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Our top choices for Eastern Shore cottages
9.4 out of 10, Exceptional, (300)
"Was a great place to bring kids and dogs! "
AMANDA
$124 nightly
The price is $138
Dec 24 - Dec 25
Total with taxes and fees
Comfortable cottage in gated community, 5 mins to OC and Assateague
Comfortable cottage in gated community, 5 mins to OC and AssateagueAssateague 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. "
Alecia C.
$275 nightly
The price is $305
Jan 4 - Jan 5, 2026
Total with taxes and fees
$230 nightly
The price is $257
Jan 4 - Jan 5, 2026
Total with taxes and fees
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)
"The River Cottage is very charming, cozy, and well-stocked with all the essentials. The host is quick to respond to inquiries. We had a wonderful and relaxing stay!"
Xiaodong F.
$196 nightly
The price is $207
Dec 24 - Dec 25
Total with taxes and fees
Quarry Landing - Center of Town & River View - 3 Bedroom
Quarry Landing - Center of Town & River View - 3 BedroomPort Deposit
10.0 out of 10, Exceptional, (11)
"Was a great stay would definitely stay again "
jerel p.
$218 nightly
The price is $231
Jan 4 - Jan 5, 2026
Total with taxes and fees
Deal Island Bay Cottage
Deal Island Bay CottageDeal Island
9.6 out of 10, Exceptional, (58)
"We got every year and stay here, it’s great! "
Margaret H.
$248 nightly
The price is $263
Dec 24 - Dec 25
Total with taxes and fees
Grandma’s Cottage will wrap around you like a warm hug
Grandma’s Cottage will wrap around you like a warm hugBetterton
$395 nightly
The price is $419
Dec 30 - Dec 31
Total with taxes and fees
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!"
Elisheva K.
$363 nightly
The price is $379
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.
Top Eastern Shore Hotel Reviews
Park Place Hotel
10/10 Excellent
Find out more about Eastern Shore
Eastern Shore Cottages information
Number of reviews | 1,412 |
|---|---|
Accommodation | 61 Cottages |
Lowest Price | $125 |
Highest Price | $885 |
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