great Oak Landing? ### What can I expect from the weather during my trip to Great Oak Landing? ### What should I see in Great Oak Landing? ### What's the best way to get to and around Great Oak Landing? ## Explore a world of travel with Expedia - 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