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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

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

Newburg MD

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

Kitchen

Washer

Firefly Cottage at the Cape, Hot Tub, Community beach enjoy summer USNA visits.

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

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Benedict MD

$241 nightly

$266 total

Jul 9 - Jul 10

Total with taxes and fees

This cottage includes a garden and barbecue grills.

Free WiFi

Air conditioning

Comfortable cottage in gated community, 5 mins to OC and Assateague

Berlin MD

$429 nightly

$480 total

Jul 14 - Jul 15

Total with taxes and fees

An outdoor pool is featured at this cottage, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room.

Pool

Kitchen

Assateague Pointe- single home on a quite pond. 2 pools/pier/game room.

Berlin MD

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An outdoor pool is featured at this cottage, along with a garden and laundry facilities.

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

Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland

Charlestown MD

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This cottage features barbecue grills.

Washer

Dryer

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

Tilghman Island MD

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This cottage features laundry facilities.

Kitchen

Washer

The Yellow Cottage on Harness Creek

Annapolis MD

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

Kitchen

Washer

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

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

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

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

Firefly Cottage at the Cape, Hot Tub, Community beach enjoy summer USNA visits.

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.

Hot Tub

Breakfast included

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Benedict MD

$241 nightly

$266 total

Jul 9 - Jul 10

Total with taxes and fees

This cottage includes a garden and barbecue grills.

Free WiFi

Air conditioning

Comfortable cottage in gated community, 5 mins to OC and Assateague

Berlin MD

$429 nightly

$480 total

Jul 14 - Jul 15

Total with taxes and fees

An outdoor pool is featured at this cottage, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room.

Pool

Kitchen

Assateague Pointe- single home on a quite pond. 2 pools/pier/game room.

Berlin MD

Get rates

An outdoor pool is featured at this cottage, along with a garden and laundry facilities.

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

Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland

Charlestown MD

Get rates

This cottage features barbecue grills.

Washer

Dryer

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

Tilghman Island MD

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This cottage features laundry facilities.

Kitchen

Washer

The Yellow Cottage on Harness Creek

Annapolis MD

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

Kitchen

Washer

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

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

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

Holiday Inn Baltimore BWI Airport by IHG

815 Elkridge Landing Road Linthicum Heights MD

$118 nightly

$135 total

Jul 6 - Jul 7

Total with taxes and fees

9.2/10 Wonderful! (1,319 reviews)

Maryland Cottages essential information

Accommodation	457 Cottages
Lowest Price	$87
Highest Price	$480
Popular accommodation	Shore Point Cottages, Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing, Firefly Cottage at the Cape, Hot Tub, Community beach enjoy summer USNA visits., Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch., Comfortable cottage in gated community, 5 mins to OC and Assateague, Assateague Pointe- single home on a quite pond. 2 pools/pier/game room., The Heron's Nest at Atlantic Marina, Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, The Yellow Cottage on Harness Creek, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE, The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

Maryland Cottages essential information

Accommodation	457 Cottages
Lowest Price	$87
Highest Price	$480
Popular accommodation	Shore Point Cottages, Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing, Firefly Cottage at the Cape, Hot Tub, Community beach enjoy summer USNA visits., Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch., Comfortable cottage in gated community, 5 mins to OC and Assateague, Assateague Pointe- single home on a quite pond. 2 pools/pier/game room., The Heron's Nest at Atlantic Marina, Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, The Yellow Cottage on Harness Creek, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE, The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek