Title: Book the Best PET FRIENDLY Hotels in Kent Island, MD from CA $337 - Kent Island Dog-Friendly Hotels | Expedia.ca [Kent Island Travel Guide](https://expedia.ca/Kent-Island.dx553248635077608788)[Hotels in Kent Island](https://expedia.ca/Kent-Island-Hotels.d553248635077608788.Travel-Guide-Hotels)[Vacation Rentals in Kent Island](https://expedia.ca/Kent-Island-Vacation-Rentals.d553248635077608788.Travel-Guide-VacationRentals)[Flights to Kent Island](https://expedia.ca/Cheap-Flights-To-Kent-Island.d553248635077608788.Travel-Guide-Flights)[Kent Island Car Rentals](https://expedia.ca/Car-Rentals-In-Kent-Island.d553248635077608788.Car-Rental-Guide)[Kent Island Vacation Packages](https://expedia.ca/Kent-Island.d553248635077608788.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/43a9579ca6b27aad6faa82d08f434807.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jennifer Crim # Find Pet-friendly Hotels in Kent Island, MD from CA $337 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Kent Island Pet-friendly Hotels Tonight [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2025-10-02&endDate=2025-10-03&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2025-10-03&endDate=2025-10-04&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Kent Island Pet-friendly Hotels ![Front of property - evening/night](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/986ce82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/b42a3a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/9f06834f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/d2860230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Chesapeake Bay Beach Club Stevensville 9.4/10 Exceptional (420) "Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. " CA $272 CA $337 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/106000000/105760000/105758700/105758639/9f651e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/106000000/105760000/105758700/105758639/30aed7f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105760000/105758700/105758639/5a48c8aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/106000000/105760000/105758700/105758639/57c49178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Floating 2 bed 2 bath condo stunning views of the bay Stevensville 6.8/10 (5) "Beautiful view! Could hear the tiki bar music from the top. Easy to get to woth lots of things to do nearby. " [](https://www.expedia.ca/Stevensville-Hotels-Floating-2-Bed-2-Bath-Condo-Stunning-Views-Of-The-Bay.h105758639.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33510000/33508900/33508826/dd69d3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33508900/33508826/38b2c9f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33510000/33508900/33508826/9bd6e47e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33510000/33508900/33508826/63fd99b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 240' Private Beachfront @Kent Island Love Point - Great for Large Groups stevensville 10/10 Exceptional (193) "We all had wonderful stay at Love point! " [](https://www.expedia.ca/Stevensville-Hotels-240-Private-Beachfront-Kent-Island-Love-Point-Great-For-Large-Groups.h33508826.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/66000000/65400000/65393500/65393442/a4e7ac6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65400000/65393500/65393442/c47dc30b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/66000000/65400000/65393500/65393442/c0094437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/66000000/65400000/65393500/65393442/2cd0f39c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Circa 1700 Chesapeake Colonial home on the National Register. Stevensville 9.8/10 Exceptional (57) "We had a wonderful time staying at your farmhouse! We found it easy to navigate to and the house is as charming as ever. We really enjoyed the private pool during the day and walking down to the deep water dock to take in the picturesque scenery in the evenings. Would absolutely stay here again." [](https://www.expedia.ca/Stevensville-Hotels-Circa-1700-Chesapeake-Colonial-Home-On-The-National-Register.h65393442.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83760000/83759400/83759327/8ef85715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83760000/83759400/83759327/c9b4e203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83760000/83759400/83759327/w906h683x59y0-0dacccf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83760000/83759400/83759327/7203703b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kent Island Waterfront Cottage Stevensville 8.8/10 Excellent (11) "Enjoyed fishing at the pier and sitting on the porch" [](https://www.expedia.ca/Stevensville-Hotels-Chester-River-Waterfront-Cottage.h83759327.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/100000000/99720000/99712900/99712854/949304ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99720000/99712900/99712854/84be30a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99720000/99712900/99712854/17709d3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99720000/99712900/99712854/897979fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesapeake Houseboat Getaway on Kent Island, Maryland Stevensville 9.8/10 Exceptional (42) "Just perfect for a 4 night stay." [](https://www.expedia.ca/Stevensville-Hotels-Chesapeake-Houseboat-Getaway-On-Kent-Island.h99712854.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/98000000/97090000/97083900/97083848/0d1709c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/98000000/97090000/97083900/97083848/c48aeb69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97090000/97083900/97083848/02bfe381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/98000000/97090000/97083900/97083848/fdf0212d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly Stevensville 10/10 Exceptional (54) "My wife and I have stayed at many different places over the years but this may be one of the most well maintained properties I've ever seen. It was a great place for us to unwind with our dog and we would certainly recommend this location for anyone looking to stay in the area" [](https://www.expedia.ca/Stevensville-Hotels-Accessible.h97083848.