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Elegant & Authentic Annapolis

Enjoy comfortable elegance in this historic beauty on one of the prettiest streets in Downtown Annapolis--Main Street and the Water only 2 blocks away. This private unit is the full main level with its own eat-in kitchen, living room, front porch and back patio. Bedroom features queen size bed, dresser and walk-in closet. Bathroom has shower/tub and counterspace for your comfort. Street parking is available or public garage parking is a short stroll away. Relish this quiet & convenient location.

Rare New Build Home w/Hot Tub, Fire pit, Game Room

*Rare listing* Nestled just outside of Washington DC, this stunning 5BR home offers an escape from the hustle & bustle. Sink into plush sofas as you unwind with a movie night or be greeted by a spacious patio area, complete with a hot tub & grill. Roast marshmallows & share stories with friends & family around the fire pit. In the mood for a city adventure? We’re located in between DC. Whether seeking relaxation, outdoor adventures, this is the perfect place to experience the best of both worlds

Annapolis Area Waterside Retreat

This Rhode River home is your perfect getaway to the Annapolis area - whether you’re looking to get away to a unique home overlooking incredible sunsets, a fun weekend with friends along the water, a family trip to the Chesapeake, or a private work retreat away from the bustle of the city, this home has it all. The house is a short drive from DC or Baltimore and unlike any Airbnb this side of the Chesapeake - it is on a 3 acre marina just minutes from Annapolis but private and away from it all!

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

The Cottage at Silver Water is a serene 5 Star retreat for those who value tranquility over spectacle. Set along the Chesapeake, it offers front-row seats to breathtaking sunsets—where golden light dances across the water. Inside, Nordic-inspired design meets quiet luxury, featuring award-winning mattresses and bedding that promise restorative sleep. Here, time slows, and luxury isn’t just something you see—it’s something you feel. We invite you to read the reviews of so many happy guests.

South River Beach Front House

New 2024 Renovated Stunning WATERFRONT South River Beach home!! BEST WATERFRONT LOCATION!!! with heated POOL on the river side & deck 10' from waters edge. Beach, 125' private pier for crabbing & fishing. Comm w/ beach, pier, tennis & basketball courts. (1) Main LVL: entry foyer, sunroom, stunning kitchen, dinning area, & living room w/FP. Main level owners suite w/full bath, & 1/2 bath. (2) Upper level: 2 bedrooms w/ full bath & upper LVL sitting area & sun deck w/expansive river views

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!

Waterfront | Pool | Hot tub | Beach Access

Recently renovated home near gorgeous Chesapeake Bay beaches! Located on a quiet street between Beverly Triton Nature Park and Mayo Beach Park. Your Big Pond retreat has a primary king room with ensuite bathroom, private pool, hottub, pond access & an expansive outdoor living area! This luxurious open floor plan living is on one level & sleeps 8. Less than 25 minutes from downtown Annapolis with amazing shopping & restaurants with a view! The perfect getaway for fun & relaxation.

Crofton Central! Close to DC, Annapolis and Balto

Welcome to our fully furnished, recently renovated one-level Townhome easily accessible from/ to D.C., Baltimore & Annapolis. The home is about 20 minutes from Annapolis or DC and 30 mins from Baltimore, 15 mins to the Metro Station (New Carrollton), MARC Rail (Odenton), Fort Meade and the Naval Academy. Everything is close by within minutes…. restaurants, movies, shopping, Starbucks, Krispy Crème, grocery stories, Target, etc. The open floor offers many upgrades and extras!

The Crab House - a Private, Waterfront Guest House

Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190