Title: Book the Best BEACH RESORTS in Oakland, MD from CA $139 - Oakland Hotels on the Beach| Expedia.ca [Hotels in Oakland](https://expedia.ca/Oakland-Hotels.d9160.Travel-Guide-Hotels)[Vacation Rentals in Oakland](https://expedia.ca/Oakland-Vacation-Rentals.d9160.Travel-Guide-VacationRentals)[Oakland Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland.d9160.Car-Rental-Guide)[Oakland Vacation Packages](https://expedia.ca/Oakland.d9160.Destination-Travel-Guides) ![Waterfall at Swallow Falls](https://images.trvl-media.com/place/9160/b8baa833-4ced-4ac5-b870-e726bd5ccf56.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jenn Charbonneau # Find beach hotels in Oakland, MD from CA $139 - ![](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 Oakland Beach Hotel Tonight [Dec 6 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-12-06&endDate=2025-12-07&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Tomorrow [Dec 7 - Dec 8](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-12-07&endDate=2025-12-08&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) ## Top Oakland Beach Hotel ![Front of property](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/d2b2d172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Vending machine](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/7aeebf8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/e6826d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/21cdf54a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Garrett Inn Oakland 9.6/10 Exceptional (408) "We have stayed here numerous times over the past 10 years. The Garrett Inn has always been a pleasure, clean rooms, affordable rates and a friendly and welcoming staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karl CA $122 CA $139 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Cumberland-Hotels-The-Garrett-Inn.h14910340.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/55000000/54920000/54911400/54911380/f7244719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/55000000/54920000/54911400/54911380/5938b2a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/55000000/54920000/54911400/54911380/492bd342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/55000000/54920000/54911400/54911380/d34429f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Level lakefront, family-friendly, hot tub, low fees, private dock Paradise Point 10/10 Exceptional (117) "Nice clean home. Good central location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) carla z. [](https://www.expedia.ca/Cumberland-Hotels-Level-Lakefront.h54911380.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/64000000/63750000/63746800/63746763/78c8b009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63750000/63746800/63746763/7780e619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/64000000/63750000/63746800/63746763/w1132h1565x0y3-9daaf12e.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/64000000/63750000/63746800/63746763/8b243143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing Oakland 10/10 Exceptional (86) "As advertised! Very comfortable. A wonderful getaway!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanna C. [](https://www.expedia.ca/Oakland-Hotels-Lakefront.h63746763.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91130000/91123800/91123713/1f9afee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/92000000/91130000/91123800/91123713/8da48299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91130000/91123800/91123713/a46aee5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91130000/91123800/91123713/be49f9d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger! Oakland 10/10 Exceptional (34) "Great property, loved our stay here! We will definitely stay here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawnnelle H. CA $284 CA $931 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Oakland-Hotels-Unwind-At-Jamesons-Cabin-Pet-Friendly.h91123713.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115260000/115257600/115257564/a2bfec0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/116000000/115260000/115257600/115257564/7f0abd41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/116000000/115260000/115257600/115257564/a18eddc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115260000/115257600/115257564/a4ae8552.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome to Lakeski Lodge! Lake and Mountain View! Lake access and private dock! Oakland 2.0/10 (1) "House subfloor significantly unlevel and severely soft and too flexible. All members of family experienced dizziness at some point due. contractor stated he knew about it and recommended it be addressed to owner, but they refused.Mice: pictures included of 2 caught plus mouse droppings. Mouse droppings found everywhere. . HVAC Air handler never worked: arrived Friday, 25 Jul, and temp was already in mid 70s in house with thermostat set to 68 when we arrived. Never got cooler. Lost all... