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Next weekend
2 Jan - 4 Jan
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9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
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20 Feb - 22 Feb

Top Cities in Maryland

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Cumberland

Cumberland

Our top choices for Maryland cottages

Deluxe Cottage | View from room
Shore Point Cottages

Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (300)
"Was a great place to bring kids and dogs! "
United States
AMANDA
Shore Point Cottages
Fridge, microwave, oven, stovetop
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Frederick
10.0 out of 10, Exceptional, (62)
"Always clean and comfortable home. Close to restaurants and shops but in quiet neighborhood to relax. Our second stay in this home. "
United States
Jelinda C.
The price is NZ$479
includes taxes & fees
11 Jan - 12 Jan 2026
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)
Exterior detail
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
2.0 star property
North Beach
9.6 out of 10, Exceptional, (4)
"Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!"
United States
Jana S.
The price is NZ$473
includes taxes & fees
6 Jan - 7 Jan 2026
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Exterior
Relaxing Waterfront Cottage Near St Michaels, Maryland

Relaxing Waterfront Cottage Near St Michaels, Maryland

Relaxing Waterfront Cottage Near St Michaels, Maryland
Wittman
9.8 out of 10, Exceptional, (238)
"We enjoy it very much, we come every year."
United States
bruce j.
Relaxing Waterfront Cottage Near St Michaels, Maryland
Exterior
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

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)
"This is such a great house - perfect location. Very roomy and comfortable. The owner is super responsive as well. Highly recommend!"
United States
maggie k.
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Exterior
Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly

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, (57)
"It’s a fantastic property!! Perfect for a getaway weekend. Everything was as described. A great place to stay home and enjoy all the amenities."
United States
Kurt H.
Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly
Property grounds
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

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, (31)
"The River Cottage is very charming, cozy, and well-stocked with all the essentials. The host is quick to respond to inquiries. We had a wonderful and relaxing stay!"
United States
Xiaodong F.
The price is NZ$363
includes taxes & fees
1 Jan - 2 Jan 2026
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Outdoor dining
Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (22)
"Excellent Property"
United States
Buu T.
The price is NZ$1,137
includes taxes & fees
6 Jan - 7 Jan 2026
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Exterior
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset

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, (59)
"We enjoyed our stay! Our Grandkids (2) joined us too. Unfortunately we had to leave early to attend a funeral. We would absolutely consider this property for any future stays in the area. "
United States
Bernadette D.
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset
Exterior
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

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)
"Nice "
United States
Henry
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
Exterior
Comfortable cottage in gated community, 5 mins to OC and Assateague

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)
"This was the perfect little home for our stay. Everything was clean and comfortable and “cozy”. The location was wonderful with easy access to both Assateague Island and Ocean City. Everything needed for a great stay was provided. We are already planning our vacation for next year and will definitely book again. "
United States
Alecia C.
The price is NZ$527
includes taxes & fees
4 Jan - 5 Jan 2026
Comfortable cottage in gated community, 5 mins to OC and Assateague
Exterior
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
9.8 out of 10, Exceptional, (39)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
The price is NZ$456
includes taxes & fees
7 Jan - 8 Jan 2026
Soul Oasis - home on the Chesapeake Bay
Terrace/patio
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

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)
"Lovely place and location!"
United States
Christa W.
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Exterior
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!

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Downtown St. Michaels
9.6 out of 10, Exceptional, (125)
"Beautifully restored historic home, in a quaint neighborhood, near the water and downtown. We loved it!"
United States
Michael S.
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Exterior
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

Loft two story with first floor workout room, WIFI, complete cottage to yourself
Grantsville
9.8 out of 10, Exceptional, (37)
"The clean and comfortable looking cabins "
United States
Torrance
The price is NZ$350
includes taxes & fees
25 Dec - 26 Dec
Loft two story with first floor workout room, WIFI, complete cottage to yourself
Outdoor dining
The Middle Point Cabin in Saint Michaels

The Middle Point Cabin in Saint Michaels

The Middle Point Cabin in Saint Michaels
Neavitt
9.8 out of 10, Exceptional, (57)
"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
Exterior
2 Bedroom Cozy Beach Cottage with Water Access

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)
"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
House (2 Bedrooms) | Front of property
The Old World Chalet by Taylor Made Deep Creek

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)
"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
Exterior
Charming Waterfront Cottage Retreat near St. Michaels

Charming Waterfront Cottage Retreat near St. Michaels

Charming Waterfront Cottage Retreat near St. Michaels
Bozman
10.0 out of 10, Exceptional, (10)
"My husband and I were delighted to stay in this beautiful home located on the most picturesque property for our 30th wedding anniversary. From the design of the house to the small details within it, making it feel like a home away from home, everything was perfect. We will stay here again should we revisit this area! "
United States
Jennifer F.
Charming Waterfront Cottage Retreat near St. Michaels
Outdoor dining
Robins Nest On 86th Street - Ocean City, MD

Robins Nest On 86th Street - Ocean City, MD

Robins Nest On 86th Street - Ocean City, MD
2.0 star property
North Ocean City
10.0 out of 10, Exceptional, (3)
"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
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

Doubletree by Hilton Washington DC Silver Spring

Doubletree by Hilton Washington DC Silver Spring

10/10 Excellent
"Everything about my stay was excellent. Beautiful property and amazing and friendly staff. "
CAROLYN 2-night trip
Posted 1 day ago
Doubletree by Hilton Washington DC Silver Spring

Find out more about Maryland

Maryland Cottages information

Number of reviews
1,394
Accommodation
453 Cottages
Lowest Price
NZ$350
Highest Price
NZ$1,137

Frequently asked questions

How much do cottages in Maryland cost?
Cottages in Maryland range between NZ$350 and NZ$1,137 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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