Apartment vacation rentals in Calvert County

Our Little Piece of Heaven

Our cozy studio apartment sets on the Patuxent River. With the perfect views of Myrtle Beach, Point Patient and Thomas Johnson Bridge. Relax watching the boats and birds or take a walk along the water for a lovely neighborhood to stroll for 2.5 miles. Your favorite moments may be when you wake to see the sun rise and again to see the orange sky set. Just over the bridge from the popular Solomon's Island which is full of fabulous restaurants, boat rentals, charter fishing and summer concerts.

Walk to famous Tiki Bar on Solomons Island!

Cute studio apartment on charming Solomons Island. Walking distance to restaurants, live music, boat and kayak rentals. The kitchen has a full sized refrigerator, microwave, toaster, two burner cooktop,coffee maker & electric kettle We provide all bedding and bath towels for two people. Enjoy your coffee ( provided) or wine on the deck in the fenced in side yard. One well-behaved pet is welcome. Please make sure you pay the pet fee. We also have a boat slip across the street that you can rent

Brookeside TuckAway / Free Season Beach Passes

Brookeside features a bedroom with two beds, a living room with a pullout, and a bathroom. The furniture is distinguished by German quality. The roomy and well-lit living area features smart TV, high-speed Wi-Fi, and an array of collectables from Europe and Asia. All elements are genuine. The walls feature handcrafts from our mother and paintings by Czech artists. The spacious kitchen is fully equipped. The bathroom includes a washer/dryer, towels, toiletries, a hair dryer, and a first aid kit.

The Loft at Flag Harbor

The perfect coastal getaway just moments from the water in beautiful St Leonard, MD. This clean, spacious, & thoughtfully designed second story loft offers the ideal balance of convenience & relaxation perfect for families, couples, or small groups looking to unwind near the beach while still being close to local attractions. Come for slow mornings with coffee, beach days, or peaceful evenings on the deck, this space gives you that effortless “vacation mode” feeling from the moment you arrive.

Spacious Beach House Top Floors - Walk Everywhere!

This booking is for the entire SECOND story & loft of a DUPLEX-style beach house. Entrance, access, & all indoor spaces of the unit are private, however there are often other guests and families on the first floor. There is also a STAIRCASE to the 2nd floor unit and a STAIRCASE to the loft. Please ensure this home suits your needs. The space has an open floor design with 14' cathedral ceilings for a spacious modern feel with beach-house charm. Walk 2 blocks to the beach, boardwalk, and more!

The Solomons Sunset Suite

Centrally located in Solomon’s Island overlooking the Solomon’s Boardwalk w/ EXPANSIVE VIEWS of the Patuxent River and the Solomon’s Bridge, make the Sunset Suite the perfect place to stay! Walking distance to multiple restaurants, the legendary tiki bar, and all that Solomon’s has to offer! Step out onto the covered porch and feel like you are in a Southern Beach town admiring the views, the wildlife, and the passers by. This unit can be booked with the Sunrise Suite to accommodate 12!

Peninsula Pad

Keep it simple at this peaceful and centrally-located getaway when you come to experience Calvert County. Stay 30 minutes or less from beaches, kayaking, 22 miles of hiking trails, Jefferson-Patterson Park and its festivals, vineyards, Solomon's Island and Prince Frederick local restaurants and farmer's markets. Our newly renovated pad is a spacious basement apartment with all the basics you need to relax after a fun day exploring nature and our surroundings. We can't wait to welcome you

Waterfront on the North Beach Boardwalk

Wake up to stunning bay sunrises—your morning coffee on the deck is the best seat in the house. This cozy apartment is the perfect North Beach getaway, across from the boardwalk & just a short walk to the beach, local shops, & restaurants. Offering comfort and relaxation, the space features two bedrooms and everything you need for an easy stay. Whether you’re planning a weekend retreat or a longer stay, this little slice of North Beach is all about slowing down and enjoying the view.

Serenity Suite on Chesapeake Bay

Come enjoy our waterfront home on the scenic Calvert Cliffs. Take in beautiful Bay views in Adirondack chairs with stunning vistas. Photograph wildlife. Comfortable ½ mile walk to private community bay shoreline. Have breakfast in the yard while enjoying the sunrise. Stroll the community shoreline and explore fossil hunting, hike at nearby trails. No pets are allowed because I have a severe allergic reaction to pet hair and dander. Thanks for your understanding.

Gilly’s Getaway!

Welcome to Gilly's Getaway, your home away from home on the premises of a working nonprofit animal sanctuary. This basement apartment has its own private entrance, full kitchen w/dishwasher and laundry and a desk to be used as a workspace, should you need it. We are home to goats, hens, roosters, ducks, geese, turkeys, dogs & cats. Enjoy the animals from a distance, or set up a time to meet the residents! Either way, enjoy your stay!

Coastal Hideaway near CalvertCliffs • Beach Access

Cozy coastal hideaway perfect for relaxing year-round. Spacious basement apartment with a private entrance, peaceful setting, and bright coastal décor. Enjoy nearby community beaches and a quiet lake for shoreline strolls, sea glass hunting, or birdwatching. Minutes from Solomons Island dining, Calvert Cliffs State Park, and Flag Ponds Nature Park. Ideal for weekend escapes, work trips, or exploring the Chesapeake Bay.

Pop's Place

A cozy 600 square ft apartment located in the lower level of our home. It has a private entrance. The neighborhood is quiet. You can watch the birds and squirrels outside your door. The high ceilings make the area more spacious. It is an oasis for anyone who wants to just chill.