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Our top choices for Eastern Shore cottages
$122 nightly
The price is $137
Jan 19 - Jan 20, 2026
Total with taxes and fees

Cottage in Assateague Pointe
Comfortable cottage in gated community, 5 mins to OC and Assateague9.8 out of 10, Exceptional, (43)
$286 nightly
The price is $317
Jan 4 - Jan 5, 2026
Total with taxes and fees

Cottage in Parsonsburg
6 Mi to Salisbury: Forest-view Sanctuary!$230 nightly
The price is $257
Dec 20 - Dec 21
Total with taxes and fees

Cottage in Port Deposit
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.10.0 out of 10, Exceptional, (31)
$196 nightly
The price is $207
Dec 21 - Dec 22
Total with taxes and fees

Cottage in Port Deposit
Quarry Landing - Center of Town & River View - 3 Bedroom10.0 out of 10, Exceptional, (11)
$201 nightly
The price is $213
Jan 5 - Jan 6, 2026
Total with taxes and fees

Cottage in Deal Island
Deal Island Bay Cottage9.6 out of 10, Exceptional, (58)
$248 nightly
The price is $263
Dec 20 - Dec 21
Total with taxes and fees

Cottage in Betterton
Grandma’s Cottage will wrap around you like a warm hug$395 nightly
The price is $419
Dec 30 - Dec 31
Total with taxes and fees

Cottage in Charlestown
Long Beach Cottage, (romantic couple’s getaway)10.0 out of 10, Exceptional, (4)
$427 nightly
The price is $447
Dec 23 - Dec 24
Total with taxes and fees
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 Shore Hotel Reviews

Holiday Inn & Suites Ocean City by IHG
10/10 Excellent
Find out more about Eastern Shore
Eastern Shore Cottages information
Number of reviews | 1,318 |
|---|---|
Accommodation | 61 Cottages |
Lowest Price | $125 |
Highest Price | $885 |
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