Book Calvert County, MD Cottages
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Top cities with to explore in Calvert County

Chesapeake Beach
Cottages
Top Cottages in Calvert County

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
A sauna is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
This cottage features a garden, laundry facilities, and barbecue grills.
Pool
Kitchen

Waterfront Cottage in Beautiful Hoopers Island
This cottage includes a garden and barbecue grills.
Kitchen
Pet friendly

The Yellow Cottage on Harness Creek
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
This cottage features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer

North Beach Cottage - Walk to Chesapeake Bay
This cottage features free WiFi in public areas, a garden, and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
This cottage features a garden, laundry facilities, and concierge services. Barbecue grills are provided for your convenience.
Kitchen
Washer

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘
This cottage featured laundry facilities and barbecue grills.
Kitchen
Washer

Discounted Summer & Fall Dates: The Hideaway in Hays Beach - Chesapeake Bay
Limo/town car service, a garden, and a picnic area are available at this cottage. There's fun for all ages with a playground and an arcade/game room, and childcare is an added bonus. Laundry facilities and barbecue grills are also provided.
Kitchen
Washer

Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit
This cottage features an outdoor pool and a gym. Families will appreciate the playground and onsite laundry facilities. A garden and barbecue grills are also provided.
Pool
Kitchen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Calvert County Cottages essential information
Accommodation | 162 Cottages |
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Lowest Price | |
Highest Price | |
Popular accommodation | Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, Waterfront Cottage in Beautiful Hoopers Island, The Yellow Cottage on Harness Creek, Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing, North Beach Cottage - Walk to Chesapeake Bay, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE, 𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘, Discounted Summer & Fall Dates: The Hideaway in Hays Beach - Chesapeake Bay, Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit, Family and Pet-Friendly, Waterfront with Pier |