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Latest Vacation Rentals in Calvert County, MD

Chesapeake Beach (6)

1 Br Cottage Vacation Rental In Chesapeake Beach, Maryland

Upscale cottage on a secluded bay front property with stunning water views. Only 45 mins from DC and a quick drive to the beach or dining & shops in Chesapeake Beach and North Beach Maryland. Main...

Created on Nov 2, 2026

Dunkirk (2)

5 Br Private Vacation Home Vacation Rental In Dunkirk, Maryland

Day Trip to the National Mall | Walk to Restaurants | Private Yard & Patio | Extended Stays WelcomeDiscover a different side of the DMV at this Dunkirk vacation rental! Chase Chesapeake Bay...

Created on Nov 2, 2026

Huntingtown (10)

Cottage Vacation Rental In Maryland, Maryland

Escape to Plum Point Cottage #15, a beautifully renovated yet charmingly rustic waterfront retreat designed for comfort and relaxation. This cozy cottage features a queen bedroom, full bathroom,...

Created on Nov 2, 2026

Lusby (36)

3 Br Private Vacation Home Vacation Rental In Lusby, Maryland

Looking for a weekend getaway or somewhere to stay during business travel? Consider Serenity Beach House, a fully furnished home nestled in a quiet community near area beaches & Solomons Island, a...

Created on Nov 2, 2026

North Beach (44)

3 Br Private Vacation Home Vacation Rental In North Beach, Maryland

Welcome to Bay Haven, one of five A Haven Away getaways! This plant-filled oasis is in a quiet North Beach neighborhood, steps from the wetlands park and 12 minutes on foot to the beach. We share...

Created on Nov 2, 2026

Owings (1)

2 Br Cottage Vacation Rental In Owings, Maryland

A relaxing and peaceful guest house perfect for visiting family / attending events in the area, sight-seeing, nature lovers, or just passing through. Enjoy the rear window sunrise AND the...

Created on Nov 2, 2026

Port Republic (12)

2 Br Private Vacation Home Vacation Rental In Port Republic, Maryland

Come enjoy the serenity of the Chesapeake Bay at Western Shore. Enjoy the beauty of Southern MD. Listen to the waves and wind. Enjoy the colorful sunsets and picturesque sunrises from the comfort...

Created on Nov 2, 2026

Prince Frederick (7)

3 Br Private Vacation Home Vacation Rental In Prince Frederick, Maryland

This 2-level, 3-bedroom house is newly renovated, with an amazing view of the Chesapeake Bay! Youll have 2 kings, 1 queen, 2 sleeper sofas, and 2 rollaway beds, fully furnished kitchen, living room...

Created on Nov 2, 2026

Saint Leonard (28)

3 Br Private Vacation Home Vacation Rental In Saint Leonard, Maryland

Take it easy at this unique and tranquil getaway just 2 blocks from Long Beach on the western shore of the Chesapeake Bay in beautiful Southern Maryland. Near the famous Calvert Cliffs, in Calvert...

Created on Nov 2, 2026

Solomons (12)

2 Br Apartment Vacation Rental In Solomons, Maryland

Wake up to unforgettable sunrises over Back Creek at this private upper-level duplex, perfectly located in the heart of Solomons Island. Whether youre arriving by car or boat, this cozy getaway...

Created on Nov 2, 2026
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