A marina with numerous sailboats docked at wooden piers.

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Eastern Maryland cottages

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
9.8 out of 10, Exceptional, (48 reviews)
"Very unique and cozy property close to everything we needed. "
United States
John H.
The price is NZ$367
includes taxes & fees
19 July - 20 July
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Exterior

Saltwater Serenity Waterfront Cottage

Saltwater Serenity Waterfront Cottage
Deal Island Historic District
The price is NZ$653
includes taxes & fees
23 July - 24 July
Saltwater Serenity Waterfront Cottage
Exterior

Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (59 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is NZ$454
includes taxes & fees
14 July - 15 July
Deal Island Bay Cottage
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 NZ$470
includes taxes & fees
9 Aug - 10 Aug
6 Mi to Salisbury: Forest-view Sanctuary!
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, (50 reviews)
"great place, great location, safe secure and everything we needed to get to assateague where the rest of the family were camping"
United States
Thomas B.
The price is NZ$830
includes taxes & fees
14 July - 15 July
Comfortable cottage in gated community, 5 mins to OC and Assateague
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, (14 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is NZ$514
includes taxes & fees
13 July - 14 July
Quarry Landing - Center of Town & River View - 3 Bedroom
House (3 Bedrooms) | Front of property

8 Mi to Ocean City: Warm & Cozy 3BR Family Home

8 Mi to Ocean City: Warm & Cozy 3BR Family Home
3.0 star property
Ocean Pines
The price is NZ$1,042
includes taxes & fees
14 July - 15 July
8 Mi to Ocean City: Warm & Cozy 3BR Family Home
Palm Cottage

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (595 reviews)
"Beautiful family friendly place. Great pool. Great location."
United States
KRYSTLE
The price is NZ$598
includes taxes & fees
4 Aug - 5 Aug
Key West Cottages
Exterior

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (55 reviews)
"Cute, sweet spot with a peaceful vibe and lovely view!"
United States
Melinda S.
The price is NZ$537
includes taxes & fees
13 July - 14 July
Soul Oasis - home on the Chesapeake Bay
Outdoor spa tub

Restful and Quaint Cottage

Restful and Quaint Cottage
Conestoga
9.8 out of 10, Exceptional, (136 reviews)
"Spotlessly clean. Nice kitchen!"
United States
Julie B.
The price is NZ$470
includes taxes & fees
14 July - 15 July
Restful and Quaint Cottage
Exterior

Historic Cottage in West Chester PA - Two miles from town.

Historic Cottage in West Chester PA - Two miles from town.
West Chester
10.0 out of 10, Exceptional, (106 reviews)
"The place was exactly as advertised. The hosts provided great tips on local cuisine. "
United States
Kevin D.
Historic Cottage in West Chester PA - Two miles from town.
Exterior

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Georgetown
9.8 out of 10, Exceptional, (51 reviews)
"The place was extremely nice but the could not sleep on that bed again. Sinks way down like you are in two hammocks with a big lump in the middle. May work for some people but we couldn’t sleep. Other than that extremely nice and very well stocked. Good location to sports on the Beach complex for tournaments."
United States
Walter
The price is NZ$519
includes taxes & fees
27 July - 28 July
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Exterior

Heart of Amish Country - Paradise Cottage

Heart of Amish Country - Paradise Cottage
Paradise
10.0 out of 10, Exceptional, (61 reviews)
"The host was friendly and helpful. The cottage was very nice"
United States
David F.
The price is NZ$470
includes taxes & fees
27 July - 28 July
Heart of Amish Country - Paradise Cottage
Exterior

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.6 out of 10, Exceptional, (17 reviews)
"Hosts were very helpful. The cottage is adorable and well maintained. "
United States
William L.
The price is NZ$736
includes taxes & fees
15 July - 16 July
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
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, (52 reviews)
"The house was perfect for my family's needs for our stay. It was clean, quiet, and cozy. The owner was incredibly kind and gracious and incredibly helpful."
United States
Andrew C.
The price is NZ$714
includes taxes & fees
28 July - 29 July
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Exterior

Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (23 reviews)
"Everything was good. Had a great time."
United States
Todd H.
The price is NZ$938
includes taxes & fees
15 July - 16 July
Thunder Hill Retreat - Spacious/Deck/Hot tub
Exterior

Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (138 reviews)
"Awesome two night stay! Highly recommend! "
United States
Dorothy D.
The price is NZ$1,032
includes taxes & fees
23 July - 24 July
Pet-friendly creekside cottage w/ backyard
House (4 Bedrooms) | Interior

York Farmhouse Hideaway Near Lake Redman

York Farmhouse Hideaway Near Lake Redman
3.0 star property
York
The price is NZ$1,035
includes taxes & fees
15 July - 16 July
York Farmhouse Hideaway Near Lake Redman
Property grounds

Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
Chadds Ford
9.8 out of 10, Exceptional, (83 reviews)
"We enjoyed Cozy Cottage and would come back again!"
United States
ken s.
The price is NZ$667
includes taxes & fees
16 July - 17 July
Cozy Spring House in Gorgeous Chadds Ford!
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

Crystal Beach Hotel

Crystal Beach Hotel

8/10 Good
"Everything was clean except the balcony. Had a lot of dirt, leaves, and broken pipe on the side. Needs to be fixed."
Debra 4-night trip
Posted 1 hour ago
Crystal Beach Hotel

Find out more about Eastern Maryland

Eastern Maryland Cottages information

Number of reviews
597
Accommodation
23 Cottages
Lowest Price
NZ$470
Highest Price
NZ$6,022

Frequently asked questions

How much do cottages in Eastern Maryland cost?
Cottages in Eastern Maryland range between NZ$470 and NZ$6,022 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.
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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