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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Eastern Maryland cottages

House (3 Bedrooms) | 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 NZ$441
includes taxes & fees
31 Dec - 1 Jan 2026
6 Mi to Salisbury: Forest-view Sanctuary!
Deluxe Cottage | View from room
Shore Point Cottages

Cottage in Berlin

Shore Point Cottages
3.0 star property
9.4 out of 10, Exceptional, (300)
"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

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 NZ$523
includes taxes & fees
4 Jan - 5 Jan 2026
Comfortable cottage in gated community, 5 mins to OC and Assateague
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 NZ$396
includes taxes & fees
12 Jan - 13 Jan 2026
Quarry Landing - Center of Town & River View - 3 Bedroom
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 NZ$355
includes taxes & fees
1 Jan - 2 Jan 2026
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
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 NZ$480
includes taxes & fees
1 Jan - 2 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 NZ$452
includes taxes & fees
27 Jan - 28 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 NZ$714
includes taxes & fees
30 Dec - 31 Dec
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 NZ$863
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, (491)
"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 NZ$469
includes taxes & fees
19 Jan - 20 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 NZ$467
includes taxes & fees
9 Jan - 10 Jan 2026
Heart of Amish Country - Paradise Cottage
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 NZ$457
includes taxes & fees
28 Dec - 29 Dec
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
House (3 Bedrooms) | 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 NZ$853
includes taxes & fees
12 Jan - 13 Jan 2026
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
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 NZ$650
includes taxes & fees
28 Dec - 29 Dec
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
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 NZ$471
includes taxes & fees
11 Jan - 12 Jan 2026
Oasis at Muchy Branch
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 NZ$542
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
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 NZ$590
includes taxes & fees
26 Jan - 27 Jan 2026
Restful and Quaint Cottage
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Cottage in North Beach

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
2.0 star property
9.6 out of 10, Exceptional, (4)
"Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!"
United States
Jana S.
The price is NZ$474
includes taxes & fees
28 Dec - 29 Dec
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
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 NZ$544
includes taxes & fees
28 Dec - 29 Dec
Cottage Located on the Patuxent River!
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

Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront

10/10 Excellent
"Staff room and view "
Steve 3-night trip
Posted 2 days ago
Hilton Garden Inn Ocean City Oceanfront

Find out more about Eastern Maryland

Eastern Maryland Cottages information

Number of reviews
1,282
Accommodation
39 Cottages
Lowest Price
NZ$355
Highest Price
NZ$863

Frequently asked questions

How much do cottages in Eastern Maryland cost?
Cottages in Eastern Maryland range between NZ$355 and NZ$863 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 39 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.
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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