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In two weeks
24 Oct - 26 Oct
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan
In four months
30 Jan - 1 Feb

Featured Cottages in Maryland

Shore Point Cottages
Porch

Shore Point Cottages

3.0 star property
9.4 out of 10, Exceptional, (295)
"Great place would definitely stay again"
Shore Point Cottages
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek
Terrace/patio

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

10.0 out of 10, Exceptional, (30)
"Great place! Highly recommend. "
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek
Family and Pet-Friendly, Waterfront with Pier
Exterior

Family and Pet-Friendly, Waterfront with Pier

10.0 out of 10, Exceptional, (259)
"It is a perfect spot to relax and enjoy the water. We will book again if we are back that way. "
Family and Pet-Friendly, Waterfront with Pier
The Heron's Nest at Atlantic Marina
Terrace/patio

The Heron's Nest at Atlantic Marina

9.8 out of 10, Exceptional, (308)
"Nice weekend getaway!"
The Heron's Nest at Atlantic Marina
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Property grounds

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

9.6 out of 10, Exceptional, (121)
"Always a great stay at the John Bruff house! Location is perfect, great view of the harbor and even saw a free concert in the park!!"
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Exterior

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

9.6 out of 10, Exceptional, (124)
"We had a wonderful stay. This was our second time staying here and we loved it. Very quay, cozy and clean. Everything as advertised. Location is perfect as it is a very walkable town. This place is right in the middle. The owner was very friendly, open and communicative. And I had a big surprise when we returned. My neck pillow I had forgotten and left it 2 years ago was still there sitting in a closet. We hope to return next year. "
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Exterior

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

10.0 out of 10, Exceptional, (25)
"Very nice cottage, as advertised"
The price is €183
includes taxes & fees
12 Oct - 13 Oct
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Exterior

Secluded Waterfront Cottage on 200 acre farm near Queenstown

10.0 out of 10, Exceptional, (105)
"Great vacation. Relaxing and views are incredible. The host is amazing!!! "
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Cozy Getaway w/ Theater and Hot Tub
Exterior

Cozy Getaway w/ Theater and Hot Tub

9.8 out of 10, Exceptional, (16)
"Everything was great and the place was peaceful and cozy. "
Cozy Getaway w/ Theater and Hot Tub
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Exterior

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

10.0 out of 10, Exceptional, (13)
"We had a wonderful stay at the Point of a View Cottage! The views are spectacular and we also enjoyed how easy it was to walk to places to eat and the local market. Recommendations for places to eat were spot on and also appreciated a message over the weekend notifying us of the local craft market held Sunday morning. Would love to come again one day! "
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Cozy Coastal Cottage Ocean Pines
Outdoor dining

Cozy Coastal Cottage Ocean Pines

9.0 out of 10, Wonderful, (25)
"This is a perfect location for those who want access to OCMD but don't want to actually stay in OCMD. The property was as listed, and was very clean up on check in. The owner was extremely responsive with questions and the neighborhood was quiet and safe. "
Cozy Coastal Cottage Ocean Pines
Peaceful getaway convenient to local amenities including beach, boating & food
Exterior

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

9.8 out of 10, Exceptional, (119)
"Great property to relax and stroll around town"
Peaceful getaway convenient to local amenities including beach, boating & food
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Outdoor dining

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

10.0 out of 10, Exceptional, (12)
"Really nice property. Relaxing weekend. Stayed here with my daughter for two nights. We had a great time. "
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Waterfront Cottage in Beautiful Hoopers Island
Terrace/patio

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (80)
"We had a very nice stay and enjoyed the quiet environment and the amenities of the property. Lots of great area for walking. "
Waterfront Cottage in Beautiful Hoopers Island
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach
Exterior

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

10.0 out of 10, Exceptional, (124)
"Really enjoyed our time here. The outdoor space in the back was great with the swing and the fire pits. Our kids loved walking to the beach everyday and catching crabs. "
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach
Comfortable cottage in gated community, 5 mins to OC and Assateague
Exterior

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

9.8 out of 10, Exceptional, (41)
"The place was clean, and beautiful. It was a great quiet place to stay after enjoying the beach. "
The price is €279
includes taxes & fees
2 Nov - 3 Nov
Comfortable cottage in gated community, 5 mins to OC and Assateague
Waterfront property with private boat ramp and new dock!
Outdoor dining

Waterfront property with private boat ramp and new dock!

9.2 out of 10, Wonderful, (16)
"Awesome place to stay while we were in town for a wedding! We loved getting to kayak& wish we could've stayed longer. Thanks :)"
Waterfront property with private boat ramp and new dock!
Vintage 1960s Cardinal Cottage, w/ hot tub, fire pit, and 5 mins from the Lake
Property grounds

Vintage 1960s Cardinal Cottage, w/ hot tub, fire pit, and 5 mins from the Lake

9.8 out of 10, Exceptional, (33)
"Great location "
Vintage 1960s Cardinal Cottage, w/ hot tub, fire pit, and 5 mins from the Lake
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Outdoor dining

Chesapeake Cottages- 2 Quaint Waterfront Retreats

9.6 out of 10, Exceptional, (22)
"Excellent Property"
The price is €584
includes taxes & fees
9 Oct - 10 Oct
Chesapeake Cottages- 2 Quaint Waterfront Retreats
The Middle Point Cabin in Saint Michaels
Outdoor dining

The Middle Point Cabin in Saint Michaels

9.8 out of 10, Exceptional, (51)
"We had a great stay. The cottage is just like the pictures. Nice area…lots of things to do."
The Middle Point Cabin in Saint Michaels
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

Plim Plaza Hotel

Plim Plaza Hotel

10/10 Excellent
"Could use new carpet in hallways and steps Awesome location for activities and festivities. Love that the pool is huge and clean,the Caribbean beach bar is sooo convenient and fun with live bands."
linda 4-night trip
Posted 1 day ago
Plim Plaza Hotel

Find out more about Maryland

Find out more about Maryland

Maryland Cottages information

Number of reviews
1,720
Accommodation
711 Cottages
Lowest Price
€183
Highest Price
€584

Frequently asked questions

How much do cottages in Maryland cost?
Cottages in Maryland range between €183 and €584 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 711 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.
Why book your cottage in Maryland with Expedia?
Expedia has some excellent cottages in Maryland, so start packing for a memorable holiday 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

Explore a world of travel with Expedia