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Stylish & New | Pet Friendly | Walkable Downtown

This stunning detached, comfortable, pet-friendly home, designed by Stylish Stays, is the perfect place for a stay in THE HEART of Downtown Annapolis. This highly walkable property is located in the Arts District, w/ close by shops, restaurants, bars, waterfront, State House, and Naval Academy! ☞ 15+ seconds to great restaurants! ☞ 13 min walk to State House ☞ 15 Min walk to Navy-Marine Memorial Stadium ☞ 19 Min walk to City Dock ☞ 35 Min drive to Baltimore ☞ 40 Min drive to DC ☞ Fenced Yard

Hot Tub Haven: Annapolis Backyard Oasis!

A serene escape awaits you at our cozy 4-bedroom retreat, just minutes away from Historic Downtown Annapolis. As the sun sets, the deck comes alive under the soft glow of string lights beckoning you to unwind in our 8-person Bullfrog hot tub or outdoor firepit where your worries will melt away! Indulge in the culinary delights of fresh local seafood and world-renowned crabcakes just moments away. Truly indulge in our paradise getaway and experience everything Historic Annapolis has to offer!

Union Market apt w/private patio

Discover the ultimate urban retreat! Our Airbnb is perfectly located 2 blocks from the Noma metro, you'll be able to enjoy seamless access to all of DC's iconic landmarks and attractions. Surrounded by the vibrant Union Market neighborhood, you will have access to one of the city's trendiest areas as well as a diverse culinary scene. Guests enjoy a spacious private patio for relaxation and memorable moments. Ideal for exploring D.C. hassle-free! Book now and experience the best of the city!

Cheerful 2-bedroom row house with rooftop deck

Whether traveling for business or for fun, this place will not disappoint! Located in Fells Point, my quaint row house is in an amazing location. The historic Broadway Market (est. 1786), bars, restaurants, and nightlife are all within walking distance. The Inner Harbor, Baltimore’s gem, is a very short drive away, as is the trendy Canton neighborhood. If you are looking to relax, try a stroll in Patterson Park, or maybe enjoy dinner and a glass of wine on the beautiful rooftop deck.

Waterfront Annapolis Getaway!

Escape to this serene waterfront house in Annapolis, perfect for couples seeking a peaceful retreat. Nestled on the picturesque South River, this charming home offers stunning waterfront views and tranquil decks where you can unwind and soak in the beauty. Enjoy cozy evenings by the water, dine alfresco on the deck, and explore nearby attractions. With its serene ambiance and beautiful surroundings, this is the ideal spot for a romantic getaway. Book now for an unforgettable escape!

Peaceful Retreat Near DC

We're long time guests and new hosts, eager to welcome you! This space is on the lower level of our newly renovated home and is easily accessible to DC. Modern living space with cozy living room & fully equipped kitchen. Enjoy our patio, fire pit, and grill. Hike, bike, or enjoy the park, then explore DC’s top attractions a quick bus+metro ride away. Clean, comfortable, and stylish home for your perfect getaway.

Coastal Waterfront 1 Bedroom Cottage

This waterfront cottage is located 2 miles from Historic Downtown Annapolis and the United States Naval Academy, making it easy to plan your visit. It is located right on the South River in a quiet neighborhood. There is a full outdoor seating and patio area with a grill and fire pit. It has a full kitchen, 1 bedroom, washer/dryer and can sleep up to 4 with the pull-out sleeper couch.

Beach Haven Hideout

We are a small enclave of condos, perched high on a bluff, overlooking the Chesapeake Bay. From the deck you have wonderful views of the beach and the best Bay sunsets! We are no more than 100 steps to the beach, where you have a picnic pavilion, beach volleyball, and BBQ area with communal grills and picnic tables. This is the perfect getaway for small families or couples.

Bayou on the Bay

This exceptional bayfront retreat boasts breathtaking views and contemporary elegance, making it an ideal escape. Situated close to top-notch restaurants and the Naval Academy, guests can indulge in the picturesque bay vistas while unwinding in our luxurious jacuzzi. We look forward to welcoming you soon and invite you to inquire about our exclusive wedding packages.