Search Cottages in Western Shore of Maryland

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Featured Cottages in Western Shore of Maryland

Chic Baltimore Retreat - 6 Mi to Downtown!

3.0 star property
Chic Baltimore Retreat - 6 Mi to Downtown!

6 Mi to Dtwn: Family-friendly Home in Annapolis!

3.0 star property
6 Mi to Dtwn: Family-friendly Home in Annapolis!

Pet-friendly Annapolis Home: Walk to Beach!

3.0 star property
Pet-friendly Annapolis Home: Walk to Beach!

Family-friendly Chesapeake Beach House With Deck!

3.0 star property
6.0 out of 10, (1)
Family-friendly Chesapeake Beach House With Deck!

Updated North Beach Cottage: Pet Friendly!

3.0 star property
6.0 out of 10, (1)
"The property needs a severe cleaning. The floors were filthy. "
Updated North Beach Cottage: Pet Friendly!

Adorable Beach Cottage w/ Hot Tub & Tropical Bar!

3.0 star property
10.0 out of 10, Exceptional, (1)
"It really is an adorable cottage, very tastefully decorated.the owner provided a very thoughtful gift basket on arrival. I would recommend this cottage to anyone."
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!

Waterfront Annapolis Home: Fire Pit & Fishing Pier

3.0 star property
Waterfront Annapolis Home: Fire Pit & Fishing Pier

Waterfront Rock Point Vacation Rental w/ Sunroom!

3.0 star property
2.0 out of 10, (1)
"Absolutely the grossest property I've been too. 5 spiders, 1 centipede, 1 dead cockroach. Master bedroom and bathroom both had see through curtains so people could look through. Hair in the sink and wads of hair stuck to the bathroom hinge. Window AC units had gaps in them so bugs could come in without hindrance. Leaves in the ac ducts(how). Couldn’t even cut the grass for before guest arrive. We didn't even stay there. "
Waterfront Rock Point Vacation Rental w/ Sunroom!

6 Mi to Dtwn Baltimore: Home w/ Fire Pit!

3.0 star property
6 Mi to Dtwn Baltimore: Home w/ Fire Pit!

Sunny Glen Burnie Home - On-site Water Access

3.0 star property
Sunny Glen Burnie Home - On-site Water Access

Spacious Home w/ Tranquil Patio ~ 29 Mi to DC!

3.0 star property
Spacious Home w/ Tranquil Patio ~ 29 Mi to DC!

Riverside House w/ Kayaks, Piano & Fireplace

3.0 star property
Riverside House w/ Kayaks, Piano & Fireplace

Waterfront Cottage in Piney Point w/ Kayaks!

3.0 star property
Waterfront Cottage in Piney Point w/ Kayaks!

Waterfront North Beach Home ~ 2 Mi to Beach!

3.0 star property
Waterfront North Beach Home ~ 2 Mi to Beach!

Tranquil Port Republic Home w/ Water Views!

3.0 star property
Tranquil Port Republic Home w/ Water Views!

Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!

3.0 star property
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!

Baltimore Area Vacation Rental w/ Deck!

3.0 star property
Baltimore Area Vacation Rental w/ Deck!

Secluded Lothian Farmhouse on 45 Acres w/ Fire Pit

3.0 star property
Secluded Lothian Farmhouse on 45 Acres w/ Fire Pit

Beachy Maryland A-frame: Steps to Chesapeake Bay!

3.0 star property
Beachy Maryland A-frame: Steps to Chesapeake Bay!

Near Top Attractions: Deck Dining at Severn Home!

3.0 star property
Near Top Attractions: Deck Dining at Severn Home!
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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Frequently asked questions

How much do cottages in Western Shore of Maryland cost?
Cottages in Western Shore of Maryland range between and per night. These stays offer a chance to get reacquainted 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 Western Shore of Maryland?
Western Shore of Maryland has 48 cottages to choose from. Select your travel dates, enter your destination and organize your ideal vacation today.
Why book your cottage in Western Shore of Maryland with Expedia?
Reserving a cottage in Western Shore of Maryland is as easy as working out your travel dates and choosing an ideal place for outdoor fun and relaxation. From upmarket retreats to affordable stays and cottages that come with perks like a hot tub, Expedia has something for all traveler tastes. As for unbeatable deals? We’ve got your back!
How can I find cheap cottages in Western Shore of Maryland?
The quickest way to compare cheap cottages in Western Shore of Maryland is with Expedia’s user-friendly filter tool. Tailor your search results by amenities, star rating and budget to discover unbeatable rates in just a few clicks.
What is there to do in Western Shore of Maryland near my cottage?
There are almost endless ways to spend your time in Western Shore of Maryland. If you’re visiting Washington, stop by National Mall, National Air and Space Museum and Smithsonian’s National Zoo. Planning a getaway in Baltimore? National Aquarium in Baltimore, Baltimore Museum of Art and American Visionary Art Museum are some major attractions here.