Search Cottages in Eastern Maryland

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Eastern Maryland cottages

Deluxe Cottage | View from room
Shore Point Cottages

Shore Point Cottages

3.0 star property
Berlin
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

Comfortable cottage in gated community, 5 mins to OC and Assateague

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 AED 331
AED 1,121 total
includes taxes & fees
11 Dec - 12 Dec
Comfortable cottage in gated community, 5 mins to OC and Assateague
House (3 Bedrooms) | Outdoor dining
6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!

3.0 star property
Parsonsburg
The price is AED 338
AED 945 total
includes taxes & fees
11 Dec - 12 Dec
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
10.0 out of 10, Exceptional, (11)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is AED 569
AED 857 total
includes taxes & fees
5 Jan - 6 January 2026
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, (31)
"Wow such a wonderful place, clean, warm, and full of everything you need."
United States
Oswaldo S.
The price is AED 645
AED 769 total
includes taxes & fees
15 Dec - 16 Dec
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Exterior
Deal Island Bay Cottage

Deal Island Bay Cottage

Deal Island
9.6 out of 10, Exceptional, (58)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is AED 526
AED 966 total
includes taxes & fees
11 Dec - 12 Dec
Deal Island Bay Cottage
Outdoor spa tub
Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)

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 AED 781
AED 1,350 total
includes taxes & fees
11 Dec - 12 Dec
Long Beach Cottage, (romantic couple’s getaway)
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 AED 826
AED 1,530 total
includes taxes & fees
1 Jan - 2 January 2026
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, (488)
"We love Key West Cottages!"
United States
Jonathan
Key West Cottages
Exterior
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

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 AED 459
AED 1,032 total
includes taxes & fees
14 Dec - 15 Dec
Soul Oasis - home on the Chesapeake Bay
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)
"We love this place!"
United States
Joan K.
The price is AED 393
AED 919 total
includes taxes & fees
11 Dec - 12 Dec
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Outdoor dining
Heart of Amish Country - Paradise Cottage

Heart of Amish Country - Paradise Cottage

Paradise
10.0 out of 10, Exceptional, (43)
"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 AED 488
AED 1,001 total
includes taxes & fees
11 Dec - 12 Dec
Heart of Amish Country - Paradise Cottage
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
10.0 out of 10, Exceptional, (1)
The price is AED 584
AED 1,829 total
includes taxes & fees
11 Dec - 12 Dec
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
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)
"Comfortable and close to the beach - perfect!"
United States
Saundra P.
The price is AED 463
AED 1,372 total
includes taxes & fees
16 Dec - 17 Dec
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
Exterior
Oasis at Muchy Branch

Oasis at Muchy Branch

Midway
10.0 out of 10, Exceptional, (14)
"Our stay was comforting and really convenient will book for future dates. "
United States
Angel P.
Oasis at Muchy Branch
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, (137)
"Nice and quiet spot on island, kind of away from the busy parts of island. "
United States
Derek W.
The price is AED 602
AED 1,202 total
includes taxes & fees
11 Dec - 12 Dec
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
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
9.4 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 AED 525
AED 1,194 total
includes taxes & fees
5 Jan - 6 January 2026
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
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
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 AED 470
AED 1,016 total
includes taxes & fees
25 Dec - 26 Dec
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Outdoor spa tub
Restful and Quaint Cottage

Restful and Quaint Cottage

Conestoga
9.8 out of 10, Exceptional, (125)
"We loved staying in this cottage. It is in a quiet location. Loved the hot tub. "
United States
Anonymous traveler
The price is AED 694
AED 1,265 total
includes taxes & fees
15 Dec - 16 Dec
Restful and Quaint Cottage
Exterior
Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!

Prince Frederick
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 AED 975
AED 1,166 total
includes taxes & fees
11 Dec - 12 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

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"Everything was wonderful room was much bigger and nicer than I expected "
MICHAEL 2-night trip
Posted 1 day ago
Princess Royale Oceanfront Resort

Frequently asked questions

How much do cottages in Eastern Maryland cost?
Cottages in Eastern Maryland range between AED 769 and AED 1,829 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 30 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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