Title: 10 Best Pet Friendly Hotels in Kent County for 2026 | Expedia.ca [Kent County Hotels](https://expedia.ca/Destinations-In-Kent-County.d553248635976431770.Hotel-Destinations)[Vacation Rentals in Kent County](https://expedia.ca/Destinations-In-Kent-County.d553248635976431770.Vacation-Rental-Destinations)[Kent County Car Rentals](https://expedia.ca/Destinations-In-Kent-County.d553248635976431770.Car-Rental-Destinations)[Kent County Vacations](https://expedia.ca/Kent-County.d553248635976431770.Destination-Travel-Guides) ![Aerial panorama of Kent Narrows earliest English settlement in Maryland, entrance to popular tourist spot Kent Island, marina, sail boats Queen Anne's County, fishing village on the Chesapeake](https://images.trvl-media.com/place/553248635976431770/56ba0bf4-a13e-43bd-887a-40cd11b0dfe0.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635976431770/56ba0bf4-a13e-43bd-887a-40cd11b0dfe0.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 ## Top Cities in Kent County ![Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland USA](https://images.trvl-media.com/place/7215/2810851e-b7cc-4dfb-bf7e-dc0611ab1b49.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Chestertown [](https://expedia.ca/Chestertown-Hotels-Pet-Friendly-Hotel.0-0-d7215-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) ![The scenic beauty of the Eastern Neck National Wildlife REfuge, during the autumn season, Kent County, Rock Hall, Maryland. ](https://images.trvl-media.com/place/177447/5761626b-dd0d-41b2-94dc-533fddc4a2da.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Rock Hall [](https://expedia.ca/Rock-Hall-Hotels-Pet-Friendly-Hotel.0-0-d177447-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) ## Check availability on Kent County Pet-friendly Hotels Tonight [Jan 29 - Jan 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976431770&startDate=2026-01-29&endDate=2026-01-30&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 30 - Jan 31](https://www.expedia.ca/Hotel-Search?regionId=553248635976431770&startDate=2026-01-30&endDate=2026-01-31&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976431770&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976431770&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kent County pet-friendly hotels ![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/f2092e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/b0d84a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/9a7a154a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/a1387f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Chestertown [](https://www.expedia.ca/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information) Chestertown 8.6/10 Excellent (870 reviews) "Polite and kind hotel manager" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $136 CA $151 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/799945fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/25360cf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/17533737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/9028be2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Roof Inn & Suites Chestertown [](https://www.expedia.ca/Chestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information) Chestertown 7.2/10 Good (427 reviews) "Arrived earlier than expected and the staff was very accommodating and friendly which made for an excellent stay from start to finish. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linette CA $98 CA $108 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Chestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/4ed42fd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/24031bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/7bc031db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/1af5cb1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Driftwood Inn [](https://www.expedia.ca/Chestertown-Hotels-Driftwood-Inn.h4862316.Hotel-Information) Chestertown 5.2/10 (175 reviews) "Rooms are clean, staf was helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daryl [](https://www.expedia.ca/Chestertown-Hotels-Driftwood-Inn.h4862316.Hotel-Information) ![Standard Room](https://images.trvl-media.com/lodging/10000000/9340000/9330600/9330578/78c871a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/10000000/9340000/9330600/9330578/85e817af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/10000000/9340000/9330600/9330578/6f725973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/10000000/9340000/9330600/9330578/149f435b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mariners Motel [](https://www.expedia.ca/Rock-Hall-Hotels-Mariners-Motel.h9330578.Hotel-Information) Rock Hall 9.4/10 Exceptional (90 reviews) "Very nice old school motel just about on the water in Rock Hall. Perfect if you’re in town for marina stuff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim [](https://www.expedia.ca/Rock-Hall-Hotels-Mariners-Motel.h9330578.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/118000000/117520000/117514500/117514499/c407e8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117520000/117514500/117514499/d161c50a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Harbour View](https://images.trvl-media.com/lodging/118000000/117520000/117514500/117514499/d7a254f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117520000/117514500/117514499/b006dbe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Haven Harbour [](https://www.expedia.ca/Rock-Hall-Hotels-Inn-At-Haven-Harbour.h117514499.Hotel-Information) Rock Hall 8.6/10 Excellent (4 reviews) "Friendly staff at check in. This lady was helpful thru entire stay. Her name is Sharon. The Harbor had a Luau on Saturday which we attended since our son is a slip holder. Great weekend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gloria [](https://www.expedia.ca/Rock-Hall-Hotels-Inn-At-Haven-Harbour.h117514499.