Search Cottages in Eastern Maryland

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Check prices for these dates

Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan
In one month
30 Jan - 1 Feb
In two months
27 Feb - 1 Mar

Our top choices for Eastern Maryland cottages

Outdoor dining
6 Mi to Salisbury: Forest-view Sanctuary!

Cottage in Parsonsburg

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
The price is HK$715
HK$1,999 total
includes taxes & fees
2 Jan - 3 Jan 2026
6 Mi to Salisbury: Forest-view Sanctuary!
Exterior
Comfortable cottage in gated community, 5 mins to OC and Assateague

Cottage in Assateague Pointe

Comfortable cottage in gated community, 5 mins to OC and Assateague
9.8 out of 10, Exceptional, (43)
"This was the perfect little home for our stay. Everything was clean and comfortable and “cozy”. The location was wonderful with easy access to both Assateague Island and Ocean City. Everything needed for a great stay was provided. We are already planning our vacation for next year and will definitely book again. "
United States
Alecia C.
The price is HK$777
HK$2,481 total
includes taxes & fees
4 Jan - 5 Jan 2026
Comfortable cottage in gated community, 5 mins to OC and Assateague
View from room
Shore Point Cottages

Cottage in Berlin

Shore Point Cottages
3.0 star property
9.4 out of 10, Exceptional, (301)
"The location of shore point cottages is a pleasant and peaceful one. It's far enough out of the hustle and bustle of the boardwalk area. Yet close enough to everything that makes Ocean City a fun place to visit. Definitely a place to come back to and stay again."
United States
Mike
Shore Point Cottages
Exterior
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Cottage in Port Deposit

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
10.0 out of 10, Exceptional, (33)
"The River Cottage is very charming, cozy, and well-stocked with all the essentials. The host is quick to respond to inquiries. We had a wonderful and relaxing stay!"
United States
Xiaodong F.
The price is HK$1,364
HK$1,610 total
includes taxes & fees
1 Jan - 2 Jan 2026
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Property grounds
Quarry Landing - Center of Town & River View - 3 Bedroom

Cottage in Port Deposit

Quarry Landing - Center of Town & River View - 3 Bedroom
10.0 out of 10, Exceptional, (11)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is HK$1,150
HK$1,796 total
includes taxes & fees
12 Jan - 13 Jan 2026
Quarry Landing - Center of Town & River View - 3 Bedroom
Exterior
Deal Island Bay Cottage

Cottage in Deal Island

Deal Island Bay Cottage
9.6 out of 10, Exceptional, (58)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is HK$1,112
HK$2,036 total
includes taxes & fees
3 Jan - 4 Jan 2026
Deal Island Bay Cottage
Iron/ironing board, WiFi, bed sheets
Charming Farm Cottage

Cottage in Jarrettsville

Charming Farm Cottage
2.0 star property
The price is HK$1,119
HK$2,084 total
includes taxes & fees
6 Jan - 7 Jan 2026
Charming Farm Cottage
Exterior
Grandma’s Cottage will wrap around you like a warm hug

Cottage in Betterton

Grandma’s Cottage will wrap around you like a warm hug
The price is HK$1,749
HK$3,237 total
includes taxes & fees
31 Dec - 1 Jan 2026
Grandma’s Cottage will wrap around you like a warm hug
Outdoor spa tub
Long Beach Cottage, (romantic couple’s getaway)

Cottage in Charlestown

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!"
United States
Elisheva K.
The price is HK$2,533
HK$3,915 total
includes taxes & fees
7 Jan - 8 Jan 2026
Long Beach Cottage, (romantic couple’s getaway)
Exterior
Key West Cottages

Cottage in Downtown Chincoteague

Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, (493)
"What an absolute wonderful place. Staff were so friendly and the cottages were amazing very clean. We would definitely stay here again."
United States
julie
Key West Cottages
Exterior
Soul Oasis - home on the Chesapeake Bay

Cottage in Lusby

Soul Oasis - home on the Chesapeake Bay
9.8 out of 10, Exceptional, (40)
"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 HK$971
HK$2,183 total
includes taxes & fees
5 Jan - 6 Jan 2026
Soul Oasis - home on the Chesapeake Bay
Outdoor dining
Heart of Amish Country - Paradise Cottage

Cottage in Paradise

Heart of Amish Country - Paradise Cottage
10.0 out of 10, Exceptional, (43)
"Very pleasant host, very clean and very comfortable beds"
United States
Kathy P.
The price is HK$1,034
HK$2,119 total
includes taxes & fees
10 Jan - 11 Jan 2026
Heart of Amish Country - Paradise Cottage
Outdoor dining
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

Cottage in Milton

Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
9.8 out of 10, Exceptional, (28)
"Comfortable and close to the beach - perfect!"
United States
Saundra P.
The price is HK$1,212
HK$3,163 total
includes taxes & fees
11 Jan - 12 Jan 2026
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
Property grounds
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Cottage in Owings

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
10.0 out of 10, Exceptional, (48)
"We love this place!"
United States
Joan K.
The price is HK$1,290
HK$2,414 total
includes taxes & fees
8 Jan - 9 Jan 2026
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Interior
5 Mi to Downtown Baltimore: Quiet Home w/ Porch

Cottage in Rosedale

5 Mi to Downtown Baltimore: Quiet Home w/ Porch
3.0 star property
9.0 out of 10, Wonderful, (2)
"It took a whole day for the house to get warm.No utensils.And last but not least the heat was turned off in the middle of the night.Monday morning was very cold,that’s why we left at nine thirty. "
United States
Cathy
The price is HK$1,236
HK$3,870 total
includes taxes & fees
11 Jan - 12 Jan 2026
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Exterior
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cottage in Point Lookout

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
9.4 out of 10, Exceptional, (8)
"The cottage was clean and welcoming. The location can't be beat. It is right on the water, quiet and nearby point lookout. Great place to visit and walk our dogs. The property owners were responsive and gave us a nice list of things to do around the area. Would definitely stay again!"
United States
Adam P.
The price is HK$1,000
HK$2,460 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Exterior
Oasis at Muchy Branch

Cottage in Midway

Oasis at Muchy Branch
10.0 out of 10, Exceptional, (14)
"Beautiful home great location!! Loved our stay here!! "
United States
Anonymous traveller
The price is HK$588
HK$2,006 total
includes taxes & fees
4 Jan - 5 Jan 2026
Oasis at Muchy Branch
Exterior
Cottage Located on the Patuxent River!

Cottage in Prince Frederick

Cottage Located on the Patuxent River!
10.0 out of 10, Exceptional, (42)
"This place was very lovely. Beautiful atmosphere and very spacious cottage. Didn’t get to see the owners but really enjoyed their property. Loved having the coffee maker, comfy bed and awesome tub! I will definitely be back. "
United States
RACHEL S.
The price is HK$2,063
HK$2,467 total
includes taxes & fees
3 Jan - 4 Jan 2026
Cottage Located on the Patuxent River!
Outdoor spa tub
Restful and Quaint Cottage

Cottage in Conestoga

Restful and Quaint Cottage
9.8 out of 10, Exceptional, (127)
"We loved staying in this cottage. It is in a quiet location. Loved the hot tub. "
United States
Anonymous traveller
The price is HK$1,469
HK$2,685 total
includes taxes & fees
5 Jan - 6 Jan 2026
Restful and Quaint Cottage
Exterior
Charming Carriage House in the Heart of Kennett

Cottage in Kennett Square

Charming Carriage House in the Heart of Kennett
10.0 out of 10, Exceptional, (38)
"Beautiful "
United States
Dawn M.
The price is HK$1,595
HK$3,443 total
includes taxes & fees
1 Jan - 2 Jan 2026
Charming Carriage House in the Heart of Kennett
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
"Hotel was very clean, room was great!"
Tricia 2-night trip
Posted 10 hours ago
Holiday Inn & Suites Ocean City by IHG

Find out more about Eastern Maryland

Eastern Maryland Cottages information

Number of reviews
1,320
Accommodation
53 Cottages
Lowest Price
HK$1,610
Highest Price
HK$3,915

Frequently asked questions

How much do cottages in Eastern Maryland cost?
Cottages in Eastern Maryland range between HK$1,610 and HK$3,915 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 53 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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