Search Cottages in Western Shore of Maryland

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Check prices for these dates

Next weekend
8 Aug - 10 Aug
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15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
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26 Sept - 28 Sept

Featured Cottages in Western Shore of Maryland

Outdoor Pool & Hot Tub: Retreat - 6 Mi to Dtwn!
Interior

Outdoor Pool & Hot Tub: Retreat - 6 Mi to Dtwn!

3.0 star property
Outdoor Pool & Hot Tub: Retreat - 6 Mi to Dtwn!
6 Mi to Dtwn: Family-friendly Home in Annapolis!
Stroll up to this charming two-story home with a welcoming front porch and garage, set amidst a beautifully manicured lawn.

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

3.0 star property
6 Mi to Dtwn: Family-friendly Home in Annapolis!
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
Stroll through the beautifully landscaped grounds to the central entrance, where a small porch and stairs lead to the main entrance.

Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!

3.0 star property
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
6 Mi to Inner Harbor - Family Home w/ Fenced Yard!
Enjoy a homey atmosphere on the front porch, surrounded by a small garden and a white picket fence.

6 Mi to Inner Harbor - Family Home w/ Fenced Yard!

3.0 star property
6 Mi to Inner Harbor - Family Home w/ Fenced Yard!
2 Mi to Sandy Point State Park: Home w/ Deck!
Situated in a quiet suburban neighborhood, this single-story house features a well-manicured lawn and a wooden fence.

2 Mi to Sandy Point State Park: Home w/ Deck!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was clean and nice. The beds choices were comfortable and keyless checkin was convenient. "
2 Mi to Sandy Point State Park: Home w/ Deck!
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
Situated in a wooded area, this house features a front porch and a well-maintained lawn.

Adorable Beach Cottage w/ Hot Tub & Tropical Bar!

3.0 star property
8.0 out of 10, Very good, (2)
"The water is well water and it stinks, water treatment could improve that. This is more in the woods than beachy. In a rundown area. Get some Damprid to cut down on musty smell. Cute decor."
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
Pet-friendly Annapolis Home: Walk to Beach!
Enjoy a retreat with a covered porch and a spacious front section featuring large windows.

Pet-friendly Annapolis Home: Walk to Beach!

3.0 star property
Pet-friendly Annapolis Home: Walk to Beach!
Annapolis Home Near Beach & Quiet Waters Park!
Enjoy al fresco dining on the deck, surrounded by lush greenery and a clear sky.

Annapolis Home Near Beach & Quiet Waters Park!

3.0 star property
Annapolis Home Near Beach & Quiet Waters Park!
Bayfront Maryland Retreat w/ Deck, Near Beaches!
Charming single-story home with a front porch and garden area, surrounded by a fence and trees.

Bayfront Maryland Retreat w/ Deck, Near Beaches!

3.0 star property
Bayfront Maryland Retreat w/ Deck, Near Beaches!
Waterfront North Beach Home ~ 2 Mi to Beach!
Interior

Waterfront North Beach Home ~ 2 Mi to Beach!

3.0 star property
Waterfront North Beach Home ~ 2 Mi to Beach!
North Beach Cottage - Walk to Chesapeake Bay
Interior

North Beach Cottage - Walk to Chesapeake Bay

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house condition was very cleran,beautiful. we appreciate the house owner's guidance&help. we made very good memories!"
North Beach Cottage - Walk to Chesapeake Bay
Waterfront Annapolis Home: Fire Pit & Fishing Pier
Interior

Waterfront Annapolis Home: Fire Pit & Fishing Pier

3.0 star property
Waterfront Annapolis Home: Fire Pit & Fishing Pier
Updated North Beach Cottage: Pet Friendly!
Cozy home with a gabled roof and a welcoming front porch.

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!
Riverside House w/ Kayaks, Piano & Fireplace
Stylish two-story home with a garage, porch, and lawn.

Riverside House w/ Kayaks, Piano & Fireplace

3.0 star property
Riverside House w/ Kayaks, Piano & Fireplace
Sunny Glen Burnie Home - On-site Water Access
Relax on the covered porch with a comfortable wicker chair and enjoy the view.

Sunny Glen Burnie Home - On-site Water Access

3.0 star property
Sunny Glen Burnie Home - On-site Water Access
Baltimore Area Vacation Rental w/ Deck!
Enjoy a meal on the deck with a table and two chairs, offering a view of the surrounding area.

Baltimore Area Vacation Rental w/ Deck!

3.0 star property
Baltimore Area Vacation Rental w/ Deck!
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Charming single-story home with a gabled roof and inviting front porch.

5 Mi to Downtown Baltimore: Quiet Home w/ Porch

3.0 star property
The price is RM798
RM2,007 total
includes taxes & fees
4 Aug - 5 Aug
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Water-view Deale Home: Walk to Marina, Restaurants
Interior

Water-view Deale Home: Walk to Marina, Restaurants

3.0 star property
Water-view Deale Home: Walk to Marina, Restaurants
Baltimore Home < 2 Mi to Dtwn Towson
Traditional two-story building with a charming entrance and a cozy porch area.

Baltimore Home < 2 Mi to Dtwn Towson

3.0 star property
Baltimore Home < 2 Mi to Dtwn Towson
Sunrise Views: Waterfront Lusby Home w/ Deck!
Front of property

Sunrise Views: Waterfront Lusby Home w/ Deck!

3.0 star property
Sunrise Views: Waterfront Lusby Home w/ Deck!
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?
Prepare to pay between RM798 and RM798 per night for cottages in Western Shore of Maryland. No matter your budget, a wonderful stay is just clicks away on Expedia. 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 46 cottages to choose from. Click on your travel dates, enter your destination and plan your perfect trip today.
Why book your cottage in Western Shore of Maryland with Expedia?
Booking a cottage in Western Shore of Maryland is as easy as working out your travel dates and picking your ideal place for outdoor recreation and relaxation. From upmarket retreats to low-cost stays and cottages that come with amenities like a kitchenette, Expedia has something for all tastes and styles. As for irresistible deals? We've got them too!