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113910000/113902000/113901993/01c17096.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/114000000/113910000/113902000/113901993/ea3ffc00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/114000000/113910000/113902000/113901993/24e18121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113910000/113902000/113901993/04872804.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grays Inn Creek Waterfront Pvt. Dock Kayaks & View [](https://www.expedia.ca/Rock-Hall-Hotels-Grays-Inn-Creek-Waterfront-Pvt-Dock-Kayaks-View.h113901993.Hotel-Information) Rock Hall 10/10 Exceptional (2 reviews) "Really beautiful property right on the lake. Fantastic dinning space, where everyone gathered for meals." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emma A. [](https://www.expedia.ca/Rock-Hall-Hotels-Grays-Inn-Creek-Waterfront-Pvt-Dock-Kayaks-View.h113901993.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/114000000/113910000/113902000/113901989/5de02a58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/114000000/113910000/113902000/113901989/36c94875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113910000/113902000/113901989/8dbc87df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113910000/113902000/113901989/915c1821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront! Private Dock, Boat Tie-Up & Near Town [](https://www.expedia.ca/Rock-Hall-Hotels-Waterfront-Sunroom.h113901989.Hotel-Information) Rock Hall 10/10 Exceptional (2 reviews) "A beautiful spot." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura S. [](https://www.expedia.ca/Rock-Hall-Hotels-Waterfront-Sunroom.h113901989.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74900000/74897600/74897548/1db24800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74900000/74897600/74897548/139cec17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74900000/74897600/74897548/55cd7b76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/75000000/74900000/74897600/74897548/d4423928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Waterfront Home with Chesapeake Bay View. Sleeps 9\. Close to the Beach [](https://www.expedia.ca/Betterton-Hotels-Historic-Waterfront-Home-With-Chesapeake-Bay-View-Sleeps-9-Close-To-The-Beach.h74897548.Hotel-Information) Betterton 9.6/10 Exceptional (47 reviews) "Beautiful, clean, quirky spot. We loved relaxing on the porch overlooking the water. Would definitely recommend and hope to visit again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paige J. [](https://www.expedia.ca/Betterton-Hotels-Historic-Waterfront-Home-With-Chesapeake-Bay-View-Sleeps-9-Close-To-The-Beach.h74897548.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/35000000/34530000/34520600/34520502/f19d4150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/35000000/34530000/34520600/34520502/6e116271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/35000000/34530000/34520600/34520502/e251cb83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34530000/34520600/34520502/6f2e1118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Home,Private Dock,Bring Boat,Eastern shore, Betterton,Chestertown [](https://www.expedia.ca/Waterfront-House-Brdock.h34520502.Hotel-Information) Worton 9.8/10 Exceptional (95 reviews) "Great place on a quiet street. We had everything we needed to relax and enjoy the weekend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Garrett G. [](https://www.expedia.ca/Waterfront-House-Brdock.h34520502.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/114000000/113420000/113417900/113417810/w904h683x60y0-5649826f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113420000/113417900/113417810/w906h683x59y0-14e7878e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113420000/113417900/113417810/w919h683x60y0-6bde8114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113420000/113417900/113417810/w906h683x60y0-0162eeb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm! [](https://www.expedia.ca/Chestertown-Hotels-Outrange-At-Blue-Heron-Farm-Pet-Friendly-Cabin-At-Waterfront-Farm.h113417810.Hotel-Information) Chestertown 10/10 Exceptional (13 reviews) "Lovely property in a great town. Host was communicative and very accommodating - this is a very special, magical place to stay. Highly recommend for a getaway :) " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) alyssa M. [](https://www.expedia.ca/Chestertown-Hotels-Outrange-At-Blue-Heron-Farm-Pet-Friendly-Cabin-At-Waterfront-Farm.h113417810.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=2026-02-13&endDate=2026-02-14®ionId=553248635976431770&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ![](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%2FDestinations-In-Kent-County-Pet-Friendly-Hotel.0-0-d553248635976431770-tPetfriendlyHotel.Hotel-Filter-Destinations)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Kent-County-Pet-Friendly-Hotel.0-0-d553248635976431770-tPetfriendlyHotel.Hotel-Filter-Destinations) ## Top Kent County Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - 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) - 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