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith G. [](https://www.expedia.ca/Oakland-Hotels-Welcome-To-Lakeski-Lodge-Lake-Access-And-Private-Dock.h115257564.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104420000/104410600/104410571/35f2aab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/105000000/104420000/104410600/104410571/8bd24e1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104420000/104410600/104410571/c376ac07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104420000/104410600/104410571/e49a2ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit Oakland 10/10 Exceptional (36) "Wonderful stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kate S. [](https://www.expedia.ca/Oakland-Hotels-Beautiful-Lakeside-Cottage-On-Quiet-Street-With-Private-Dock.h104410571.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/22000000/21870000/21866500/21866440/1ef7452b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/22000000/21870000/21866500/21866440/6bd96052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/22000000/21870000/21866500/21866440/f0c54c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21870000/21866500/21866440/dd136354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Dog Friendly Cabin w/ Hot Tub & Lake Access Oakland 9.2/10 Wonderful (15) "Our family had a wonderful time! Great spot, easy check in and out. Only downside is how close you are to the highway, there is some road noise. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanna Z. [](https://www.expedia.ca/Oakland-Hotels-DOG-WELCOME-Sandy-Beach-Lakefront-WPrivate-Dock.h21866440.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/96000000/95130000/95124900/95124803/w574h683x226y0-4251608a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95130000/95124900/95124803/bb407330.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95130000/95124900/95124803/63667eb8.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/96000000/95130000/95124900/95124803/aae3d37e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cabin with Hot Tub, Fire Pit, Game Room -near Deep Creek Lake Oakland 10/10 Exceptional (21) "The house was perfect! Warm and cozy vibe, everything was easy to access, very clean!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa M. [](https://www.expedia.ca/Oakland-Hotels-Fireside-Cabin-In-Peaceful-Setting-HOT-TUB-And-GAME-ROOM.h95124803.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/20000000/19440000/19437500/19437430/bf4591a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19440000/19437500/19437430/372fec0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19440000/19437500/19437430/03866495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19440000/19437500/19437430/b5edc35a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR Cabin, Hot Tub, Lake Access, Pet-Friendly – 30% Weekly Discount Excl. Summer Oakland 9.4/10 Exceptional (106) "Great week stay. Enjoyed the space to stretch out with the kids & dogs, the outside yard/fire pit and the hot tub. Also just a quick walk over to the lake where kids and dogs had a blast! Communication with owners was fabulous!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy B. [](https://www.expedia.ca/Oakland-Hotels-Three-Bedroom-Cabin.h19437430.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67440000/67434700/67434653/w996h663x0y0-b8835cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67440000/67434700/67434653/w999h666x0y0-5d894be3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67440000/67434700/67434653/w997h664x0y0-6115bfcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/68000000/67440000/67434700/67434653/w997h665x0y0-041935a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Escape | Hot Tub | Game Room | Fire Pit Oakland 9.6/10 Exceptional (28) "We really enjoyed our stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mary B. [](https://www.expedia.ca/Oakland-Hotels-Mountain-Escape-Hot-Tub-Game-Room-Fire-Pit.h67434653.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=2025-12-20&endDate=2025-12-21®ionId=9160&adults=2&travelerType=beach&sort=RECOMMENDED&openPlayBack=true) ## Top Oakland Hotel Reviews ## Frequently asked questions ### What is Oakland like for travelers who love the beach? ### When's the best time for a beach vacation in Oakland? ### What is there to see and do around Oakland? ### What's the best way to get to my beach hotel in Oakland? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [2 Star Hotels in Paradise Point ](https://www.expedia.ca/2Star-Paradise-Point-Oakland-Hotels.s20-n553248635976481309-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Mountainside ](https://www.expedia.ca/5Star-Mountainside-Oakland-Hotels.s50-n553248635976481730-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Sunplace ](https://www.expedia.ca/5Star-Sunplace-McHenry-Hotels.s50-n553248635976468730-0.Travel-Guide-Filter-Hotels) - [Family Hotels in Accident ](https://www.expedia.ca/Accident-Hotels-Family-Hotel.0-0-d3000421215-tFamilyHotel.Travel-Guide-Filter-Hotels) - 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