Title: Best Annapolis Pet Friendly Vacation Rentals in 2026 - Expedia.ca # Book pet friendly vacation rentals in Annapolis ### Discover the joy of staying in pet-friendly vacation homes in Annapolis Pet-friendly vacation homes in Annapolis offer a wonderful opportunity for both you and your furry companions to enjoy this charming coastal city together. With beautiful waterfront views, historic sites, and outdoor activities, Annapolis is a perfect destination for families who want to explore while making lasting memories with their pets. These vacation rentals provide the comfort of home, allowing you to unwind and enjoy your time in this vibrant community, all while ensuring your beloved pets are welcome by your side. ## Our top choices for a great stay ![Spacious Luxe USNA Home - Pool, Hot Tub, Grill](https://images.trvl-media.com/lodging/94000000/93510000/93509500/93509468/ca8f13cd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Spacious Luxe USNA Home - Pool, Hot Tub, Grill Stay at this vacation home in Annapolis. Enjoy private pools, a garden, and laundry facilities. Popular attractions Annapolis Civil Rights Plaque and ARTFX Gallery of Fine Crafts and Arts are located nearby. 9.8/10 Exceptional! (26 reviews) [Get rates](https://expedia.ca/Annapolis-Hotels-Spacious-Luxe-USNA-Home-Pool.h93509468.Hotel-Information) [](https://expedia.ca/Annapolis-Hotels-Spacious-Luxe-USNA-Home-Pool.h93509468.Hotel-Information) ![Eastport Historic Firehouse with Parking, Dogs OK](https://images.trvl-media.com/lodging/58000000/57520000/57513300/57513201/6036fead_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Eastport Historic Firehouse with Parking, Dogs OK Stay at this vacation home in Annapolis. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Annapolis Maritime Museum and Annapolis Harbor are located nearby. 10/10 Exceptional! (72 reviews) [Get rates](https://expedia.ca/Annapolis-Hotels-Eastport-Historic-Firehouse-With-Parking.h57513201.Hotel-Information) [](https://expedia.ca/Annapolis-Hotels-Eastport-Historic-Firehouse-With-Parking.h57513201.Hotel-Information) ![Belle By The Bay Summ](https://images.trvl-media.com/lodging/95000000/94990000/94980700/94980661/1d36a461_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Belle By The Bay Summ Stay at this vacation home in Annapolis. Enjoy a garden, laundry facilities, and patios. Popular attractions Dr. Aris T. Allen Memorial and Wild Bird Center are located nearby. 10/10 Exceptional! (4 reviews) [Get rates](https://expedia.ca/Annapolis-Hotels-Belle-By-The-Bay-Summ.h94980661.Hotel-Information) [](https://expedia.ca/Annapolis-Hotels-Belle-By-The-Bay-Summ.h94980661.Hotel-Information) ![Walk to USNA, Main St w Parking Historic Wisteria](https://images.trvl-media.com/lodging/61000000/60280000/60279100/60279030/fc0937f5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Walk to USNA, Main St w Parking Historic Wisteria Stay at this vacation home in Annapolis. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions 48 Fleet Street and The Colonial Players are located nearby. 9.8/10 Exceptional! (66 reviews) [Get rates](https://expedia.ca/Annapolis-Hotels-Walk-To-USNA.h60279030.Hotel-Information) [](https://expedia.ca/Annapolis-Hotels-Walk-To-USNA.h60279030.Hotel-Information) ![Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars!](https://images.trvl-media.com/lodging/31000000/30530000/30528300/30528257/b938d498_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars! Stay at this vacation home in Annapolis. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Annapolis Maritime Museum and Annapolis Landing Marina are located nearby. 9.6/10 Exceptional! (112 reviews) [Get rates](https://expedia.ca/Annapolis-Hotels-Fantastic-Spacious-Eastport-Home-Easy-Walk-To-Everything-Parking-For-6-Cars.h30528257.Hotel-Information) [](https://expedia.ca/Annapolis-Hotels-Fantastic-Spacious-Eastport-Home-Easy-Walk-To-Everything-Parking-For-6-Cars.h30528257.Hotel-Information) ![Neptune by the Water - Pet Friendly Fenced Yard](https://images.trvl-media.com/lodging/102000000/101900000/101897400/101897342/dc0187f5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Neptune by the Water - Pet Friendly Fenced Yard CA $205 CA $767 total Mar 9 - Mar 10 includes taxes & fees Stay at this vacation home in Annapolis. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Bay Hills Golf Club and Sandy Point State Park are located nearby. 9.8/10 Exceptional! (11 reviews) [](https://expedia.ca/Annapolis-Hotels-Neptune-By-The-Water.h101897342.Hotel-Information) ![Bay Poolhouse](https://images.trvl-media.com/lodging/84000000/83830000/83828200/83828196/w905h683x60y0-5ca07032_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Bay Poolhouse Stay at this vacation home in Annapolis. Enjoy private pools, a fitness center, and laundry facilities. Popular attractions Bay Ridge Beach and Annapolis Golf Club are located nearby. 9.8/10 Exceptional! (12 reviews) [Get rates](https://expedia.ca/Annapolis-Hotels-Bay-Poolhouse.h83828196.Hotel-Information) [](https://expedia.ca/Annapolis-Hotels-Bay-Poolhouse.h83828196.Hotel-Information) ![Water Views - Close to Downtown Annapolis](https://images.trvl-media.com/lodging/67000000/66880000/66879500/66879434/fd3e6a79_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Water Views - Close to Downtown Annapolis Book a stay at this family-friendly vacation home in Annapolis. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Bay Ridge Beach and Annapolis Golf Club are located nearby. 10/10 Exceptional! (46 reviews) [Get rates](https://expedia.ca/Annapolis-Hotels-Water-Views-Close-To-Downtown-Annapolis.h66879434.Hotel-Information) [](https://expedia.ca/Annapolis-Hotels-Water-Views-Close-To-Downtown-Annapolis.h66879434.Hotel-Information) ![The General's House-Spacious Home w/Pool & Hot Tub](https://images.trvl-media.com/lodging/104000000/103730000/103728900/103728850/cb2628e8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The General's House-Spacious Home w/Pool & Hot Tub Stay at this vacation home in Annapolis. Enjoy private pools, a garden, and laundry facilities. Popular attractions Eisenhower Golf Course and Maryland Renaissance Festival are located nearby. 10/10 Exceptional! (10 reviews) [Get rates](https://expedia.ca/Annapolis-Hotels-The-Generals-House-Spacious-Home-WPool-Hot-Tub.h103728850.Hotel-Information) [](https://expedia.ca/Annapolis-Hotels-The-Generals-House-Spacious-Home-WPool-Hot-Tub.h103728850.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. ### Why choose pet-friendly vacation homes over hotels in Annapolis? For travelers seeking a retreat that accommodates both family and pets, opting for vacation homes that allow pets in Annapolis provides unparalleled comfort and flexibility. Unlike traditional hotels, these private rentals for pet owners offer spacious living areas where your whole family can spread out and relax. With fully equipped kitchens, families can prepare meals together, creating a home-like atmosphere that hotels often lack. Moreover, pet-friendly homes typically come with outdoor spaces, allowing your furry friends to roam freely and play while you enjoy the local scenery. While hotels may provide convenience, choosing family and pet vacation homes allows for a more personalized experience, where you can enjoy quality time with loved ones—both human and furry—without the restrictions of hotel policies. This makes it an ideal choice for families looking to bond and explore Annapolis together. ### Top Destinations > - [Pet Friendly Vacation Rentals in Las Vegas ](https://www.expedia.ca/lp/b/tgp/lodging/theme/pet-friendly-vacation-rentals/178276/las-vegas) > - [Pet Friendly Vacation Rentals in Destin ](https://www.expedia.ca/lp/b/tgp/lodging/theme/pet-friendly-vacation-rentals/6906/destin) > - [Pet Friendly Vacation Rentals in Houston ](https://www.expedia.ca/lp/b/tgp/lodging/theme/pet-friendly-vacation-rentals/178265/houston) > - [Pet Friendly Vacation Rentals in Galveston ](https://www.expedia.ca/lp/b/tgp/lodging/theme/pet-friendly-vacation-rentals/1341/galveston) > - [Pet Friendly Vacation Rentals in Toronto ](https://www.expedia.ca/lp/b/tgp/lodging/theme/pet-friendly-vacation-rentals/178314/toronto) > - [Pet Friendly Vacation Rentals in Myrtle Beach ](https://www.expedia.ca/lp/b/tgp/lodging/theme/pet-friendly-vacation-rentals/601685/myrtle-beach) > - [Pet Friendly Vacation Rentals in Los Angeles ](https://www.expedia.ca/lp/b/tgp/lodging/theme/pet-friendly-vacation-rentals/178280/los-angeles) > - [Pet Friendly Vacation Rentals in Phoenix ](https://www.expedia.ca/lp/b/tgp/lodging/theme/pet-friendly-vacation-rentals/178298/phoenix) > - [Pet Friendly Vacation Rentals in Virginia Beach ](https://www.expedia.ca/lp/b/tgp/lodging/theme/pet-friendly-vacation-rentals/10271/virginia-beach) ### Explore more places to book > - [Melbourne Pet Friendly Vacation Homes ](https://www.expedia.ca/lp/b/tgp/lodging/theme/pet-friendly-vacation-rentals/2342/melbourne) > - [Lynchburg Pet Friendly Vacation Homes ](https://www.expedia.ca/lp/b/tgp/lodging/theme/pet-friendly-vacation-rentals/2187/lynchburg) > - [Shreveport Pet Friendly Vacation Homes ](https://www.expedia.ca/lp/b/tgp/lodging/theme/pet-friendly-vacation-rentals/602872/shreveport) > - [Oxnard Pet Friendly Vacation Homes ](https://www.expedia.ca/lp/b/tgp/lodging/theme/pet-friendly-vacation-rentals/2725/oxnard) > - [Las Cruces Pet Friendly Vacation Homes ](https://www.expedia.ca/lp/b/tgp/lodging/theme/pet-friendly-vacation-rentals/2137/las-cruces) > - [Tulum Pet Friendly Vacation Homes ](https://www.expedia.ca/lp/b/tgp/lodging/theme/pet-friendly-vacation-rentals/182189/tulum) > - [Dayton Pet Friendly Vacation Homes ](https://www.expedia.ca/lp/b/tgp/lodging/theme/pet-friendly-vacation-rentals/602974/dayton) > - [Durham Pet Friendly Vacation Homes ](https://www.expedia.ca/lp/b/tgp/lodging/theme/pet-friendly-vacation-rentals/6049/durham) > - [Punta Gorda Pet Friendly Vacation Homes ](https://www.expedia.ca/lp/b/tgp/lodging/theme/pet-friendly-vacation-rentals/9394/punta-gorda) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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