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Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Eastern Shore cottages

House (3 Bedrooms) | Front of property

Cottage in Parsonsburg

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
$230 nightly
The price is $257
Mar 16 - Mar 17
Total with taxes and fees
6 Mi to Salisbury: Forest-view Sanctuary!
Exterior

Cottage in Assateague Pointe

Comfortable cottage in gated community, 5 mins to OC and Assateague
9.8 out of 10, Exceptional, (43 reviews)
"great place, great location, safe secure and everything we needed to get to assateague where the rest of the family were camping"
United States
Thomas B.
$281 nightly
The price is $315
Mar 24 - Mar 25
Total with taxes and fees
Comfortable cottage in gated community, 5 mins to OC and Assateague
Exterior

Cottage in Deal Island

Deal Island Bay Cottage
9.6 out of 10, Exceptional, (58 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
$246 nightly
The price is $260
Mar 13 - Mar 14
Total with taxes and fees
Deal Island Bay Cottage
Terrace/patio

Cottage in Charlestown

Long Beach Cottage, (romantic couple’s getaway)
10.0 out of 10, Exceptional, (6 reviews)
"Loved the property and the decor. Very well done and luxurious!"
United States
Elisheva K.
$397 nightly
The price is $415
Mar 16 - Mar 17
Total with taxes and fees
Long Beach Cottage, (romantic couple’s getaway)
Exterior

Cottage in Port Deposit

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
10.0 out of 10, Exceptional, (38 reviews)
"Very cool place. "
United States
Eric L.
$196 nightly
The price is $207
Mar 15 - Mar 16
Total with taxes and fees
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Property grounds

Cottage in Port Deposit

Quarry Landing - Center of Town & River View - 3 Bedroom
10.0 out of 10, Exceptional, (11 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
$229 nightly
The price is $242
Mar 16 - Mar 17
Total with taxes and fees
Quarry Landing - Center of Town & River View - 3 Bedroom
Exterior

Cottage in Betterton

Grandma’s Cottage will wrap around you like a warm hug
$398 nightly
The price is $422
Mar 21 - Mar 22
Total with taxes and fees
Grandma’s Cottage will wrap around you like a warm hug
Palm Cottage | 1 bedroom, premium bedding, individually decorated

Cottage in Downtown Chincoteague

Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, (518 reviews)
"This was a Wonderful place to stay!! So much charm a the staff was wonderful! "
United States
CHRISTIE
$119 nightly
The price is $134
Mar 12 - Mar 13
Total with taxes and fees
Key West Cottages
Exterior

Cottage in Lusby

Soul Oasis - home on the Chesapeake Bay
10.0 out of 10, Exceptional, (42 reviews)
"House was very nice and tidy and exactly as described. The host had a small binder full of helpful info including local restaurants and attractions. There was so much to do and everything was close bye. "
United States
Mindy V.
$264 nightly
The price is $280
Mar 23 - Mar 24
Total with taxes and fees
Soul Oasis - home on the Chesapeake Bay
Property grounds

Cottage in Benedict

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
9.0 out of 10, Wonderful, (8 reviews)
"Very nice location. Everything as described. Responsive host."
United States
Michael L.
$241 nightly
The price is $266
Mar 12 - Mar 13
Total with taxes and fees
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Exterior

Cottage in Kennett Square

Charming Carriage House in the Heart of Kennett
10.0 out of 10, Exceptional, (40 reviews)
"Booked and stayed it was a great little place to have while visiting family"
United States
Khadir V.
$404 nightly
The price is $446
Mar 12 - Mar 13
Total with taxes and fees
Charming Carriage House in the Heart of Kennett
Exterior

Cottage in Paradise

Heart of Amish Country - Paradise Cottage
10.0 out of 10, Exceptional, (46 reviews)
"Very pleasant host, very clean and very comfortable beds"
United States
Kathy P.
$249 nightly
The price is $275
Mar 12 - Mar 13
Total with taxes and fees
Heart of Amish Country - Paradise Cottage
Exterior

Cottage in Truitts Park

Charming 1-bedroom cottage with loft in Rehoboth Beach
9.8 out of 10, Exceptional, (15 reviews)
"Very cute, clean and cozy and had everything we needed. Quiet location but, only a short distance from all we wanted to go to.."
United States
Jody M.
$330 nightly
The price is $337
Mar 12 - Mar 13
Total with taxes and fees
Charming 1-bedroom cottage with loft in Rehoboth Beach
Outdoor spa tub

Cottage in Conestoga

Restful and Quaint Cottage
9.8 out of 10, Exceptional, (128 reviews)
"It was so peaceful and had plenty of room for me and my friends to have my bachelorette weekend! Everything was so cute and easily accessible!"
United States
Emily S.
$251 nightly
The price is $277
Mar 23 - Mar 24
Total with taxes and fees
Restful and Quaint Cottage
Exterior

Cottage in Up the Neck

Cozy cottage w/ creekside fire pit & pet‑friendly
9.4 out of 10, Exceptional, (137 reviews)
"House was exactly as advertised. Everything worked as expected. This house is one of the few in this town that offered linens, a big selling point for us."
United States
Kato A.
$296 nightly
The price is $321
Mar 22 - Mar 23
Total with taxes and fees
Cozy cottage w/ creekside fire pit & pet‑friendly
Exterior

