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Nov 13 - Nov 15
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Nov 20 - Nov 22
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Dec 4 - Dec 6
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Jan 1 - Jan 3

Our top choices for Eastern Maryland cottages

A row of mobile homes with a one-way sign, a covered porch, and a street sign indicating 'Shore Point Lane'.

1. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (403 reviews)
"Everything was clean and comfortable. Would stay here again."
United States
Kelly
The price is CA $129
CA $168 total
includes taxes & fees
Nov 9 - Nov 10
Shore Point Cottages
Front of property

2. 6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is CA $186
CA $383 total
includes taxes & fees
Nov 18 - Nov 19
6 Mi to Salisbury: Forest-view Sanctuary!
A wooden cabin with a white door, a wreath, a caution sign, a welcome mat, potted plants, and outdoor seating.

3. Cozy County Autumn Escape at the Millpond Cottage - Pet Friendly!

Cozy County Autumn Escape at the Millpond Cottage - Pet Friendly!
Seaford
10.0 out of 10, Exceptional, (1 review)
"This was a clean, comfortable place to stay. We only stayed one night, but would've enjoyed staying longer. Sitting outside with coffee in the morning was special. The number of different birds we heard was amazing. We didn't have time to explore the pond, but it added to a nice, quiet stay."
United States
Whitney H.
The price is CA $153
CA $219 total
includes taxes & fees
Nov 22 - Nov 23
Cozy County Autumn Escape at the Millpond Cottage - Pet Friendly!
A single-story house with a front porch, a staircase leading to the entrance, and a small deck.

4. Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (62 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is CA $197
CA $350 total
includes taxes & fees
Nov 9 - Nov 10
Deal Island Bay Cottage
A single-story mobile home with a front porch and steps leading to the entrance.

5. 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, (58 reviews)
"The cottage location is great for golf, less than 20 minutes ride to most courses. Also dining in Berlin is better than traffic to Oean City."
United States
Joe
The price is CA $191
CA $486 total
includes taxes & fees
Nov 15 - Nov 16
Comfortable cottage in gated community, 5 mins to OC and Assateague
A wooden deck with a hot tub, lounge chairs, and a view of the water.

6. Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (8 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
United States
Mike F.
The price is CA $424
CA $643 total
includes taxes & fees
Nov 9 - Nov 10
Long Beach Cottage, (romantic couple’s getaway)
A stone building with a sloped roof, a picnic table, and a lighthouse with black and white stripes.

7. 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, (60 reviews)
"Unique charming place to relax."
United States
Nimia N.
The price is CA $276
CA $314 total
includes taxes & fees
Nov 10 - Nov 11
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
A residential area with houses, a parking lot, and a body of water in the background.

8. 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, (18 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is CA $209
CA $314 total
includes taxes & fees
Nov 19 - Nov 20
Quarry Landing - Center of Town & River View - 3 Bedroom
A covered patio with a table and chairs, a white fence, and a view of the greenery.

9. Getaway on 1/2 Acre w/ Deck in Georgetown

Getaway on 1/2 Acre w/ Deck in Georgetown
3.0 star property
Georgetown
10.0 out of 10, Exceptional, (1 review)
"This place is just as you see in the photos; clean, welcoming, great location, and very peaceful. We are certainly looking forward to staying here next year, if available. The contact person was available and answered quickly when I contacted him. "
United States
ANA
The price is CA $212
CA $471 total
includes taxes & fees
Nov 9 - Nov 10
Getaway on 1/2 Acre w/ Deck in Georgetown
A wooden deck with a white railing overlooking a calm body of water and a distant bridge.

10. Game Room! Waterfront Group Haven in Ocean Pines

Game Room! Waterfront Group Haven in Ocean Pines
3.0 star property
Ocean Pines
The price is CA $316
CA $1,129 total
includes taxes & fees
Nov 12 - Nov 13
Game Room! Waterfront Group Haven in Ocean Pines
A waterfront house with a balcony, dock, and a view of the water.

11. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (672 reviews)
"First time here and we absolutely loved it."
United States
Melissa
The price is CA $160
CA $180 total
includes taxes & fees
Dec 8 - Dec 9
Key West Cottages
A two-story house with a front porch, a driveway, and a landscaped garden with various plants and a small tree.

