
Cozy Cottage By The Bay
apartment, Prince Frederick
This two-bedroom, one-bathroom Prince Frederick bayfront cottage is located in Calvert County, two blocks from a private beach and boat ramp, and three miles from restaurants and shops, offering easy access to Calvert Cliffs State Park, Chesapeake Beach, and Solomons Island.
This 2-bedroom vacation rental sleeps four, features a kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, parking, internet, and a large deck overlooking the bay, perfect for enjoying the nearby fossil hunting, museum visits, and hiking opportunities in Calvert County.
This 2-bedroom vacation rental sleeps four, features a kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, parking, internet, and a large deck overlooking the bay, perfect for enjoying the nearby fossil hunting, museum visits, and hiking opportunities in Calvert County.

Bay Getaway
apartment, Prince Frederick
This Prince Frederick house rental is situated two blocks from the Chesapeake Bay, offering easy access to beaches and boat launches, and is a short drive from Annapolis, Solomons Island, and Washington, D.C.
The two-story home features four bedrooms, two bathrooms, sleeps ten guests, includes a fully equipped kitchen with dishwasher, a fenced yard with a fire pit and picnic table, and an enclosed sunroom with winter bay views; nearby attractions include hiking trails and fossil hunting beaches.
The two-story home features four bedrooms, two bathrooms, sleeps ten guests, includes a fully equipped kitchen with dishwasher, a fenced yard with a fire pit and picnic table, and an enclosed sunroom with winter bay views; nearby attractions include hiking trails and fossil hunting beaches.

Block To Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr To Dc
cottage, Long Beach
This Long Beach, St. Leonard's cottage offers easy beach access, a short walk from Flag Ponds Nature Park and Flag Harbor Marina, and less than 1.2 miles from Long Beach and Matoaka Beach.
This 800-square-foot vacation home sleeps five, boasting two bedrooms, two bathrooms, a full kitchen, a private patio, plus on-site amenities including a swimming pool, hot tub, and barbecue grills.
This 800-square-foot vacation home sleeps five, boasting two bedrooms, two bathrooms, a full kitchen, a private patio, plus on-site amenities including a swimming pool, hot tub, and barbecue grills.

Cozy Beach House ~Chesapeake Bay Getaway
apartment, Calvert Beach
This Calvert Beach apartment is located in a private community with a one-mile stretch of beach just a short walk or drive away, offering tranquility and privacy while still being close to local stores. The apartment boasts excellent user ratings for location, cleanliness, and overall experience.
The 3-bedroom, 1-bathroom home spans 1190 square feet and comfortably accommodates up to 6 guests. It features a fully equipped kitchen, a spacious living room with streaming apps and high-speed internet, a large bathroom with a separate dressing room, a private terrace, and access to a shared garden, spa, and parking.
The 3-bedroom, 1-bathroom home spans 1190 square feet and comfortably accommodates up to 6 guests. It features a fully equipped kitchen, a spacious living room with streaming apps and high-speed internet, a large bathroom with a separate dressing room, a private terrace, and access to a shared garden, spa, and parking.

Private Pool + Spa Retreat | Maryland Crab Feasts
apartment, Broomes Island
This vacation rental is located in a quiet, private neighborhood at the end of a cul-de-sac, just a 40-minute drive from the Maryland International Raceway and Budds Creek Motorcross Track. It has consistently received excellent ratings for user experience, location, and cleanliness. This spacious home comfortably accommodates up to 10 guests in its 5 bedrooms and 3 bathrooms. Enjoy resort-style amenities including a private pool, spa, and lush landscaping, along with modern features like a state-of-the-art kitchen, a dedicated office space, and a sleek gas fire pit.

Shewells Cottage By The Shore
apartment, Calvert Beach
This charming cottage is located in Calvert Beach, just a short walk from the community beach and a short drive from Calvert Cliffs. The cottage has earned excellent ratings for its location, cleanliness, and overall experience.
The cottage has three bedrooms and two bathrooms, comfortably accommodating up to seven guests. Enjoy amenities like air conditioning, a fully equipped kitchen, a private ensuite bathroom, and a spacious driveway for parking.
The cottage has three bedrooms and two bathrooms, comfortably accommodating up to seven guests. Enjoy amenities like air conditioning, a fully equipped kitchen, a private ensuite bathroom, and a spacious driveway for parking.

