Search Maryland Cottage Rentals

Compare and save

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Top Cities in Maryland

United States Capitol showing an administrative buidling, heritage architecture and autumn leaves
CottagesCottages

Washington

Washington

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)
"We thoroughly enjoyed our stay in Frederick. The cottage was comfortable and an easy walk to shops, parks and restaurants. We would definitely stay here for our next trip to Frederick. "
United States
Karen B.
The price is ￥20,072
￥42,058 total
includes taxes & fees
Jan 20 - Jan 21, 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 ￥20,192
￥43,476 total
includes taxes & fees
Jan 1 - Jan 2, 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)
"Had a great time"
Australia
William B.
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 ￥27,685
￥32,690 total
includes taxes & fees
Dec 21 - Dec 22
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 ￥56,790
￥104,844 total
includes taxes & fees
Dec 22 - Dec 23
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 ￥15,560
￥48,706 total
includes taxes & fees
Jan 20 - Jan 21, 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 ￥19,450
￥42,553 total
includes taxes & fees
Jan 19 - Jan 20, 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 ￥18,905
￥31,585 total
includes taxes & fees
Dec 21 - Dec 22
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Maryland Hotel Reviews

Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore

10/10 Excellent
"A clean, quiet room with a view was perfect for two days."
John 2-night trip
Posted 2 days ago
Pier 5 Hotel Baltimore

Find out more about Maryland

Maryland Cottages information

Number of reviews
1,393
Accommodation
439 Cottages
Lowest Price
￥31,585
Highest Price
￥104,844

Frequently asked questions

How much do cottages in Maryland cost?
Cottages in Maryland range between ￥31,585 and ￥104,844 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 439 cottages in Maryland and reserve your favorite. Whether you're embarking on a vacation with the fam or a weekend with pals, your ideal stay is just a few clicks away with Expedia.
Why book your cottage in Maryland with Expedia?
Expedia has some excellent cottages in Maryland, so start packing for a memorable vacation close to nature. If you have a certain budget, click on how much you're willing to spend and the star rating of your property. Or, use our handy filters to search for cottages with a pool or a kitchen. We'll help you find the perfect digs whatever your bank balance or plans.
How can I find cheap cottages in Maryland?
With Expedia's convenient filter tool, sourcing cheap cottages in Maryland is easy. To find stays that'll make your bank balance smile, narrow your search by star rating, amenities and budget.
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.

Explore a world of travel with Expedia