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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
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In four months
27 Mar - 29 Mar

Cottages in Eastern Maryland

Deluxe Cottage | View from room
Shore Point Cottages

Cottage in Berlin

3.0 star property
9.4 out of 10, Exceptional, (299)
"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

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 SAR 338
SAR 1,142 total
includes taxes & fees
7 Dec - 8 Dec
Comfortable cottage in gated community, 5 mins to OC and Assateague
House (3 Bedrooms) | Outdoor dining
6 Mi to Salisbury: Forest-view Sanctuary!

Cottage in Parsonsburg

3.0 star property
The price is SAR 345
SAR 965 total
includes taxes & fees
8 Dec - 9 Dec
6 Mi to Salisbury: Forest-view Sanctuary!
Exterior
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Cottage in Port Deposit

10.0 out of 10, Exceptional, (30)
"Wow such a wonderful place, clean, warm, and full of everything you need."
United States
Oswaldo S.
The price is SAR 659
SAR 786 total
includes taxes & fees
8 Dec - 9 Dec
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Exterior
Deal Island Bay Cottage

Cottage in Deal Island

9.6 out of 10, Exceptional, (57)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is SAR 597
SAR 1,058 total
includes taxes & fees
11 Dec - 12 Dec
Deal Island Bay Cottage
Property grounds
Quarry Landing - Center of Town & River View - 3 Bedroom

Cottage in Port Deposit

10.0 out of 10, Exceptional, (11)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is SAR 500
SAR 808 total
includes taxes & fees
4 Dec - 5 Dec
Quarry Landing - Center of Town & River View - 3 Bedroom
Outdoor spa tub
Long Beach Cottage, (romantic couple’s getaway)

Cottage in Charlestown

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 SAR 904
SAR 1,509 total
includes taxes & fees
4 Dec - 5 Dec
Long Beach Cottage, (romantic couple’s getaway)
Exterior
Grandma’s Cottage will wrap around you like a warm hug

Cottage in Betterton

The price is SAR 844
SAR 1,559 total
includes taxes & fees
3 Jan - 4 January 2026
Grandma’s Cottage will wrap around you like a warm hug
Exterior
Key West Cottages

Cottage in Downtown Chincoteague

3.0 star property
9.8 out of 10, Exceptional, (484)
"We love Key West Cottages!"
United States
Jonathan
The price is SAR 352
SAR 396 total
includes taxes & fees
4 Dec - 5 Dec
Key West Cottages
Property grounds
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Cottage in Owings

10.0 out of 10, Exceptional, (48)
"We love this place!"
United States
Joan K.
The price is SAR 402
SAR 932 total
includes taxes & fees
4 Dec - 5 Dec
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Exterior
Soul Oasis - home on the Chesapeake Bay

Cottage in Lusby

9.8 out of 10, Exceptional, (38)
"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 SAR 469
SAR 1,054 total
includes taxes & fees
4 Dec - 5 Dec
Soul Oasis - home on the Chesapeake Bay
Exterior
Oasis at Muchy Branch

Cottage in Midway

10.0 out of 10, Exceptional, (14)
"Our stay was comforting and really convenient will book for future dates. "
United States
Angel P.
The price is SAR 284
SAR 968 total
includes taxes & fees
4 Dec - 5 Dec
Oasis at Muchy Branch
Outdoor dining
Heart of Amish Country - Paradise Cottage

Cottage in Paradise

10.0 out of 10, Exceptional, (42)
"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 SAR 499
SAR 1,023 total
includes taxes & fees
4 Dec - 5 Dec
Heart of Amish Country - Paradise Cottage
House (3 Bedrooms) | Interior
5 Mi to Downtown Baltimore: Quiet Home w/ Porch

Cottage in Rosedale

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is SAR 597
SAR 1,869 total
includes taxes & fees
4 Dec - 5 Dec
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Outdoor spa tub
Restful and Quaint Cottage

Cottage in Conestoga

9.8 out of 10, Exceptional, (124)
"We loved staying in this cottage. It is in a quiet location. Loved the hot tub. "
United States
Anonymous traveler
The price is SAR 469
SAR 994 total
includes taxes & fees
4 Dec - 5 Dec
Restful and Quaint Cottage
Outdoor dining
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!

Cottage in Milton

9.8 out of 10, Exceptional, (28)
"Comfortable and close to the beach - perfect!"
United States
Saundra P.
The price is SAR 473
SAR 1,402 total
includes taxes & fees
9 Dec - 10 Dec
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Cottage in North Beach

2.0 star property
10.0 out of 10, Exceptional, (3)
"Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!"
United States
Jana S.
The price is SAR 480
SAR 1,038 total
includes taxes & fees
4 Dec - 5 Dec
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Exterior
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cottage in Point Lookout

9.4 out of 10, Exceptional, (8)
"The house was close to family in the area, so location was great. The house was clean and airy. The door lock was a bit tricky - otherwise all was excellent."
United States
Marc C.
The price is SAR 638
SAR 1,333 total
includes taxes & fees
4 Dec - 5 Dec
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Exterior
Cottage Located on the Patuxent River!

Cottage in Prince Frederick

10.0 out of 10, Exceptional, (42)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
The price is SAR 996
SAR 1,191 total
includes taxes & fees
4 Dec - 5 Dec
Cottage Located on the Patuxent River!
Exterior
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

Cottage in Up the Neck

9.4 out of 10, Exceptional, (137)
"Nice and quiet spot on island, kind of away from the busy parts of island. "
United States
Derek W.
The price is SAR 681
SAR 1,310 total
includes taxes & fees
10 Dec - 11 Dec
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
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

Park Place Hotel

Park Place Hotel

10/10 Excellent
"Clean room. Very friendly and helpful front desk staffs. The board games were awesome with the kids. "
Seth 4-night trip
Posted 10 hours ago
Park Place Hotel

Frequently asked questions

How much do cottages in Eastern Maryland cost?
Cottages in Eastern Maryland range between SAR 396 and SAR 1,869 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 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.

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