Title: Book the Best BEACH RESORTS in Oyster Harbor, Annapolis - Oyster Harbor Hotels on the Beach| Expedia.ca [Vacation Rentals in Annapolis](https://expedia.ca/Annapolis-Vacation-Rentals.d6034082.Travel-Guide-VacationRentals)[Flights to Annapolis](https://expedia.ca/Cheap-Flights-To-Annapolis.d6034082.Travel-Guide-Flights)[Things to do in Annapolis](https://expedia.ca/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities)[Oyster Harbor Car Rentals](https://expedia.ca/Car-Rentals-In-Oyster-Harbor.d553248635976482330.Car-Rental-Guide)[Oyster Harbor Vacations](https://expedia.ca/Oyster-Harbor.d553248635976482330.Destination-Travel-Guides) ![Oyster Harbor: Annapolis, MD](https://images.trvl-media.com/place/553248635976482330/45b90292-7297-4411-931b-9761fb70d034.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by KaiG # Find Beach Hotel in Oyster Harbor, Annapolis - ![](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 availability on Oyster Harbor Beach Hotel Tonight [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976482330&startDate=2025-12-14&endDate=2025-12-15&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976482330&startDate=2025-12-15&endDate=2025-12-16&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976482330&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976482330&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) ## Our top choices for Oyster Harbor beach hotels ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33960000/33951800/33951725/ff3c2b90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33960000/33951800/33951725/4fac73a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33960000/33951800/33951725/2275c590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33960000/33951800/33951725/6fde9999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage by the Beach - Waterview
Minutes from Downtown Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Cozy-Cottage-By-The-Beach.h33951725.Hotel-Information) Oyster Harbor 10/10 Exceptional (96) "Great property and great time in Oyster Harbour!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Betsy Dinan W. [](https://www.expedia.ca/Annapolis-Hotels-Cozy-Cottage-By-The-Beach.h33951725.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/112000000/111560000/111558700/111558608/a7c7102d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/112000000/111560000/111558700/111558608/bd7587ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111560000/111558700/111558608/3e231343.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/112000000/111560000/111558700/111558608/35fec23d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3-bdrm home in Annapolis. Steps away from the beach/4.7 miles to downtown. [](https://www.expedia.ca/Annapolis-Hotels-Charming-3-Bedroom-Bungalow-In-Delightful-Annapolis-3-Miles-From-Downtown.h111558608.Hotel-Information) Oyster Harbor 8.8/10 Excellent (11) "Overall, a nice stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eliza F. [](https://www.expedia.ca/Annapolis-Hotels-Charming-3-Bedroom-Bungalow-In-Delightful-Annapolis-3-Miles-From-Downtown.h111558608.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/103000000/102930000/102923000/102922926/51f2f5ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102930000/102923000/102922926/b39dc6bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102930000/102923000/102922926/bd9bdb29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102930000/102923000/102922926/36aadcda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday & Military Bowl Promo: 10% Off Stays through Jan 3, 2026 [](https://www.expedia.ca/Annapolis-Hotels-Waterfront-Home-With-Private-Dock.h102922926.Hotel-Information) Oyster Harbor 10/10 Exceptional (7) "Great location, very well stocked house. Quiet and relaxing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah H. [](https://www.expedia.ca/Annapolis-Hotels-Waterfront-Home-With-Private-Dock.h102922926.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=2025-12-28&endDate=2025-12-29®ionId=553248635976482330&adults=2&travelerType=beach&sort=RECOMMENDED&openPlayBack=true) ## Top Oyster Harbor Hotel Reviews ![Country Inn & Suites by Radisson, Annapolis, MD](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950_y.jpg) ### Country Inn & Suites by Radisson, Annapolis, MD 10/10 Excellent "Clean hotel, solid breakfast, and great staff. Beds are comfortable and rooms are up to date and quiet." [](https://expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) ![The Westin Annapolis](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff_y.jpg) ### The Westin Annapolis 10/10 Excellent "Spectacular " [](https://expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information) ![Hilton Garden Inn Kent Island Marina](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/367a733a_y.jpg) ### Hilton Garden Inn Kent Island Marina 10/10 Excellent "We stayed overnight, coming to meet some people for a business meeting. Monica at the front desk provided great customer service and was extremely helpful in accommodating us. " [](https://expedia.ca/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information) ![Comfort Inn Conference Center](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/925f7921_y.jpg) ### Comfort Inn Conference Center 10/10 Excellent "a very spotless room. The staff all of them very friendly and welcoming. I enjoyed a very clean room and the breakfast was fantastic. The girl kept the dining area well stocked and clean." [](https://expedia.ca/Annapolis-Hotels-Comfort-Inn-Conference-Center.h17201.Hotel-Information) ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg) ### Graduate by Hilton Annapolis 10/10 Excellent "Very nice hotel. The dog park could have better lighting. " [](https://expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ![Rod 'N' Reel Resort](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/4803b1f5_y.jpg) ### Rod 'N' Reel Resort 10/10 Excellent "The hotel is beautiful I can’t wait for" [](https://expedia.ca/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information) ![Hampton Inn & Suites Annapolis](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/23865424_y.jpg) ### Hampton Inn & Suites Annapolis 10/10 Excellent "The staff was excellent and friendly." [](https://expedia.ca/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.Hotel-Information) ![Best Western Annapolis](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/ff227afc_y.jpg) ### Best Western Annapolis 10/10 Excellent "Nice clean room. Good breakfast. Ample free parking." [](https://expedia.ca/Annapolis-Hotels-Best-Western-Annapolis.h2882.Hotel-Information) ## Frequently asked questions ### What is Oyster Harbor like for travelers who love the beach? ### What is there to see and do around Oyster Harbor? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [4 Star Hotels in Anchorage ](https://www.expedia.ca/4Star-Anchorage-Annapolis-Hotels.s40-n553248635976473602-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Annapolis ](https://www.expedia.ca/4Star-Annapolis-Hotels.s40-0-d6034082.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Anchorage ](https://www.expedia.ca/Anchorage-Annapolis-Hotels-Adults-Only-Resorts.0-n553248635976473602-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Anchorage ](https://www.expedia.ca/Anchorage-Annapolis-Hotels-Boutique-Hotel.0-n553248635976473602-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Anchorage ](https://www.expedia.ca/Anchorage-Annapolis-Hotels-Historic-Hotel.0-n553248635976473602-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - 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