Book a Eastern Maryland Cottage

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
14 Nov - 16 Nov
In two weeks
21 Nov - 23 Nov
In one month
5 Dec - 7 Dec
In two months
2 Jan - 4 Jan

Featured Cottages in Eastern Maryland

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 NZ$543
includes taxes & fees
11 Nov - 12 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 NZ$425
includes taxes & fees
17 Nov - 18 Nov
6 Mi to Salisbury: Forest-view Sanctuary!
Property grounds
Quarry Landing - Center of Town & River View - 3 Bedroom

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

Port Deposit
9.8 out of 10, Exceptional, (10)
"Amy has a beautiful home, filled with character and special touches. We absolutely loved our stay and have zero complaints. The location was wonderful and we were extremely comfortable."
United States
Geoff F.
The price is NZ$374
includes taxes & fees
13 Nov - 14 Nov
Quarry Landing - Center of Town & River View - 3 Bedroom
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, (29)
"This was our second time staying at this site. Always very clean, quiet and enjoyable."
United States
Chris S.
The price is NZ$372
includes taxes & fees
10 Nov - 11 Nov
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Exterior
#2 Egret Cottage Harris Cove

#2 Egret Cottage Harris Cove

Saint Michaels
10.0 out of 10, Exceptional, (1)
The price is NZ$682
includes taxes & fees
16 Nov - 17 Nov
#2 Egret Cottage Harris Cove
Exterior
Deal Island Bay Cottage

Deal Island Bay Cottage

Deal Island
9.6 out of 10, Exceptional, (57)
"Very nice house and close enough to go places but far enough to be peaceful."
United States
Larry F.
The price is NZ$468
includes taxes & fees
10 Nov - 11 Nov
Deal Island Bay Cottage
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 NZ$745
includes taxes & fees
10 Nov - 11 Nov
Grandma’s Cottage will wrap around you like a warm hug
Exterior
Key West Cottages

Key West Cottages

3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (477)
"Amazing place for vacation "
United States
carla
Key West Cottages
Outdoor dining
Heart of Amish Country - Paradise Cottage

Heart of Amish Country - Paradise Cottage

Paradise
10.0 out of 10, Exceptional, (41)
"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 NZ$485
includes taxes & fees
10 Nov - 11 Nov
Heart of Amish Country - Paradise Cottage
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)
"Our stay was too short to take advantage of the location and coziness of this home. We’re already planning our return. "
United States
Sirena R.
The price is NZ$657
includes taxes & fees
24 Nov - 25 Nov
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)
"Loved the house and the fact it had everything you could need during your stay!"
United States
Kaci P.
The price is NZ$434
includes taxes & fees
10 Nov - 11 Nov
Restful and Quaint 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)
"Lovely property."
United States
Melissa W.
The price is NZ$464
includes taxes & fees
20 Nov - 21 Nov
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

5 Mi to Downtown Baltimore: Quiet Home w/ Porch

3.0 star property
Rosedale
The price is NZ$819
includes taxes & fees
16 Nov - 17 Nov
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Exterior
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Lusby
9.8 out of 10, Exceptional, (36)
"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$500
includes taxes & fees
11 Nov - 12 Nov
Soul Oasis - home on the Chesapeake Bay
Exterior
Oasis at Muchy Branch

Oasis at Muchy Branch

Midway
10.0 out of 10, Exceptional, (14)
"Very nice home. Very comfortable, spacious, and overall just a nice pleasant experience. Owners are fantastic…very responsive and gracious. Thanks so much!"
United States
Michael W.
The price is NZ$466
includes taxes & fees
11 Nov - 12 Nov
Oasis at Muchy Branch
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 NZ$479
includes taxes & fees
21 Nov - 22 Nov
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
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, (136)
"Awesome two night stay! Highly recommend! "
United States
Dorothy D.
The price is NZ$623
includes taxes & fees
11 Nov - 12 Nov
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Exterior
Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!

Prince Frederick
10.0 out of 10, Exceptional, (42)
"Nice and quiet beautiful cottage. A+ communication and a gem. 10/10 will stay again."
United States
chris W.
The price is NZ$565
includes taxes & fees
10 Nov - 11 Nov
Cottage Located on the Patuxent River!
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)
"Booked and stayed it was a great little place to have while visiting family"
United States
Khadir V.
The price is NZ$788
includes taxes & fees
10 Nov - 11 Nov
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Eastern Maryland Hotel Reviews

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"I have traveled from Massachusetts and stayed at the Princess Royale Oceanfront Resort 3 times since 2021. Each visit to your Resort is as wonderful as the first visit! I plan to visit again next year! "
Allison 4-night trip
Posted 8 hours ago
Princess Royale Oceanfront Resort

Find out more about Eastern Maryland

Eastern Maryland Cottages information

Number of reviews
Accommodation
 Cottages
Lowest Price
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.
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.

Explore a world of travel with Expedia