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Quiet Coastal Cottage Escape with Water Views

Want to get away? Come relax and escape in our updated bay view cottage. You'll enjoy stunning sunsets, warm surroundings, and all the amenities you could want in our cozy, peaceful cottage home. You'll find plenty of comfortable spots to relax, inside and out. Located on a quiet street, while still close to the small-town charm and offerings of North Beach, Chesapeake Beach, and Herrington Harbor. Walk along the bay, enjoy the local restaurants, and get ready to relax. Stay a week and save!

Waterfront, Dog-friendly, Hot Tub, Peleton

A spectacular, spacious 2 bed, 2.5 bath, pet friendly, waterfront home with stunning, unobstructed views located directly on the Chesapeake Bay. Short walk to beach and pier and several bars and restaurants. A large gourmet kitchen provides everything you'lli need. Workout on the in-house Peleton bike & treadmill. Two cruising bikes are yours to explore town or bike to dinner. Enjoy the private hot tub and 2 gas fireplaces. Solo stove on back deck. **Message host for add’l winter dates**

Bell Estates*Brand New*Bay View*Corner Cottage*

Bell Estates is a newly built corner lot across the street from the bay with peek-a-boo views of the water from Master bedroom & front yard. Located in the heart of North Beach in the exclusive Holland Point neighborhood, our home provides a cozy get-a-way for a family looking to escape the hustle and bustle of life. Home is 2 minutes away from Herrington Harbor, Ketch 22, North Beach Boardwalk & more. Enjoy local accessibility to fishing from the boardwalk dock or rent a boat to go crabbing.

Bayside Oasis of Southern Maryland

1 1/2 blocks from the beautiful Chesapeake Bay. Walk to boardwalk, restaurants and shopping. Beach opens, with some restrictions, May 28, 2021. Free beach pass provided. Quiet friendly town where everyone knows your name. King bed, private bath with shower (no tub). Free WiFi, private off street parking, 45” TCL-Roku TV, Echo Dot, Keurig w/pods for coffee and tea, full kitchen (no dishwasher), beach chairs, beach towels, dishes, flatware, pots pans. Chesapeake Beach is 1-mile south on Rt 262.

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. Nestled along the Chesapeake, it offers front-row seats to mesmerizing sunsets, where golden light shimmers across the water. Inside, Nordic-inspired design pairs with quiet luxury, featuring award-winning mattresses and sumptuous bedding for deeply restorative sleep. Here, time slows, and luxury isn’t just seen—it’s felt. Discover why so many guests long to return by reading our reviews.

A Little Piece of Paradise - Waterfront Home

Unobstructed views of the Chesapeake Bay!! Wake up to beautiful sunrises, take a walk/run by the Bay, return for meditation and coffee from our espresso machine on our waterfront deck. After, relax with your favorite book or walk/ride to charming North Beach, less than 10 mins away. Visit the public beach, rent jet skis/paddleboard rentals, and enjoy restaurants and live music. End your day with a fire in our outdoor firepit. Note: Parties/gatherings are not allowed; fireplace is decorative

Chesapeake Escape

Chesapeake Escape is a completely rehabbed home within walking distance of Herrington Harbor, Ketch 22, and the Chesapeake Grill/Deli. Not far to Annapolis,DC,&Calvert County; which has a boardwalk,public beaches,water park,boat rentals(crab/fish) & casino! Our 4 bedroom, 2 bath home accommodates up to 14 people with a completely stocked kitchen. There are 4 tv's inside the home plus games for children, as well as adults. Nice size back yard has a tiki bar with a tv and dining area. STR00986

Charming 1BR Bungalow Guest Suite | Close To Water

New construction with separate entrance; 1BR guest suite with a mini bar, a full bathroom with a gorgeous stand up shower & bench. You can see the water from the driveway. Your guest suite was built as a new addition to the classic 1940's bungalows that define North Beach. Tastefully furnished with various artwork displayed throughout the unit. The guest suite is located in North Beach, MD, only several mins walking distance to restaurants, shops, boardwalk pier, beach & Chesapeake Bay.

The Little Gypsy BoHome

Welcome to our Little Gypsy BoHome on the bay! The house is situated in Southern Anne Arundel County, MD in the quaint waterfront town of Tracy's Landing. Our home sits directly on The Chesapeake Bay with breathtaking views from every window. We offer a saltwater swimming pool, two corn hole game sets, a basketball hoop, beach access, canoe, 2 Paddle Boards, a gas grill, and a steam shower, an outdoor redwood panoramic barrel sauna and a redwood cold plunge!

Warm vintage beach cottage

Relax with the whole family at this peaceful place to stay. This is a beautiful modern vintage cottage home near the beach. It is a great getaway with a fully stocked home. This place brings a cozy atmosphere to a small beach town vibe. The home is located a couple streets down from the beach along with walking distance from all the amazing restaurants and bars. A great vacation spot with minimal effort to get a great beach experience.

Beach Home | King Bds | Firepit | Backyard Dining

Welcome to A Haven Away! Our home has 4 bedrooms (2 king beds + 2 queen beds). 2 mins to the beach, restaurants, and wetlands. We have a private, landscaped backyard perfect for dining and lounging. We provide beach passes, beach gear, games, a Pack & Play, and tips for jet ski rentals and day trips. The shed has a huge Smart TV. Fully-equipped kitchen. Single-story living with 2 bedrooms, accessible shower on the ground floor.

Light of North Beach

This 1 bedroom/1 bathroom apartment has it's own private entry. The house is in a residential neighborhood, but the area is incredibly quiet. A family lives upstairs, so there may be minimal upstairs sounds. However, there are NO shared spaces. It is approximately 1/2 mile to walk to the North Beach boardwalk and pier where you'll find restaurants, boutique shopping and coffee shops. Free on street parking.