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Our top choices for Maryland cottages

Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (303 reviews)
"The location of shore point cottages is a pleasant and peaceful one. It's far enough out of the hustle and bustle of the boardwalk area. Yet close enough to everything that makes Ocean City a fun place to visit. Definitely a place to come back to and stay again."
United States
Mike
Shore Point Cottages

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (62 reviews)
"We had a great time. House was very comfortable and location was perfect."
United States
Liz R.
The price is NZ$428
includes taxes & fees
8 Feb - 9 Feb
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Relaxing Waterfront Cottage Near St Michaels, Maryland

Relaxing Waterfront Cottage Near St Michaels, Maryland
Wittman
9.8 out of 10, Exceptional, (238 reviews)
"We enjoy it very much, we come every year."
United States
bruce j.
Relaxing Waterfront Cottage Near St Michaels, Maryland

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

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Downtown St. Michaels
9.6 out of 10, Exceptional, (147 reviews)
"Great location"
United States
Jody M.
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

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

Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly
Stevensville
10.0 out of 10, Exceptional, (59 reviews)
"great stay ! all needs where met . "
United States
randall j.
Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Port Deposit
10.0 out of 10, Exceptional, (35 reviews)
"Very cool place. "
United States
Eric L.
The price is NZ$348
includes taxes & fees
8 Feb - 9 Feb
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (22 reviews)
"Excellent Property"
United States
Buu T.
The price is NZ$1,177
includes taxes & fees
2 Mar - 3 Mar
Chesapeake Cottages- 2 Quaint Waterfront Retreats

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

Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset
Tall Timbers
9.8 out of 10, Exceptional, (60 reviews)
"A lovely small home on a quiet street in a quiet village. The layout of the house is very comfortable, the property was very clean and the hosts, Lolly and Lindley, very welcoming and helpful. It also has one of the best equipped kitchens I’ve encountered via VRBO. We came with our dog who is just finishing a recovery from surgery and neighborhood was perfect for taking her on longer walks."
United States
Irene H.
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
Fishing Creek
10.0 out of 10, Exceptional, (51 reviews)
"Nice "
United States
Henry
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

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

Comfortable cottage in gated community, 5 mins to OC and Assateague
Assateague Pointe
9.8 out of 10, Exceptional, (43 reviews)
"great place, great location, safe secure and everything we needed to get to assateague where the rest of the family were camping"
United States
Thomas B.
The price is NZ$528
includes taxes & fees
15 Feb - 16 Feb
Comfortable cottage in gated community, 5 mins to OC and Assateague

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (41 reviews)
"The cozy cabin had everything needed for a comfortable stay. It was in a very private setting with the beach access a few houses away. You can hear the Chesapeake bay lapping at the shore and catch a glimpse of sail boats going by. We enjoyed our time at the home."
United States
Mary G.
The price is NZ$490
includes taxes & fees
10 Feb - 11 Feb
Soul Oasis - home on the Chesapeake Bay

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

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Newburg
9.8 out of 10, Exceptional, (155 reviews)
"Good place for a couple for a relaxing weekend on the waterfront"
United States
Elizabeth B.
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

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

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Downtown St. Michaels
9.6 out of 10, Exceptional, (125 reviews)
"Ideal location to shops and attractions. Host very easy to reach. "
United States
Don N.
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Loft two story with first floor workout room, WIFI, complete cottage to yourself

Loft two story with first floor workout room, WIFI, complete cottage to yourself
Grantsville
9.8 out of 10, Exceptional, (37 reviews)
"The clean and comfortable looking cabins "
United States
Torrance
The price is NZ$337
includes taxes & fees
18 Feb - 19 Feb
Loft two story with first floor workout room, WIFI, complete cottage to yourself

The Middle Point Cabin in Saint Michaels

The Middle Point Cabin in Saint Michaels
Neavitt
9.8 out of 10, Exceptional, (57 reviews)
"We had a great stay. The cottage is just like the pictures. Nice area…lots of things to do."
United States
Michael
The Middle Point Cabin in Saint Michaels

2 Bedroom Cozy Beach Cottage with Water Access

2 Bedroom Cozy Beach Cottage with Water Access
Piney Point
9.6 out of 10, Exceptional, (21 reviews)
"My family and I stayed here a few weeks ago when we were dropping off my niece at St. Mary’s College and we had a wonderful time! The house was clean, had everything we needed, and we loved going by the water and having dinner at the Ruddy Duck (we went two nights in a row)! We’d definitely stay again :)"
United States
Cara R.
2 Bedroom Cozy Beach Cottage with Water Access

The Old World Chalet by Taylor Made Deep Creek

The Old World Chalet by Taylor Made Deep Creek
3.0 star property
McHenry
10.0 out of 10, Exceptional, (2 reviews)
"Amazing property! Incredibly clean, well-stocked with necessities, great location, comfy mattresses, more spacious than it appeared in photos, and the best hot tub I've ever experienced! Highly recommend for a group of 4 or less!"
United States
Sharon
The Old World Chalet by Taylor Made Deep Creek

Charming Waterfront Cottage Retreat near St. Michaels

Charming Waterfront Cottage Retreat near St. Michaels
Bozman
10.0 out of 10, Exceptional, (10 reviews)
"Our host, Allison Lewis, was quick to respond to any questions. She was also very approachable.The cottage itself is divine! It is cosy and welcoming, and is perfectly situated with great water views. Also, everything inside the cottage is meticulously maintained!This rental is highly recommended if you want a perfect quiet getaway!"
United States
Terry T.
Charming Waterfront Cottage Retreat near St. Michaels

Robins Nest On 86th Street - Ocean City, MD

Robins Nest On 86th Street - Ocean City, MD
North Ocean City
10.0 out of 10, Exceptional, (3 reviews)
"loved the coastal themed decor, the wonderful yard and gazebo. The walk to the beach took no time, and the beach wagon was a great plus. Thank you"
United States
Richard G.
Robins Nest On 86th Street - Ocean City, MD

Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier
Cambridge
10.0 out of 10, Exceptional, (265 reviews)
"Wonderful stay. Incredibly responsive and friendly hosts. The cleanest short-term rental we have stayed at. Beautiful views. We look forward to a return visit. "
United States
D. Michael L.
Family and Pet-Friendly, Waterfront with Pier
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.
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Top Maryland Hotel Reviews

Find out more about Maryland

Maryland Cottages information

Number of reviews
1,648
Accommodation
453 Cottages
Lowest Price
NZ$337
Highest Price
NZ$1,177

Frequently asked questions

How much do cottages in Maryland cost?
Cottages in Maryland range between NZ$337 and NZ$1,177 per night. These stays offer a chance to touch base with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Maryland?
Look up our 453 cottages in Maryland and reserve your favourite. Whether you're embarking on a holiday with the fam or a weekend with pals, your ideal stay is just a few clicks away with Expedia.
What is there to do in Maryland near my cottage?
Whether you enjoy food, shopping, history or sightseeing, Maryland is one place where it's difficult to be bored! The top city of Washington has loads of things to do and see, including Arlington House-The Robert E. Lee Memorial, Cady's Alley and Francis Scott Key Memorial Park. If you're staying in Baltimore, Geppi's Entertainment Museum, Union Soldiers and Sailors Monument and Edgar Allan Poe's Gravesite and Memorial should be on your to-do list.

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