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/108000000/107050000/107046000/107046000/0431d903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/108000000/107050000/107046000/107046000/23fb17fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107050000/107046000/107046000/493a9635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/108000000/107050000/107046000/107046000/1937b2b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kent Island Waterfront | Pool | Stunning View Stevensville 10/10 Exceptional (6) "We had a fantastic long weekend at this charming house on the Chesapeake Bay. The property was perfect for our small family, including our almost 2-year-old and our dog. The house was spacious yet cozy, with a well-equipped kitchen and an enclosed yard for our child to play and our dog to roam. The nearby waterfront offered beautiful views, making it easy to entertain our little one and enjoy some relaxing moments. The peaceful setting and thoughtful amenities made our stay enjoyable and... [](https://www.expedia.ca/Stevensville-Hotels-Kent-Island-Waterfront-Pool-Stunning-View.h107046000.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118100000/118095500/118095414/9d119e07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118100000/118095500/118095414/351a6fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118100000/118095500/118095414/72092eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/119000000/118100000/118095500/118095414/f0f635c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kent Island Comfort 4BR Home Minutes from Waterfront, Wineries & Nature Trails Chester 10/10 Exceptional (1) "We stayed at Kim’s place for the weekend as a group of three couples and a baby. The home is brand new and has such a fun living space with a spacious family room, large dining table and kitchen, and even a pool table. Kim was very helpful with providing rental companies that delivered baby gear to the house. The house is also conveniently located and we were able to get ubers to kent narrows which was only about a 10 minute drive. We loved it and will be back again!" [](https://www.expedia.ca/Chester-Hotels-Kent-Island-Comfort-4BR-Home-Minutes-From-Waterfront.h118095414.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91930000/91923800/91923800/b48a9272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91930000/91923800/91923800/36b4df64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91930000/91923800/91923800/d069c77d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball](https://images.trvl-media.com/lodging/92000000/91930000/91923800/91923800/2820ad54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious multi-level waterfront home with private pier and dog-friendly at A Shore Thing Chester 10/10 Exceptional (27) "Wish we could have stayed longer. Comfortable and very well equipped." [](https://www.expedia.ca/Chester-Hotels-Spacious-Multi-Level-Waterfront-Home-With-Private-Pier-And-Dog-Friendly-At-A-Shore-Thing.h91923800.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=2025-10-16&endDate=2025-10-17®ionId=553248635077608788&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Kent Island ### Discover top Kent Island attractions with your pet Kent Island, nestled in the heart of the Chesapeake Bay, boasts a range of enticing activities for travellers with pets. Start your adventure at the picturesque Terrapin Nature Park, where you can stroll along scenic trails with your furry friend while enjoying views of the bay and its abundant wildlife. For a splash of fun, head to the dog-friendly shores of Sandy Point State Park, where you can let your dog frolic in the water or enjoy a picnic on the beach. If you’re looking for a little history, the Kent Island Historical Society offers a glimpse into the region’s past, and you can easily explore the surrounding areas with your pet in tow. The local wineries, such as the Chesapeake Bay Wine Trail, are often welcoming to dogs, allowing you to savour exquisite local wines while enjoying the company of your four-legged companion. For accommodation, consider the charming pet-friendly hotels located near the waterfront, where you can unwind in comfort after a day of exploration. Many of these hotels offer amenities like spacious grounds and easy access to pet-friendly areas, ensuring that both you and your pet have a delightful stay. With the combination of natural beauty, activities, and welcoming hotels, Kent Island is a perfect choice for discerning travellers seeking a quality experience with their pets. ## Top Kent Island Hotel Reviews ![Sonesta ES Suites Annapolis](//images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe_y.jpg) ### Sonesta ES Suites Annapolis 10/10 Excellent "The hotel was nice. The first room I got was still a mess because housekeeping didn’t clean that room. So I was given another room, which was clean as a whistle. Very good stay. I would definitely go back. Service was top tier." [](https://expedia.ca/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information) ![DoubleTree by Hilton Hotel Annapolis](//images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg) ### DoubleTree by Hilton Hotel Annapolis 10/10 Excellent "Great stop for what we had planned in the area" [](https://expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) ![Best Western Annapolis](//images.trvl-media.com/lodging/1000000/10000/2900/2882/ff227afc_y.jpg) ### Best Western Annapolis 10/10 Excellent "Great place." [](https://expedia.ca/Annapolis-Hotels-Best-Western-Annapolis.h2882.Hotel-Information) ![Graduate by Hilton Annapolis](//images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg) ### Graduate by Hilton Annapolis 10/10 Excellent "This hotel was fantastic. I’m not sure what I was expecting, but it exceeded any expectations I may have had. I would definitely stay here again!" [](https://expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ![Country Inn & Suites by Radisson, Annapolis, MD](//images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950_y.jpg) ### Country Inn & Suites by Radisson, Annapolis, MD 10/10 Excellent "It was a very comfortable place, ver nice atmosphere." [](https://expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) ![St Michaels Inn](//images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg) ### St Michaels Inn 10/10 Excellent "Easy Check In & quite area" [](https://expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ![The Westin Annapolis](//images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff_y.jpg) ### The Westin Annapolis 10/10 Excellent "Excellent hotel " [](https://expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Anchorage](https://www.expedia.ca/4Star-Anchorage-Annapolis-Hotels.s40-n553248635976473602-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Stevensville](https://www.expedia.ca/5Star-Stevensville-Hotels.s50-0-d162393.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) - 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