12. 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, (63 reviews)
"The accommodations were very comfortable in a private setting. The grounds were beautiful."
United States
Ellen S.
The price is CA $134
CA $284 total
includes taxes & fees
Nov 9 - Nov 10
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
A triangular cabin with a wooden staircase leading to a door, surrounded by trees.

13. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (68 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
The price is CA $211
CA $422 total
includes taxes & fees
Nov 16 - Nov 17
Soul Oasis - home on the Chesapeake Bay
A residential house with a brown garage door, a front entrance with a door, and a well-maintained lawn.

14. Luxury Home 3 Mi to Bethany Beach Boardwalk!

Luxury Home 3 Mi to Bethany Beach Boardwalk!
3.0 star property
Ocean View
The price is CA $256
CA $1,123 total
includes taxes & fees
Nov 9 - Nov 10
Luxury Home 3 Mi to Bethany Beach Boardwalk!
Welcome to Creekside Retreat!

15. Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (141 reviews)
"The house was very clean and tidy when we arrived. We appreciated having our linens supplied, the very clear house manual with all instructions and clear communication on how to access the house. We also liked how the host checked in to see how we were doing and if we had any needs. This house was also pet friendly."
United States
Christine
The price is CA $239
CA $475 total
includes taxes & fees
Nov 9 - Nov 10
Pet-friendly creekside cottage w/ backyard
A single-story house with a covered porch, a number '374' on the side, and a covered grill area.

16. Charming 1-bedroom cottage with loft in Rehoboth Beach

Charming 1-bedroom cottage with loft in Rehoboth Beach
Truitts Park
9.8 out of 10, Exceptional, (26 reviews)
"loved our stay!"
United States
Clair H.
The price is CA $212
CA $449 total
includes taxes & fees
Nov 9 - Nov 10
Charming 1-bedroom cottage with loft in Rehoboth Beach
A single-story house with a front porch, a small front yard, and a wooden fence.

17. Oasis at Muchy Branch

Oasis at Muchy Branch
Midway
10.0 out of 10, Exceptional, (31 reviews)
"Very pet friendly for my two small dogs 9lbs and 15lbs.So satisfied I think we will return the end of September for a few days."
United States
Bill G.
The price is CA $167
CA $457 total
includes taxes & fees
Nov 16 - Nov 17
Oasis at Muchy Branch
A residential property with a covered patio, a fenced deck, and a gravel driveway.

18. 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, (39 reviews)
"Love how pet friendly it was a so close to the beach!"
United States
Lauren B.
The price is CA $205
CA $515 total
includes taxes & fees
Nov 29 - Nov 30
Serene beach cottage a short walk from beautiful Broadkill Beach. Pet friendly!
Exterior

19. Creekside Cottage with Sunroom and Fire Pit - with Plenty of Outdoor Space Near Assateague Island in Chincoteague, VA

Creekside Cottage with Sunroom and Fire Pit - with Plenty of Outdoor Space Near Assateague Island in Chincoteague, VA
Up the Neck
The price is CA $620
CA $736 total
includes taxes & fees
Nov 9 - Nov 10
Creekside Cottage with Sunroom and Fire Pit - with Plenty of Outdoor Space Near Assateague Island in Chincoteague, VA
A single-story house with a front porch, a small deck, and a wooden walkway leading to the door.

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

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.0 out of 10, Wonderful, (22 reviews)
"Was very cozy and comfortable."
United States
sandi c.
The price is CA $314
CA $589 total
includes taxes & fees
Dec 1 - Dec 2
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
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

Learn more about Eastern Maryland

Wedged between the Atlantic Coast and Chesapeake Bay, this region has coastal beauty and old-world charm. It is known for its maritime heritage and seafood.

See all hotels in Eastern Maryland
A building with a sign reading "Ward Museum of Wildfowl Art" and a large bird sculpture in front.

Frequently Asked Questions

How much do cottages in Eastern Maryland cost?

Cottages in Eastern Maryland range between CA $128 and CA $620 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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