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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, (297)
"Was a great place to bring kids and dogs! "
United States
AMANDA
$124 nightly
The price is $138
Nov 9 - Nov 10
Total with taxes and fees
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.
$274 nightly
The price is $304
Nov 9 - Nov 10
Total with taxes and fees
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
$214 nightly
The price is $239
Nov 17 - Nov 18
Total with taxes and fees
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.
$201 nightly
The price is $213
Nov 9 - Nov 10
Total with taxes and fees
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, (27)
"This was our second time staying at this site. Always very clean, quiet and enjoyable."
United States
Chris S.
$199 nightly
The price is $210
Nov 9 - Nov 10
Total with taxes and fees
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)
$355 nightly
The price is $384
Nov 16 - Nov 17
Total with taxes and fees
#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.
$248 nightly
The price is $263
Nov 9 - Nov 10
Total with taxes and fees
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
$395 nightly
The price is $419
Nov 8 - Nov 9
Total with taxes and fees
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, (475)
"Amazing place for vacation "
United States
carla
$134 nightly
The price is $151
Dec 1 - Dec 2
Total with taxes and fees
Key West Cottages
Outdoor dining
Heart of Amish Country - Paradise Cottage

Heart of Amish Country - Paradise Cottage

Paradise
10.0 out of 10, Exceptional, (40)
"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.
$247 nightly
The price is $273
Nov 10 - Nov 11
Total with taxes and fees
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.
$364 nightly
The price is $369
Nov 24 - Nov 25
Total with taxes and fees
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.
$221 nightly
The price is $244
Nov 10 - Nov 11
Total with taxes and fees
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.
$241 nightly
The price is $255
Nov 13 - Nov 14
Total with taxes and fees
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
$399 nightly
The price is $460
Nov 16 - Nov 17
Total with taxes and fees
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.
$265 nightly
The price is $281
Nov 9 - Nov 10
Total with taxes and fees
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.
$259 nightly
The price is $262
Nov 11 - Nov 12
Total with taxes and fees
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.
$254 nightly
The price is $269
Nov 9 - Nov 10
Total with taxes and fees
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.
$325 nightly
The price is $354
Nov 11 - Nov 12
Total with taxes and fees
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.
$300 nightly
The price is $317
Nov 8 - Nov 9
Total with taxes and fees
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.
$401 nightly
The price is $443
Nov 10 - Nov 11
Total with taxes and fees
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

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"Very clean and spacious rooms. Friendly staff."
Sarah 1-night trip
Posted 4 days ago
Grand Hotel Ocean City Oceanfront

Find out more about Eastern Maryland

Eastern Maryland Cottages information

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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 traveling 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 traveling 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 traveling through Eastern Maryland. If you're planning a couple of days in Seaford, Williams Pond Park is a must-see.

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