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Check prices for these dates

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28 Nov - 30 Nov
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5 Dec - 7 Dec
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19 Dec - 21 Dec
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16 Jan - 18 Jan

Featured Cottages in Eastern Maryland and around

Deluxe Cottage | View from room
Shore Point Cottages

Shore Point Cottages

3.0 star property
Berlin
9.4 out of 10, Exceptional, (298)
"Was a great place to bring kids and dogs! "
United States
AMANDA
Shore Point Cottages
Exterior
Comfortable cottage in gated community, 5 mins to OC and Assateague

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

Assateague Pointe
9.8 out of 10, Exceptional, (43)
"This is a beautiful clean modern home."
United States
Toni R.
The price is €270
includes taxes & fees
20 Nov - 21 Nov
Comfortable cottage in gated community, 5 mins to OC and Assateague
House (3 Bedrooms) | Front of property
6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!

3.0 star property
Parsonsburg
The price is €206
includes taxes & fees
18 Dec - 19 Dec
6 Mi to Salisbury: Forest-view Sanctuary!
Exterior
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Port Deposit
10.0 out of 10, Exceptional, (30)
"Wow such a wonderful place, clean, warm, and full of everything you need."
United States
Oswaldo S.
The price is €185
includes taxes & fees
20 Nov - 21 Nov
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Property grounds
Quarry Landing - Center of Town & River View - 3 Bedroom

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

Port Deposit
10.0 out of 10, Exceptional, (11)
"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 💙"
United States
Elise E.
The price is €204
includes taxes & fees
17 Dec - 18 Dec
Quarry Landing - Center of Town & River View - 3 Bedroom
Exterior
Deal Island Bay Cottage

Deal Island Bay Cottage

Deal Island
9.6 out of 10, Exceptional, (57)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is €233
includes taxes & fees
23 Nov - 24 Nov
Deal Island Bay Cottage
Exterior
#2 Egret Cottage Harris Cove

#2 Egret Cottage Harris Cove

Saint Michaels
10.0 out of 10, Exceptional, (1)
#2 Egret Cottage Harris Cove
Exterior
Grandma’s Cottage will wrap around you like a warm hug

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

Betterton
The price is €370
includes taxes & fees
20 Nov - 21 Nov
Grandma’s Cottage will wrap around you like a warm hug
Outdoor spa tub
Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)

Charlestown
10.0 out of 10, Exceptional, (4)
"Loved the property and the decor. Very well done and luxurious!"
United States
Elisheva K.
Long Beach Cottage, (romantic couple’s getaway)
Exterior
Key West Cottages

Key West Cottages

3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (480)
"Great place to stay!"
United States
Paul
The price is €91
includes taxes & fees
1 Dec - 2 Dec
Key West Cottages
Exterior
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Lusby
9.8 out of 10, Exceptional, (37)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
The price is €252
includes taxes & fees
20 Nov - 21 Nov
Soul Oasis - home on the Chesapeake Bay
House (3 Bedrooms) | Interior
5 Mi to Downtown Baltimore: Quiet Home w/ Porch

5 Mi to Downtown Baltimore: Quiet Home w/ Porch

3.0 star property
Rosedale
10.0 out of 10, Exceptional, (1)
The price is €397
includes taxes & fees
25 Nov - 26 Nov
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Outdoor dining
Heart of Amish Country - Paradise Cottage

Heart of Amish Country - Paradise Cottage

Paradise
10.0 out of 10, Exceptional, (42)
"We absolutely loved everything about our stay at Ruth Ann's charming home! The warm, welcoming home was just what we needed for our getaway. "
United States
Andrea S.
The price is €241
includes taxes & fees
24 Nov - 25 Nov
Heart of Amish Country - Paradise Cottage
Property grounds
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

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

Owings
10.0 out of 10, Exceptional, (48)
"We love this place!"
United States
Joan K.
The price is €212
includes taxes & fees
20 Nov - 21 Nov
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Outdoor dining
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

Milton
9.8 out of 10, Exceptional, (28)
"Beautiful house a great location. Just a short walk to a very quiet, dog friendly beach. The house was well furnished and very comfortable."
United States
Kristina A.
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
Outdoor spa tub
Restful and Quaint Cottage

Restful and Quaint Cottage

Conestoga
9.8 out of 10, Exceptional, (124)
"It was a very restful place to visit.Very close to to many attractions...."
United States
Lorrie S.
The price is €231
includes taxes & fees
3 Dec - 4 Dec
Restful and Quaint Cottage
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

2.0 star property
North Beach
10.0 out of 10, Exceptional, (1)
"Great location! Everything was on hand and it was an easy sweet little cottage to be in.It was clean and very functional with the added bonus of being so close to all the activity in North Beach.Heather was responsive and obviously cares about her guests and their stay.Highly recommend! "
United States
Georgina P.
The price is €245
includes taxes & fees
21 Nov - 22 Nov
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Exterior
Oasis at Muchy Branch

Oasis at Muchy Branch

Midway
10.0 out of 10, Exceptional, (14)
"Our stay was comforting and really convenient will book for future dates. "
United States
Angel P.
The price is €228
includes taxes & fees
20 Nov - 21 Nov
Oasis at Muchy Branch
Exterior
Charming Carriage House in the Heart of Kennett

Charming Carriage House in the Heart of Kennett

Kennett Square
10.0 out of 10, Exceptional, (37)
"I love the open space and excellent kitchen. The location is walking distance to all Kennett Square has to offer. The host is kind and helpful."
United States
Laura D.
The price is €391
includes taxes & fees
20 Nov - 21 Nov
Charming Carriage House in the Heart of Kennett
Exterior
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

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

Up the Neck
9.4 out of 10, Exceptional, (137)
"Nice and quiet spot on island, kind of away from the busy parts of island. "
United States
Derek W.
The price is €312
includes taxes & fees
20 Nov - 21 Nov
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
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

Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent
"The room was clean and thr staff were very friendly. "
Lonnie 2-night trip
Posted 2 days ago
Holiday Inn & Suites Ocean City by IHG

Find out more about Eastern Maryland

Eastern Maryland Cottages information

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Highest Price

Frequently asked questions

How much do cottages in Eastern Maryland cost?
Cottages in Eastern Maryland range between and 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 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.
How can I find cheap cottages in Eastern Maryland?
The easiest way to score cheap cottages in Eastern Maryland is with Expedia's useful filter tool. Fine-tune your search results by amenities, star rating and budget to access unbeatable rates in a few clicks.
What is there to do in Eastern Maryland near my cottage?
There are plenty of exciting attractions to explore when travelling through Eastern Maryland. If you're planning a couple of days in Seaford, Williams Pond Park is a must-see.

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