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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

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

"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

Cozy Getaway w/ Theater and Hot Tub

McHenry MD

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A hot tub is featured at this cottage, along with a garden and laundry facilities. Families will appreciate the playground and barbecue grills.

Hot Tub

Kitchen

Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay

Scotland MD

$483 nightly

$533 total

May 3 - May 4

Total with taxes and fees

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

Family and Pet-Friendly, Waterfront with Pier

Cambridge MD

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

Pool

Kitchen

Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly

Stevensville MD

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

Kitchen

Washer

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

Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

Lusby MD

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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

Peaceful getaway convenient to local amenities including beach, boating & food

Rock Hall MD

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This cottage includes a garden and laundry facilities.

Kitchen

Washer

2 Bedroom Cozy Beach Cottage with Water Access

Piney Point MD

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This cottage featured laundry facilities and barbecue grills.

Kitchen

Washer

Relaxing Waterfront Cottage Near St Michaels, Maryland

Wittman MD

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

Pool

Kitchen

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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

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.

Pool

Kitchen

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

Tilghman Island MD

Get rates

This cottage features laundry facilities.

Kitchen

Washer

Cozy Getaway w/ Theater and Hot Tub

McHenry MD

Get rates

A hot tub is featured at this cottage, along with a garden and laundry facilities. Families will appreciate the playground and barbecue grills.

Hot Tub

Kitchen

Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay

Scotland MD

$483 nightly

$533 total

May 3 - May 4

Total with taxes and fees

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

Family and Pet-Friendly, Waterfront with Pier

Cambridge 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

Accessible, 3 Season 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

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

Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

Lusby MD

Get rates

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

Peaceful getaway convenient to local amenities including beach, boating & food

Rock Hall MD

Get rates

This cottage includes a garden and laundry facilities.

Kitchen

Washer

2 Bedroom Cozy Beach Cottage with Water Access

Piney Point MD

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This cottage featured laundry facilities and barbecue grills.

Kitchen

Washer

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

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

Hyatt Place National Harbor

123 Waterfront Street Oxon Hill MD

$152 nightly

$180 total

Apr 5 - Apr 6

Total with taxes and fees

9.4/10 Exceptional! (2,082 reviews)

Maryland Cottages essential information

Accommodation	453 Cottages
Lowest Price	$82
Highest Price	$533
Popular accommodation	Shore Point Cottages, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Cozy Getaway w/ Theater and Hot Tub, Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay, Family and Pet-Friendly, Waterfront with Pier, Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit, Peaceful getaway convenient to local amenities including beach, boating & food, 2 Bedroom Cozy Beach Cottage with Water Access, Relaxing Waterfront Cottage Near St Michaels, Maryland

Maryland Cottages essential information

Accommodation	453 Cottages
Lowest Price	$82
Highest Price	$533
Popular accommodation	Shore Point Cottages, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Cozy Getaway w/ Theater and Hot Tub, Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay, Family and Pet-Friendly, Waterfront with Pier, Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit, Peaceful getaway convenient to local amenities including beach, boating & food, 2 Bedroom Cozy Beach Cottage with Water Access, Relaxing Waterfront Cottage Near St Michaels, Maryland