Beauty and the Bay
With a wealth of waterfront to explore, we are proud to offer an equally diverse selection of Annapolis waterfront vacation rentals for you to rent on your next vacation, from quaint 3-bedrooms to luxurious 6-bedroom properties with expansive porches and verandas overlooking the tranquil waters. Many of our vacation homes for rent in Annapolis, MD are found in the quiet resort community of Bay Ridge where the Severn River meets the Chesapeake Bay. And many are more isolated than a hotel room. Guests have been coming here for 350 years to explore the winding rivers and streams, stroll in the pristine woods, and frolic in the shallow inviting waters.
Classic Beauty, Modern Convenience
Whether you are planning a romantic getaway for two or a family reunion for 17, we have Annapolis waterfront homes for rent in the perfect style for you and the top pet-friendly homes for rent in Maryland. All of our units are in impeccable condition and many are either brand new or recently renovated. They offer open floorplans with modern kitchens, warm living spaces with comfortable, stylish furnishings, and stunning views, and luxurious amenities such as pools and private docks. These properties have everything you to need to simultaneously feel the creature comforts of home (like included linens, onsite laundry, ample parking, and entertainment features like Wi-Fi, home theaters, and LED TVs) while removing any doubt in your mind that you are on vacation. While the day away on your sweeping porch and balcony, basking in the sun while you lounge in your Adirondack chair and take in a sailboat race on the bay or a beautiful sunset. In the cooler months, you can relax by the fireplace in our luxury homes in Annapolis, MD, while in the warmer months you can entertain in your garden or patio which feature grills and seating for 6 or more. All of this and the inviting waterways of the local rivers and the Bay just steps from the door of our Annapolis vacation rentals waterfront getaways.
Exploring Annapolis
In a city with a history that dates back before the signing of the Declaration of Independence, the past comes alive with nearly every step of your journey. As you walk along the cobblestone streets, stop for a moment and consider the fact that you are walking in the footsteps of heroes: settlers struggling to make a home in the hostile country, signers of the Declaration of Independence, and the brave men who fought for the freedoms we sometimes take for granted today. These men and women lived here, loved here, and played here, and many of their homes are still standing today. The John Callahan House, Artisan’s House, and the Upton Scott House were all constructed in the late 1700s and are fascinating to explore and photograph.
In the summer, taking in a show at the Annapolis Summer Garden Theater is always a treat. This outdoor theater has been performing Broadway (and off-Broadway) shows for over 50 years and the talent that has graced the stage during that period keeps getting better every year!
Music lovers can experience the thrill of the cello (and many other instruments) performed by the very talented and extremely popular Annapolis Symphony Orchestra. We love their chamber series that starts in October and runs through June. The Spring Strings series starts on April 7th, and with tickets costing a very reasonable $25 per person, this enjoyable event fits nicely in even the tightest of vacation budgets when you are staying at our Annapolis waterfront homes for rent!
A Taste of the Town
The ingredients for a perfect vacation are a happy blend of good times, good sleep, and good food, and when you’re looking for your next vacation meal, Annapolis steps up to the plate in a big way! Maryland is home to the best crab in the country, so it’s only fair to start your Annapolis taste test tour with a visit to a restaurant that’s repeatedly been awarded the best crab cake in the state, Pappa’s Restaurant and Sports Bar. Located just a short way down the road from Annapolis at 6713 Ritchie Highway in Glen Burnie, after your first taste of the crab cakes Oprah loves, you’ll definitely find it worth the drive! And the best news is that your new obsession won’t have to end with the conclusion of your Maryland getaway in our waterfront vacation rentals in Annapolis, MD area; Pappa’s has a strong online presence and you can order their crab cakes to be shipped to your home address! Life is good, and crab cakes from Pappa’s make it even better!
Contact Us to Book Your Stay in Waterfront Homes for Rent in Annapolis!
At Home Annapolis strives to make every visit a special one. No matter what brings you to our neck of the woods, we know you will find the perfect vacation rental among our fabulous Annapolis waterfront homes for rent. All of our rentals are cleaned thoroughly before each stay. Visit our website and browse, or use our handy search engine to find the perfect size Annapolis rentals on the waterfront for your next trip. We are standing by to help you find your dream Annapolis waterfront vacation rentals! Learn more about us here and rent waterfront rentals in Annapolis, MD!
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