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Featured Cottages in Eastern Maryland

Our top choices for Eastern Maryland cottages

Shore Point Cottages

3.0 star property
9.4 out of 10, Exceptional, (286)
"The location is great."
Shore Point Cottages

Family and Pet-Friendly, Waterfront with Pier

10.0 out of 10, Exceptional, (255)
"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

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

9.6 out of 10, Exceptional, (122)
"This was a cute historic house very close to all shops and restaurants. Location could not be better. It could use a thorough cleaning and the shower is pretty rustic. But overall a good place to stay."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

9.8 out of 10, Exceptional, (184)
"This house has the perfect location to explore the town. We stayed in this house for the St. Michael’s Running Festival and it couldn’t have been better. The location was so close to the start/finish lines and there were so many restaurants within a few minutes walk. "
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

9.6 out of 10, Exceptional, (142)
"A lovely cottage to stay in. Lots of old world charm and location is unbeatable when want to stay in St. Michaels"
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

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

9.8 out of 10, Exceptional, (36)
"Everything was great here, and the owners were very responsive. We would definitely stay here again."
The price is AU$562
includes taxes & fees
1 Sept - 2 Sept
Comfortable cottage in gated community, 5 mins to OC and Assateague

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

9.6 out of 10, Exceptional, (119)
"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!

Waterfront property with private boat ramp and new dock!

9.4 out of 10, Exceptional, (13)
"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!

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

10.0 out of 10, Exceptional, (10)
"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)

Cute cottage near the boardwalk & bay with patio, outdoor shower, & kitchenette

9.0 out of 10, Wonderful, (2)
"Location and having a place to yourself was perfect for a quiet getaway weekend."
Cute cottage near the boardwalk & bay with patio, outdoor shower, & kitchenette

Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower

8.6 out of 10, Excellent, (7)
Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower

Ocean block cottage nestled steps away from OC shoreline FREE LINENS

9.8 out of 10, Exceptional, (23)
"Close to beach and shopping"
Ocean block cottage nestled steps away from OC shoreline FREE LINENS

"Family Friendly Getaway" - Close to Assateague / Downtown Berlin / O.C.

10.0 out of 10, Exceptional, (102)
"It was a lovely property that had everything our family needed. It was convenient to the shore and the local attractions."
"Family Friendly Getaway" - Close to Assateague / Downtown Berlin / O.C.

Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower

8.4 out of 10, Very good, (51)
"This house is in a great location. Quiet, friendly neighbors, and a large park right across the street for the dogs. We would definitely stay there again."
Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower

Charming cottage near the boardwalk & beach with AC, WiFi, kitchen

6.0 out of 10, (2)
"Major ant problem in both bedrooms and kitchen."
Charming cottage near the boardwalk & beach with AC, WiFi, kitchen

New to VRBO! Cozy cottage close to everything!

10.0 out of 10, Exceptional, (7)
"We had a great trip. The house was in the perfect location. Close to shopping, restaurants, and the beach made for the perfect vacation."
New to VRBO! Cozy cottage close to everything!

Charming Salisbury Getaway w/ Grill & Fire Pit!

3.0 star property
Charming Salisbury Getaway w/ Grill & Fire Pit!

Pool & Marina: Family Home ~ 11 Mi to Ocean City

3.0 star property
Pool & Marina: Family Home ~ 11 Mi to Ocean City

Waterfront Home w/ Hot Tub in Bozman Village!

3.0 star property
Waterfront Home w/ Hot Tub in Bozman Village!

Updated Home - Walk to Salisbury University!

3.0 star property
Updated Home - Walk to Salisbury University!
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 Eastern Maryland Hotel Reviews

Find out more about Eastern Maryland

Find out more about Eastern Maryland

Eastern Maryland Cottages information

Number of reviews
653
Accommodation
19 Cottages
Lowest Price
AU$562
Highest Price
AU$562

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Frequently asked questions

How much do cottages in Eastern Maryland cost?
Rates for cottages in Eastern Maryland range between AU$562 and AU$562 per night. Whatever your budget, you'll find an ideal place to relax and reconnect with 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 Eastern Maryland?
Explore our 19 cottages in Eastern Maryland and lock in your favourite. Whether you're taking off on a family trip or a break with friends, your perfect stay is clicks away with Expedia.
What is there to do in Eastern Maryland near my cottage?
Whether you're into shopping, sightseeing, relaxation or adventure, Eastern Maryland offers it all, and then some! The awesome city of Ocean City has tons of attractions and activities, including Ocean City Beach, Seacrets Distilling Company and Trimpers Rides. If you're holidaying in Berlin, Globe Theatre, Main Street Berlin and The Bay Club will fill up your itinerary.