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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Cottages in Eastern Maryland and around

Deal Island Bay Cottage
Exterior

Deal Island Bay Cottage

9.6 out of 10, Exceptional, (57)
"We got every year and stay here, it’s great! "
The price is €243
includes taxes & fees
2 Sept - 3 Sept
Deal Island Bay Cottage
6 Mi to Salisbury: Forest-view Sanctuary!
House (3 Bedrooms) | Front of property

6 Mi to Salisbury: Forest-view Sanctuary!

3.0 star property
The price is €203
includes taxes & fees
21 Aug - 22 Aug
6 Mi to Salisbury: Forest-view Sanctuary!
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, (34)
"The property is lovely! It is well-kept & very clean & stocked with everything that you will need for your time away from home. The location is perfect as well; short drive to OC & Assateague. "
The price is €316
includes taxes & fees
1 Sept - 2 Sept
Comfortable cottage in gated community, 5 mins to OC and Assateague
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, (19)
"Very nice cottage, as advertised"
The price is €185
includes taxes & fees
24 Aug - 25 Aug
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Quarry Landing - Center of Town & River View - 3 Bedroom
Property grounds

Quarry Landing - Center of Town & River View - 3 Bedroom

9.8 out of 10, Exceptional, (7)
"Great stay in a relaxing community. We loved to be able to walk to places from the house! The hosts were very helpful and easy to communicate with 💙"
The price is €252
includes taxes & fees
20 Aug - 21 Aug
Quarry Landing - Center of Town & River View - 3 Bedroom
Charming off grid cottage near sports at the beach and local oceans
Exterior

Charming off grid cottage near sports at the beach and local oceans

Charming off grid cottage near sports at the beach and local oceans
Long Beach Cottage, (romantic couple’s getaway)
Property grounds

Long Beach Cottage, (romantic couple’s getaway)

10.0 out of 10, Exceptional, (4)
"Loved the property and the decor. Very well done and luxurious!"
Long Beach Cottage, (romantic couple’s getaway)
Grandma’s Cottage will wrap around you like a warm hug
Exterior

Grandma’s Cottage will wrap around you like a warm hug

The price is €367
includes taxes & fees
30 Aug - 31 Aug
Grandma’s Cottage will wrap around you like a warm hug
Key West Cottages
Exterior

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (430)
"Great place to stay!"
Key West Cottages
Restful and Quaint Cottage
Outdoor spa tub

Restful and Quaint Cottage

9.8 out of 10, Exceptional, (122)
"Loved the little cottage. Was just what we were looking for- quiet, cozy, and cute."
The price is €263
includes taxes & fees
20 Aug - 21 Aug
Restful and Quaint Cottage
Ocean Block Dewey Beach and Pet Friendly!
Fridge, microwave, oven, stovetop

Ocean Block Dewey Beach and Pet Friendly!

10.0 out of 10, Exceptional, (180)
"This is our fifth year coming to Dewey in early Spring, our annual family outing! A great little spot steps from the beach, anything you need in Dewey, and bonus - a few blocks from a great playground! "
Ocean Block Dewey Beach and Pet Friendly!
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Exterior

Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

9.4 out of 10, Exceptional, (132)
"Awesome two night stay! Highly recommend! "
The price is €445
includes taxes & fees
3 Sept - 4 Sept
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Cozy Spring House in Gorgeous Chadds Ford!
Property grounds

Cozy Spring House in Gorgeous Chadds Ford!

10.0 out of 10, Exceptional, (62)
"We were in town for a wedding nearby and this cozy cottage fit the bill for our needs. It's certainly a quirky little property, but that adds to the charm. Plenty of everything you would need for your stay."
The price is €279
includes taxes & fees
20 Aug - 21 Aug
Cozy Spring House in Gorgeous Chadds Ford!
Spacious one bedroom carriage house center of town two blocks from the beach!
Interior

Spacious one bedroom carriage house center of town two blocks from the beach!

10.0 out of 10, Exceptional, (95)
"We loved our long weekend away in this cottage! The location is perfect to walk downtown. We would love to stay here again. "
The price is €733
includes taxes & fees
29 Aug - 30 Aug
Spacious one bedroom carriage house center of town two blocks from the beach!
Cottage Located on the Patuxent River!
Exterior

Cottage Located on the Patuxent River!

10.0 out of 10, Exceptional, (39)
"The accommodations were superb and being on the water was amazing!"
The price is €316
includes taxes & fees
1 Sept - 2 Sept
Cottage Located on the Patuxent River!
Quaint Beach Block Cottage, 100 steps to the beach
Exterior

Quaint Beach Block Cottage, 100 steps to the beach

9.8 out of 10, Exceptional, (50)
"It is a great location and property, and the owners are very attentive and responsive to questions."
Quaint Beach Block Cottage, 100 steps to the beach
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Interior

5 Mi to Downtown Baltimore: Quiet Home w/ Porch

3.0 star property
The price is €404
includes taxes & fees
20 Aug - 21 Aug
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Property grounds

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

10.0 out of 10, Exceptional, (47)
"We had a great stay! Thanks."
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
3 Mi To Bethany Beach: Family-friendly Home
House (4 Bedrooms) | Interior

3 Mi To Bethany Beach: Family-friendly Home

3.0 star property
3 Mi To Bethany Beach: Family-friendly Home
Heart of Amish Country - Paradise Cottage
Outdoor dining

Heart of Amish Country - Paradise Cottage

10.0 out of 10, Exceptional, (34)
"Very comfortable with lots of extra amenities making it feel like home. "
The price is €239
includes taxes & fees
25 Aug - 26 Aug
Heart of Amish Country - Paradise Cottage
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

Days Inn by Wyndham Ocean City Oceanfront

Days Inn by Wyndham Ocean City Oceanfront

10/10 Excellent
"Nice location"
Denis 1-night trip
Posted 1 day ago
Days Inn by Wyndham Ocean City Oceanfront

Frequently asked questions

How much do cottages in Eastern Maryland cost?
Cottages in Eastern Maryland range between €316 and €316 per night. These retreats offer a chance to reconnect 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 Eastern Maryland?
You can pick from 23 cottages in Eastern Maryland. Whether you're travelling with your family, as a duo or with a group of friends, Expedia can help you secure your ideal digs.
Why book your cottage in Eastern Maryland with Expedia?
We think that travelling should be easy, so if you're after cottages in Eastern Maryland at a great price, Expedia is here to help. Keep the budget under control and choose an economical option far from the rush of the city, or book a luxury cottage to spoil the ones you love most.