Bright Airy Waterfront Getaway
apartment, Benedict
This apartment is located in Benedict, right on the Patuxent River with a private beach and a 400-foot pier just steps away. The apartment boasts excellent user, location, and cleanliness ratings.
The home offers a large bedroom, two twin beds, and a sleeper sofa in the living room, accommodating up to 6 guests. Amenities include a kitchenette, air conditioning, a garden, parking, and opportunities for outdoor activities like kayaking, fishing, and enjoying the fire pit.
The home offers a large bedroom, two twin beds, and a sleeper sofa in the living room, accommodating up to 6 guests. Amenities include a kitchenette, air conditioning, a garden, parking, and opportunities for outdoor activities like kayaking, fishing, and enjoying the fire pit.

Spacious Beachfront Retreat W/dock
apartment, Broomes Island
This charming cottage is located on Broomes Island, just five miles from a marina, offering a peaceful farmland setting with direct access to a private beach. It has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The home features five bedrooms and three bathrooms, comfortably accommodating up to 12 guests. Guests can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a spacious garden, a fire pit, a dock, kayaks, and more.
The home features five bedrooms and three bathrooms, comfortably accommodating up to 12 guests. Guests can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a spacious garden, a fire pit, a dock, kayaks, and more.

Kick Back And Enjoy The Chesapeake & This 3-bedroom, Relaxing, Stylish Space.
apartment, Prince Frederick
This three-bedroom, two-bathroom house rental in Prince Frederick offers stunning Chesapeake Bay views and is conveniently located near R&J's PlayPark and Running Hare Vineyard.
The two-story home sleeps up to 10 guests comfortably, boasting a fully equipped kitchen, banquette dining area, and proximity to attractions like the Chesapeake Beach Railway Museum and Chesapeake Beach Water Park.
The two-story home sleeps up to 10 guests comfortably, boasting a fully equipped kitchen, banquette dining area, and proximity to attractions like the Chesapeake Beach Railway Museum and Chesapeake Beach Water Park.

Welcome To Hickory House On The Chesapeake Bay!
apartment, Long Beach
This 2-bedroom cottage in St. Leonard, Long Beach by the Bay, offers seasonal Chesapeake Bay views and is a short walk to two community beaches, providing convenient access to attractions like Calvert Cliffs, Flag Harbor, Solomon's Island, and Historic St. Mary's, as well as cultural sites such as CalvART Gallery and Calvert Marine Museum. The 870 sq ft rental accommodates up to 2 guests and features a full kitchen, air conditioning, garden, spa, and parking, with nearby opportunities for hiking, biking, kayaking, and jet skiing, all within a commuting distance to Washington D.C. and Baltimore.

Bayview Cottage 2 Br +Off./priv Beach/hot Tub/deck
apartment, Prince Frederick
This apartment is located in Huntingtown, Maryland, just a short walk from the historic Calvert Cliffs and overlooking the beautiful Chesapeake Bay. The apartment consistently receives excellent ratings for its cleanliness, location, and overall guest experience.
The rental offers a comfortable space for up to four guests, featuring two queen beds and two full bathrooms with jetted tubs. Guests can enjoy the private beach access, relax in the hot tub, or challenge each other to a game in the game room.
The rental offers a comfortable space for up to four guests, featuring two queen beds and two full bathrooms with jetted tubs. Guests can enjoy the private beach access, relax in the hot tub, or challenge each other to a game in the game room.

Magical Bayfrnt Home, Pier, Beach, Fossils, Trails
apartment, Calvert Beach
This beachfront vacation home is located in Port Republic, just 9 miles from R&J's PlayPark, Battle Creek Cypress Swamp Sanctuary, and Perigeaux Vineyards and Winery. It boasts excellent user, location, and cleanliness ratings, making it a popular choice for travelers.
This 3-bedroom house comfortably accommodates up to 8 guests and features a spacious 2200 square feet of living space. Amenities include a fully-equipped kitchen, a Jacuzzi, a terrace, a garden, and free WiFi, ensuring a relaxing and enjoyable stay.
This 3-bedroom house comfortably accommodates up to 8 guests and features a spacious 2200 square feet of living space. Amenities include a fully-equipped kitchen, a Jacuzzi, a terrace, a garden, and free WiFi, ensuring a relaxing and enjoyable stay.












