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Top Cities in Maryland

Featured Cottages in Maryland

Prince Frederick, MD

$325

per night

Dec 9 - Dec 10

4.9/5 Exceptional! (30 reviews)

Great getaway!

"Was probably the best place I could have booked for a getaway. Was prefect and was just what was needed. Would suggest a small mini fridge to be placed in the space. Otherwise, couldn't have asked for a better spot."

Reviewed on Nov 18, 2022

Cobb Island, MD

5/5 Exceptional! (28 reviews)

Thanksgiving

"This cottage was perfect! We have extended family a few blocks away. Very clean, well stocked. Hostess was great. We will be back!"

Reviewed on Nov 29, 2022

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8428 Stephen Decatur Highway, Berlin, MD, 21811

4.8/5 Exceptional! (4 reviews)

"this was our granddaughters first time and she was exhausted every night. So many things to do. There have been many changes since we were there last. We can’t wait to come again"

Reviewed on Aug 2, 2019

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15914 Camp Merryelande Rd, Piney Point, MD, 20674

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11224 Dale Rd., Whaleyville, MD, 21872

5/5 Exceptional! (3 reviews)

Great family stay

"Great place, our cabin was clean and cold in the heat of summer! Take your own toilet paper, paper towels and bedsheets if staying in a cabin!"

Reviewed on Jul 19, 2019

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1879 Rock Lodge Rd, McHenry, MD, 21541

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Carpenter Alley - Newly Renovated Cottage in Center of Historic St. Michaels

St. Michaels, MD

4.7/5 Exceptional! (12 reviews)

Location, location, location!

"This property is in the perfect location for getting around St Michael's, MD. Walking distance to all bars, restaurants, shops and shoreline. The check in process was simple and the house was clean and had all the amenities we could ask for. My only caviat is if you are a light sleeper, the weekend ..."

Reviewed on Dec 6, 2022

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

St Michaels, MD

4.7/5 Exceptional! (75 reviews)

Location With Ambience

"Easy walking distance to everything this photographer wanted to photograph in St. Michaels. The bonus was staying in a wonderfully restored house in an historic neighborhood furnished with period antiques without sacrificing comfort or convenience."

Reviewed on Oct 22, 2022

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Newburg, MD

4.8/5 Exceptional! (77 reviews)

Perfect getaway

"Cozy, quiet house on the water."

Reviewed on Dec 5, 2022

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

Saint Michaels, MD

4.7/5 Exceptional! (81 reviews)

Lovely location. Very peaceful

"Owner is very accommodating. Charming historic home within walking distance to marina, restaurants and shopping."

Reviewed on Nov 14, 2022

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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.