Cottage vacation rentals in Calvert County

Gettin to the point. ( Cove Point Beach)

Our beach house is for you to enjoy Cove Point Beach, which is only 500 ft away. The kitchen is fully stocked, or use the outdoor grill on the side of the house.PLEASE NON SMOKERS ONLY. One dog allowed on a cases by case bases with a one time pet fee of $65.00. No children under 8 years old. Walk to the beach, but only park your vehicle in our driveway, not on beach inlets. A gas fireplace in the living room. A beautiful sun porch area to enjoy. Enjoy walking on this private community beach.

Bell Estates-Brand New Bay View, Beautiful Cottage

Bell Estates is a newly built corner lot across the street from the bay with minimal views of the water from Master bedroom and 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.

Club Carp North Beach - Steps to the Bay!

Calendar open for bookings in April 2025! Welcome to Club Carp North Beach. A charming and cozy cottage just 3 blocks to the Boardwalk/Beach. Renovated throughout with 3 bedrooms and 2 full baths. Perfect place for a relaxing, family vacation! This kid-friendly home has a large fenced side yard with swing set, play area for the kiddos, and lots of extra amenities with families in mind. Comfortable outdoor dining area with fire pit and gas grill. Just steps to restaurants, shopping, and bars.

Cliffside Bay Cottage: Pet-Friendly, Easy DC Drive

Just relisted! Upscale cottage on a secluded bay front property with stunning bay views. Only 45 mins from DC and a quick drive to the beach or dining & shops in Chesapeake Beach and North Beach. Main room features a double bed, loveseat, streaming TV, desk/workspace, small fridge & microwave. Full bath. Patio deck with firepit and another TV. This space is really for the couple or a single person looking for a relaxing bay getaway (and bring along a pet or 2). No kids b/c of the cliff.

Stunning Secluded Luxury waterfront cottage!

A newly renovated waterfront cottage with a warm charming appeal capture the unique features of this 1965 cottage. Take in the beautiful views of Brooks Cove from the large wrap around porch while enjoying the morning sunrise with your cup of coffee and your favorite book. Spend your afternoons paddling around the creek and the evenings relaxing by the fire pit or take a ride to beautiful Solomon’s Island to enjoy the stunning sunsets from Solomon’s Pier and the surrounding area.

Elk Cottage-Lake Lariat / Private lake access

If you are looking for nature, peace and relaxation close to the DMV area, then The Elk Cottage is all that and so much more. It is the perfect place, it is a waterfront property located in SoMD at Lake Lariat, and less than 10 minutes’ drive to the Solomon Islands. With the sounds of nature all around you. Enjoy your morning coffee with a great view of the lake, listening to the birds, watching the squirrels, the duck family and the lake turtles taking a sunbath.

Cottage on the Creek

The Cottage is perfectly perched alongside Cuckold Creek showcasing the beauty of Southern Maryland. Our home provides plenty of space for relaxing together with a water view everywhere you turn. Each space is set up to provide you with the comforts of home, so you can relax and enjoy being in the moment. Located in the heart of Hollywood, not too far from stores or restaurants, but still "away from it all". ✨

Shewell’s Cottage by the Shore

Notice. - Find this listing on other popular booking platforms at reduced rates - Take it easy at this unique and tranquil getaway; with morning visits from deer in the yard, bald eagles and jet fighters flying overhead, and miles of beautiful community beach access, great for finding sharks teeth, and seashells. Also not far from Calvert Cliffs.

Waterfront Cottage Near Herrington and North Beach

Escape to Osprey Cottage, a renovated oasis overlooking the Chesapeake Bay. Our home is a 1930s bungalow that has been tastefully updated with modern sensibility, while still preserving its original charm. Streamlined decor, gleaming wood floors, and stunning views from the common spaces, deck, and hot tub invite you to simply relax.