Cottage in Prince Frederick

Cottage Located on the Patuxent River!
10.0 out of 10, Exceptional, (42 reviews)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
$300 nightly
The price is $317
Mar 12 - Mar 13
Total with taxes and fees
Cottage Located on the Patuxent River!
House (4 Bedrooms) | Interior

Cottage in Captain's Cove

1 Mi to Resort Marina! Greenbackville Retreat
3.0 star property
$505 nightly
The price is $557
Mar 18 - Mar 19
Total with taxes and fees
1 Mi to Resort Marina! Greenbackville Retreat
Interior

Cottage in Rehoboth by the Sea

Ocean Block Dewey Beach and Pet Friendly!
10.0 out of 10, Exceptional, (188 reviews)
"Julie is an awesome host! Her cottage is very cute and clean! Great location, close to the beach, and bars/restaurants.I highly recommend staying here!"
United States
Ann A.
$511 nightly
The price is $528
Mar 15 - Mar 16
Total with taxes and fees
Ocean Block Dewey Beach and Pet Friendly!
Property grounds

Cottage in Chadds Ford

Cozy Spring House in Gorgeous Chadds Ford!
10.0 out of 10, Exceptional, (73 reviews)
"We had a wonderful stay! The home was cozy with lots of amenities. The interior is historic and simply gorgeous. Highly recommend and looking forward to staying again!"
United States
Lauren
$339 nightly
The price is $368
Mar 12 - Mar 13
Total with taxes and fees
Cozy Spring House in Gorgeous Chadds Ford!
Property grounds

Cottage in Jarrettsville

Charming Farm Cottage
$303 nightly
The price is $321
Mar 17 - Mar 18
Total with taxes and fees
Charming Farm Cottage
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

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

6/10 Okay
"This was my first time at this property. The entrance was clean an immaculate. The desk staff were friendly and courteous. The room was nice and the bed very comfortable. Only a few cons as the a piece of gym equipment was broken so couldn’t use. Other con, which is just design so can’t change, I went in March so it was cool. The air vent is right above the thermostat so the thermostat would cut the heat off before room warmed and the heat turning on and off was a little loud. But the indoor pool was very nice along with the arcade. And can’t beat the view and direct access to the boardwalk. "
Dennis 3-night trip
Posted 2 hours ago
Grand Hotel Ocean City Oceanfront

Find out more about Eastern Shore

Eastern Shore Cottages information

Number of reviews
1,289
Accommodation
61 Cottages
Lowest Price
$134
Highest Price
$528

Frequently asked questions

How much do cottages in Eastern Shore cost?
Prepare to pay between $134 and $528 per night for cottages in Eastern Shore. No matter your budget, a fantastic stay is just clicks away on Expedia. 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.
What are the best cottages in Eastern Shore?
Eastern Shore offers multiple cottages with a total average guest review rating of 9.8. Planning a trip to Ocean City? Travelers prefer Frontier Town Campground, a 2-star property with a swimming pool and a barbecue grill. Another top pick where you can escape the hustle and bustle is 103 79th Street 3 Bedroom Cottage By Redawning. It has a 3-star rating and amenities such as a nearby beach and a patio.
How many cottages are there in Eastern Shore?
Take your pick of 61 cottages in Eastern Shore. Whether you're traveling with the whole family, as a couple or with a group of workmates, Expedia will help you find the perfect space.
Are there any family-friendly cottages in Eastern Shore?
There sure are. Whether it's in one of Eastern Shore's bustling cities or way out in the wilderness, the unique charm of a cottage is ideal for family fun. If Ocean City is your destination, book a stay at Frontier Town Campground. This 2-star option features a playground and clothes washing facilities. Another great choice is 103 79th Street 3 Bedroom Cottage By Redawning. Also in Ocean City, this family-friendly cottage has a 3-star rating and includes clothes washing facilities and WiFi. After you've unpacked your luggage, it's time to discover the best of Ocean City. Look forward to memorable moments together at family-friendly attractions like Ocean City Beach and Jolly Roger Amusement Park.
Why book your cottage in Eastern Shore with Expedia?
Booking a cottage in Eastern Shore is as easy as deciding on your travel dates and picking your ideal place for a getaway in the outdoors. From luxurious retreats to budget-friendly stays and cottages that feature amenities like a kitchenette, Expedia has something for all traveler tastes. As for unbeatable deals? We've have them as well!
How can I find cheap cottages in Eastern Shore?
The quickest way to score cheap cottages in Eastern Shore is with Expedia's filter tool. Narrow your search by budget, star rating and amenities to snag awesome rates in a couple of clicks.
What is there to do in Eastern Shore near my cottage?
The best accessory to take on your Eastern Shore vacation is a good itinerary! Jolly Roger at the Pier, Inlet Park and Ember's Island Miniature Golf are some of the most popular sights if you're heading to Ocean City. Salisbury also has plenty of superb attractions, such as Poplar Hill Mansion. Want to explore more? Visit Pemberton Historical Park and Ward Museum of Wildfowl Art too.

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