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Top cities with Cottages to explore in Maryland

A roller coaster at dusk with illuminated tracks and a Ferris wheel in the background.

Ocean City

Cottages

Top Cottages in Maryland

Shore Point Cottages

9543 Stephen Decatur Hwy Berlin MD

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A seasonal outdoor pool is featured at this cottage, along with laundry facilities. Take advantage of the free self parking.

Pool

Kitchen

The Heron's Nest at Atlantic Marina

Pasadena MD

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An outdoor pool is featured at this cottage, along with a garden and barbecue grills.

Pool

Kitchen

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

Saint Michaels MD

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

Pool

Kitchen

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

St Michaels MD

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

Pool

Kitchen

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Tilghman Island MD

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This cottage features a garden, laundry facilities, and concierge services. Barbecue grills are provided for your convenience.

Kitchen

Washer

Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly

Annapolis MD

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

Kitchen

Washer

Charming Cottage - Northeast River / Chesapeake Bay

Perryville MD

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

Kitchen

Washer

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

Oakland MD

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A hot tub is featured at this cottage, along with a garden and barbecue grills.

Pool

Hot Tub

Firefly Cottage at the Cape, Hot Tub, Community beach, Boat Show, USNA Football.

Annapolis MD

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

Hot Tub

Breakfast included

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Saint Michaels MD

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

Pool

Kitchen

C&O Canal Potomac River Cottage

Sharpsburg MD

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

Kitchen

Washer

Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit

Oakland MD

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

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Maryland

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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.

Top Cottages in Maryland

Shore Point Cottages

9543 Stephen Decatur Hwy Berlin MD

Get rates

A seasonal outdoor pool is featured at this cottage, along with laundry facilities. Take advantage of the free self parking.

Pool

Kitchen

The Heron's Nest at Atlantic Marina

Pasadena MD

Get rates

An outdoor pool is featured at this cottage, along with a garden and barbecue grills.

Pool

Kitchen

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

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

St Michaels MD

Get rates

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

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Tilghman Island MD

Get rates

This cottage features a garden, laundry facilities, and concierge services. Barbecue grills are provided for your convenience.

Kitchen

Washer

Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly

Annapolis MD

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

Kitchen

Washer

Charming Cottage - Northeast River / Chesapeake Bay

Perryville MD

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

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

Oakland MD

Get rates

A hot tub is featured at this cottage, along with a garden and barbecue grills.

Pool

Hot Tub

Firefly Cottage at the Cape, Hot Tub, Community beach, Boat Show, USNA Football.

Annapolis MD

Get rates

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

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Saint Michaels MD

Get rates

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

C&O Canal Potomac River Cottage

Sharpsburg MD

Get rates

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

Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit

Oakland MD

Get rates

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

Don't see what you're looking for?

See all available properties in Maryland

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.

Top hotels in Maryland

Renaissance Baltimore Harborplace Hotel

202 E Pratt St Baltimore MD

$179 nightly

$210 total

Nov 1 - Nov 2

Total with taxes and fees

8.4/10 Very Good! (2,510 reviews)

Maryland Cottages essential information

Accommodation	463 Cottages
Lowest Price	$80
Highest Price	$210
Popular accommodation	Shore Point Cottages, The Heron's Nest at Atlantic Marina, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE, Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly, Charming Cottage - Northeast River / Chesapeake Bay, The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek, Firefly Cottage at the Cape, Hot Tub, Community beach, Boat Show, USNA Football., Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, C&O Canal Potomac River Cottage, Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit

Maryland Cottages essential information

Accommodation	463 Cottages
Lowest Price	$80
Highest Price	$210
Popular accommodation	Shore Point Cottages, The Heron's Nest at Atlantic Marina, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE, Beachfront Home Minutes to Downtown Annapolis w Parking & Dog-Friendly, Charming Cottage - Northeast River / Chesapeake Bay, The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek, Firefly Cottage at the Cape, Hot Tub, Community beach, Boat Show, USNA Football., Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, C&O Canal Potomac River Cottage, Beautiful Lakeside Cottage on Quiet Street with Private Dock, Kayaks & Fire Pit