Book Calvert County, MD Cottages

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top cities with Cottages to explore in Calvert County

This state park is five minutes from my from door. It was $5 to park, but we pretty much had the whole park to ourselves.

You start out walking on a maintained path through a wooded area, which turns into a swamp and leads to the cliffs and beach. The swamp is my favorite! I love the prehistoric looking plants and the wildlife.

The cliffs are a well-known destination for shark tooth and fossil hunters.

The red trail was a four mile round trip out and back. It was humid in early September, but a wonderful hike!

Lusby

Cottages

Top Cottages in Calvert County

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

North Beach MD

$260 nightly

$276 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

This cottage featured laundry facilities and barbecue grills.

Washer

Dryer

Relaxing Waterfront Cottage Near St Michaels, Maryland

Wittman MD

Get rates

An outdoor pool is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Pool

Kitchen

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

St Michaels MD

Get rates

This cottage features a garden, laundry facilities, and barbecue grills.

Pool

Kitchen

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

Stevensville MD

Get rates

A sauna is featured at this cottage, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Kitchen

Washer

Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset

Tall Timbers MD

Get rates

This cottage features a garden, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.

Kitchen

Washer

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Fishing Creek MD

Get rates

This cottage includes a garden and barbecue grills.

Kitchen

Pet friendly

Soul Oasis - home on the Chesapeake Bay

Lusby MD

$265 nightly

$281 total

Dec 22 - Dec 23

Total with taxes and fees

This cottage featured laundry facilities and barbecue grills.

Kitchen

Washer

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Newburg MD

Get rates

This cottage features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Saint Michaels MD

Get rates

This cottage features a garden, laundry facilities, and barbecue grills.

Pool

Kitchen

The Middle Point Cabin in Saint Michaels

Neavitt MD

Get rates

This cottage features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

2 Bedroom Cozy Beach Cottage with Water Access

Piney Point MD

Get rates

This cottage featured laundry facilities and barbecue grills.

Kitchen

Washer

Charming Waterfront Cottage Retreat near St. Michaels

Bozman MD

Get rates

This cottage includes a garden and laundry facilities.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Calvert County

View all properties

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	159 Cottages
Lowest Price	$276
Highest Price	$281
Popular accommodation	Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md., Relaxing Waterfront Cottage Near St Michaels, Maryland, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town, Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly, Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset, Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD., Soul Oasis - home on the Chesapeake Bay, Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, The Middle Point Cabin in Saint Michaels, 2 Bedroom Cozy Beach Cottage with Water Access, Charming Waterfront Cottage Retreat near St. Michaels