Title: Book the Best Hotels with POOL in Ocean Pines in 2026 | Expedia.ca [Vacation Rentals in Berlin](https://expedia.ca/Berlin-Vacation-Rentals.d79155.Travel-Guide-VacationRentals)[Flights to Berlin](https://expedia.ca/Cheap-Flights-To-Berlin.d79155.Travel-Guide-Flights)[Things to do in Berlin](https://expedia.ca/Things-To-Do-In-Berlin.d79155.Travel-Guide-Activities)[Ocean Pines Car Rentals](https://expedia.ca/Car-Rentals-In-Ocean-Pines.d6287096.Car-Rental-Guide)[Ocean Pines Vacations](https://expedia.ca/Ocean-Pines.d6287096.Destination-Travel-Guides) ![The morning after a frigid snow storm went through this retirement community, icy streets and a cold sky with rows of houses and christmas decorations](https://images.trvl-media.com/place/6287096/28b96d51-60a2-469a-9c05-52f60163ce77.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6287096/28b96d51-60a2-469a-9c05-52f60163ce77.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 availability on Ocean Pines Hotels with a Pool Tonight [Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=6287096&startDate=2026-01-15&endDate=2026-01-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 16 - Jan 17](https://www.expedia.ca/Hotel-Search?regionId=6287096&startDate=2026-01-16&endDate=2026-01-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6287096&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6287096&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Ocean Pines hotels with a pool ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74880000/74873000/74872913/073a16fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74880000/74873000/74872913/19e5facc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74880000/74873000/74872913/8b0d27a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/75000000/74880000/74873000/74872913/d434cd97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Updated 3 Bedroom 2 Bathroom Home - Ocean Pines [](https://www.expedia.ca/Berlin-Hotels-Updated-3-Bedroom-2-Bathroom-Home-Ocean-Pines.h74872913.Hotel-Information) Ocean Pines 10/10 Exceptional (37 reviews) "This is the second time we have stayed and we will definitely be staying here again. It is meticulously maintained and a perfect layout for our family. We especially enjoy the screened in porch for coffee in the mornings and hanging out on the evenings. Not to mention the house smells amazing! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawn D. CA $187 CA $505 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Berlin-Hotels-Updated-3-Bedroom-2-Bathroom-Home-Ocean-Pines.h74872913.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/124000000/123150000/123146800/123146768/w1178h750x1y0-e5670477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/124000000/123150000/123146800/123146768/b2faaa9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123150000/123146800/123146768/588f786f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/124000000/123150000/123146800/123146768/w1178h740x1y0-d5c34424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 4-bedroom Beach House in Ocean Pines [](https://www.expedia.ca/Berlin-Hotels-Charming-4-Bedroom-Beach-House-In-Ocean-Pines.h123146768.Hotel-Information) Ocean Pines 10/10 Exceptional (1 review) "Our family had a wonderful time! The home was clean and decorated for the holidays. The host was very responsive and kind. We will definitely stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexandra P. CA $472 CA $924 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Berlin-Hotels-Charming-4-Bedroom-Beach-House-In-Ocean-Pines.h123146768.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/df24e03e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/7811430e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/4cb67a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/8ccc8362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Hotel Ocean City Oceanfront [](https://www.expedia.ca/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.Hotel-Information) Downtown Ocean City 9.0/10 Wonderful (3,417 reviews) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracie CA $64 CA $94 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/9000000/8310000/8308900/8308889/82eaf0b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/9000000/8310000/8308900/8308889/7a6e2611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/9000000/8310000/8308900/8308889/83ce2997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/9000000/8310000/8308900/8308889/8c7cbe42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fenwick Shores, Tapestry Collection by Hilton [](https://www.expedia.ca/Rehoboth-Beach-Hotels-Fenwick-Shores.h8308889.Hotel-Information) Fenwick Island 9.4/10 Exceptional (701 reviews) "Another great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $113 CA $126 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Rehoboth-Beach-Hotels-Fenwick-Shores.h8308889.Hotel-Information) ![Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/2b54bb5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/49cf595a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 1 King Bed, Balcony, Partial Ocean View | View from room](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/9ca3b695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 4 Bedrooms, Balcony, Oceanfront | Living room](https://images.trvl-media.com/lodging/1000000/20000/15100/15096/fce3df34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Ocean City Oceanfront [](https://www.expedia.ca/Ocean-City-Hotels-DoubleTree-By-Hilton-Ocean-City-Oceanfront.h15096.Hotel-Information) Midtown Ocean City 9.0/10 Wonderful (1,000 reviews) "The location was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monique CA $116 CA $130 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Ocean-City-Hotels-DoubleTree-By-Hilton-Ocean-City-Oceanfront.h15096.Hotel-Information) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/35000000/34320000/34317600/34317586/6ded9e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34320000/34317600/34317586/1071ef56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/35000000/34320000/34317600/34317586/07bf72cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/35000000/34320000/34317600/34317586/c0794f83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Ocean City [](https://www.expedia.ca/Ocean-City-Hotels-Aloft-Ocean-City.h34317586.Hotel-Information) Midtown Ocean City 9.0/10 Wonderful (1,001 reviews) "Clean,safe,and friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ashia CA $99 CA $111 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Ocean-City-Hotels-Aloft-Ocean-City.h34317586.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/c71224e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds (No Pets Allowed)](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/w1199h797x1y1-f09ca5ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/2fcfbe0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/97e80f90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fenwick Inn [](https://www.expedia.ca/Ocean-City-Hotels-Fenwick-Inn.h62960.Hotel-Information) North Ocean City 8.8/10 Excellent (2,009 reviews) "The hotel was clean, the staff was very nice and the pool and spa was amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Comeiko [](https://www.expedia.ca/Ocean-City-Hotels-Fenwick-Inn.h62960.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/6000000/5130000/5121500/5121459/1116dd7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/6000000/5130000/5121500/5121459/w5760h3835x0y5-52ff0f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5130000/5121500/5121459/w5760h3835x0y5-8a7d75bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/6000000/5130000/5121500/5121459/w5755h3835x5y5-9ccd8d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Ocean City/Bayfront-Convention Center [](https://www.expedia.ca/Ocean-City-Hotels-Hampton-Inn-Suites-Ocean-City.h5121459.Hotel-Information) Midtown Ocean City 8.8/10 Excellent (1,001 reviews) "Staff was very friendly. Rooms were clean and the bed was comfortable. Would definitely stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $88 CA $99 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Ocean-City-Hotels-Hampton-Inn-Suites-Ocean-City.h5121459.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/fe6e5e2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, beach views ](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/55df329a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/29eaf7d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Oceanfront](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/5e752c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Princess Royale Oceanfront Resort [](https://www.expedia.ca/Ocean-City-Hotels-Princess-Royale-Oceanfront-Resort.h21981.Hotel-Information) North Ocean City 8.8/10 Excellent (2,314 reviews) "Well placed next to the beach, spacious and well maintained rooms. Beautiful interiors and cooperative staff. We saw many activities happening too, that kept kids excited. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amit [](https://www.expedia.ca/Ocean-City-Hotels-Princess-Royale-Oceanfront-Resort.h21981.Hotel-Information) ![Indoor pool, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/2ddc1565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/b7952863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/5bca3c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; beach views](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/3fdc4106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Ocean City Oceanfront [](https://www.expedia.ca/Ocean-City-Hotels-Dunes-Manor-Hotel-And-Dunes-Suites.h7731419.Hotel-Information) Midtown Ocean City 9.0/10 Wonderful (1,151 reviews) "Great location, very clean, super nice staff and just very enjoyable!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan CA $101 CA $114 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Ocean-City-Hotels-Dunes-Manor-Hotel-And-Dunes-Suites.h7731419.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=2026-01-29&endDate=2026-01-30®ionId=6287096&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Ocean Pines Hotel Reviews ![Holiday Inn & Suites Ocean City by IHG](https://images.trvl-media.com/lodging/1000000/790000/788000/787924/701b41f3_y.jpg) ### Holiday Inn & Suites Ocean City by IHG 10/10 Excellent "Loved our stay👌" [](https://expedia.ca/Ocean-City-Hotels-Holiday-Inn-Suites-Ocean-City.h787924.Hotel-Information) ![Hilton Garden Inn Ocean City Oceanfront](https://images.trvl-media.com/lodging/8000000/7740000/7731500/7731419/10d78993_y.jpg) ### Hilton Garden Inn Ocean City Oceanfront 10/10 Excellent "This is one of the best hotels I have ever been in and it's right on the ocean. Love this place!" [](https://expedia.ca/Ocean-City-Hotels-Dunes-Manor-Hotel-And-Dunes-Suites.h7731419.Hotel-Information) ![Hilton Ocean City Oceanfront Suites](https://images.trvl-media.com/lodging/1000000/30000/27700/27630/502613d6_y.jpg) ### Hilton Ocean City Oceanfront Suites 10/10 Excellent "Check in/Check out was a quick seamless process. Room was clean, ocean front view was beautiful. " [](https://expedia.ca/Ocean-City-Hotels-Hilton-Ocean-City-Oceanfront-Suites.h27630.Hotel-Information) ![Carousel Resort Hotel & Condominiums](https://images.trvl-media.com/lodging/1000000/20000/16200/16138/72fa8dcb_y.jpg) ### Carousel Resort Hotel & Condominiums 10/10 Excellent "The friendliness of the staff." [](https://expedia.ca/Ocean-City-Hotels-Carousel-Resort-Hotel-Condominiums.h16138.Hotel-Information) ![Fenwick Inn](https://images.trvl-media.com/lodging/1000000/70000/63000/62960/971dc050_y.jpg) ### Fenwick Inn 10/10 Excellent "Great amenities" [](https://expedia.ca/Ocean-City-Hotels-Fenwick-Inn.h62960.Hotel-Information) ![Grand Hotel Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/35e46ff3_y.jpg) ### Grand Hotel Ocean City Oceanfront 10/10 Excellent "We didnt eat at the restaurants at the hotel but enjoyed all the amenties they had....quite a few restaurants and a coffee shop, 2 arcades, swimming pool, spacious rooms..had city view room but still saw the ocean and boardwalk from our balacony and front desk staff were really nice as well" [](https://expedia.ca/Ocean-City-Hotels-Grand-Hotel-Ocean-City-Oceanfront.h800771.Hotel-Information) ![Hampton Inn & Suites Ocean City/Bayfront-Convention Center](https://images.trvl-media.com/lodging/6000000/5130000/5121500/5121459/1116dd7f_y.jpg) ### Hampton Inn & Suites Ocean City/Bayfront-Convention Center 10/10 Excellent "Excellent stay. Very clean and " [](https://expedia.ca/Ocean-City-Hotels-Hampton-Inn-Suites-Ocean-City.h5121459.Hotel-Information) ![Princess Royale Oceanfront Resort](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/b0fe2b94_y.jpg) ### Princess Royale Oceanfront Resort 10/10 Excellent "Room was good " [](https://expedia.ca/Ocean-City-Hotels-Princess-Royale-Oceanfront-Resort.h21981.Hotel-Information) ![Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/10000/2300/2292/e439a1ab_y.jpg) ### Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront 10/10 Excellent "The room was clean. In the bathroom looked like it had been recently renovated" [](https://expedia.ca/Ocean-City-Hotels-Howard-Johnson-Plaza-Hotel-By-Wyndham-Ocean-City-Oceanfront.h2292.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Ocean Pines? ### What is there to see and do in Ocean Pines? ### When is the best time to book a hotel with a pool in Ocean Pines? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Honeymoon Resorts and in Baltimore ](https://www.expedia.ca/Baltimore-Hotels-Honeymoon-Hotels.0-0-d178235-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Baltimore ](https://www.expedia.ca/Baltimore-Hotels-Hotels-With-A-Lazy-River.0-0-d178235-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [B&B in Bishopville ](https://www.expedia.ca/Bishopville-Bed-And-Breakfast.d3000440430-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Bishopville ](https://www.expedia.ca/Bishopville-Hotels-Cheap-Hotels.0-0-d3000440430-tCheapHotels.Travel-Guide-Filter-Hotels) - 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