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Top Cities in Maryland

Featured Cottages in Maryland

Shore Point Cottages

3.0 star property
9.4 out of 10, Exceptional, (291)
"Great place would definitely stay again"
Shore Point Cottages

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

10.0 out of 10, Exceptional, (29)
"Great place! Highly recommend. "
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

Family and Pet-Friendly, Waterfront with Pier

10.0 out of 10, Exceptional, (257)
"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

9.8 out of 10, Exceptional, (305)
"Nice weekend getaway!"
The Heron's Nest at Atlantic Marina

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

9.6 out of 10, Exceptional, (120)
"We once again enjoyed our stay here. Perfect location to every where you’d want to go in St. Michael’s! Loved sitting out front looking at the water and park and enjoying music from our front yard. Highly recommend this cottage."
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

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.

10.0 out of 10, Exceptional, (22)
"Very nice cottage, as advertised"
The price is AU$323
includes taxes & fees
24 Sept - 25 Sept
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Secluded Waterfront Cottage on 200 acre farm near Queenstown

10.0 out of 10, Exceptional, (104)
"Secluded"
Secluded Waterfront Cottage on 200 acre farm near Queenstown

Cozy Getaway w/ Theater and Hot Tub

9.6 out of 10, Exceptional, (15)
"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

10.0 out of 10, Exceptional, (11)
"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

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

9.8 out of 10, Exceptional, (118)
"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)

10.0 out of 10, Exceptional, (11)
"Perfect house for a long weekend. Clean, cozy and great communication with Maxine. Would definitely stay here again when I return to Cambridge. "
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (78)
"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

10.0 out of 10, Exceptional, (121)
"We are not strangers to the area, my wife having grown up in the area, but each time we stay on the Chesapeake we feel at home. The Hideaway is so nice that you don't want to go back your actual home! It is furnished as if it is a year-round residence, no cheap or mismatched furniture and appliances. We enjoy cooking and the kitchen is has everything you need and it works. The yard and amenities are top notch. If you enjoy bird watching, sit in the back yard and take in the bird activity...
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

9.8 out of 10, Exceptional, (40)
"The place was clean, and beautiful. It was a great quiet place to stay after enjoying the beach. "
The price is AU$548
includes taxes & fees
29 Sept - 30 Sept
Comfortable cottage in gated community, 5 mins to OC and Assateague

Waterfront property with private boat ramp and new dock!

9.2 out of 10, Wonderful, (16)
"Thoroughly enjoyed our stay! Cottage was comfortable and very clean with everything we could have needed! "
Waterfront property with private boat ramp and new dock!

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

9.8 out of 10, Exceptional, (33)
"It was an absolute pleasure to stay in this home away from home. The hot tub made for a relaxed time after our daily adventures. "
Vintage 1960s Cardinal Cottage, w/ hot tub, fire pit, and 5 mins from the Lake

Chesapeake Cottages- 2 Quaint Waterfront Retreats

9.6 out of 10, Exceptional, (22)
"Excellent Property"
The price is AU$1,019
includes taxes & fees
22 Sept - 23 Sept
Chesapeake Cottages- 2 Quaint Waterfront Retreats

The Middle Point Cabin in Saint Michaels

9.8 out of 10, Exceptional, (50)
"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

Find out more about Maryland

Find out more about Maryland

Maryland Cottages information

Number of reviews
1,689
Accommodation
716 Cottages
Lowest Price
AU$323
Highest Price
AU$1,019

Frequently asked questions

How much do cottages in Maryland cost?
Rates for cottages in Maryland range between AU$323 and AU$1,019 per night. No matter your budget, you're sure to find a perfect place to immerse yourself in nature. This price was 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?
Explore our 716 cottages in Maryland and then select your favourite. Whether you're embarking on a holiday with all the fam or a weekend with besties, your perfect stay is just a few clicks away with Expedia.
What is there to do in Maryland near my cottage?
Whether you're into food, shopping, history or sightseeing, Maryland offers something for everyone! The major city of Washington boasts loads of sights and experiences, including National Mall, Smithsonian Institution and National Museum of African American History and Culture. If you're planning an escape to Baltimore, National Aquarium in Baltimore, Baltimore Museum of Art and American Visionary Art Museum should be at the top of your to-do list.

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