Search Eastern Shore Cottages

Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Eastern Shore cottages

House (3 Bedrooms) | Front of property

6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
$230 nightly
The price is $257
Apr 4 - Apr 5
Total with taxes and fees
6 Mi to Salisbury: Forest-view Sanctuary!
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 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.
$285 nightly
The price is $319
Mar 31 - Apr 1
Total with taxes and fees
Comfortable cottage in gated community, 5 mins to OC and Assateague
Exterior

Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
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 31 - Apr 1
Total with taxes and fees
Deal Island Bay Cottage
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, (40 reviews)
"Amazing property with tons of charm. A fantastic quick getaway but also we plan on coming back for a longer visit. "
United States
Kostas K.
$196 nightly
The price is $207
Mar 31 - Apr 1
Total with taxes and fees
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
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 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
$228 nightly
The price is $241
Apr 6 - Apr 7
Total with taxes and fees
Quarry Landing - Center of Town & River View - 3 Bedroom
Exterior

Grandma’s Cottage will wrap around you like a warm hug

Grandma’s Cottage will wrap around you like a warm hug
Betterton
$398 nightly
The price is $422
Mar 31 - Apr 1
Total with taxes and fees
Grandma’s Cottage will wrap around you like a warm hug
House (3 Bedrooms) | Front of property

Walk to Marina, Park & Dtwn: Cambridge Family Home

Walk to Marina, Park & Dtwn: Cambridge Family Home
3.0 star property
Cambridge
Walk to Marina, Park & Dtwn: Cambridge Family Home
Palm Cottage | 1 bedroom, premium bedding, individually decorated

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (533 reviews)
"Great place to stay very clean great location "
United States
Philip
$199 nightly
The price is $224
Mar 31 - Apr 1
Total with taxes and fees
Key West Cottages
House (4 Bedrooms) | Interior

1 Mi to Resort Marina! Greenbackville Retreat

1 Mi to Resort Marina! Greenbackville Retreat
3.0 star property
Captain's Cove
$319 nightly
The price is $352
Apr 9 - Apr 10
Total with taxes and fees
1 Mi to Resort Marina! Greenbackville Retreat
Exterior

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, (47 reviews)
"Great location, peaceful, clean, quaint & accommodating hosts"
United States
Michelle T.
$200 nightly
The price is $204
Apr 14 - Apr 15
Total with taxes and fees
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Exterior

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
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.
$251 nightly
The price is $266
Apr 8 - Apr 9
Total with taxes and fees
Soul Oasis - home on the Chesapeake Bay
Property grounds

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.0 out of 10, Wonderful, (8 reviews)
"The location was perfect. It was quiet and clean with a wonderful view of the water, especially the sunrise through the bedroom window in the morning. The host kept in touch to answer any questions we had, and made sure our stay was great. We will absolutely be back!"
United States
Coulter L.
$242 nightly
The price is $267
Mar 31 - Apr 1
Total with taxes and fees
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Exterior

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, (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.
$333 nightly
The price is $340
Mar 31 - Apr 1
Total with taxes and fees
Charming 1-bedroom cottage with loft in Rehoboth Beach
Exterior

Charming Carriage House in the Heart of Kennett

Charming Carriage House in the Heart of Kennett
Kennett Square
10.0 out of 10, Exceptional, (40 reviews)
"Perfect location, the beds were all super comfortable and it was fully stocked with all the necessities, plus some helpful extras! Thanks Mohans!!"
United States
Caitlin P.
$399 nightly
The price is $441
Mar 31 - Apr 1
Total with taxes and fees
Charming Carriage House in the Heart of Kennett
Outdoor spa tub

Restful and Quaint Cottage

Restful and Quaint Cottage
Conestoga
9.8 out of 10, Exceptional, (129 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.
$253 nightly
The price is $279
Apr 7 - Apr 8
Total with taxes and fees
Restful and Quaint Cottage
Exterior

Heart of Amish Country - Paradise Cottage

Heart of Amish Country - Paradise Cottage
Paradise
10.0 out of 10, Exceptional, (47 reviews)
"Very pleasant host, very clean and very comfortable beds"
United States
Kathy P.
$249 nightly
The price is $275
Mar 31 - Apr 1
Total with taxes and fees
Heart of Amish Country - Paradise Cottage
Exterior

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
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 31 - Apr 1
Total with taxes and fees
Cottage Located on the Patuxent River!
Exterior

Cozy creekside cottage w/fire pit & patio

Cozy creekside cottage w/fire pit & patio
Up the Neck
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.
$309 nightly
The price is $336
Apr 6 - Apr 7
Total with taxes and fees
Cozy creekside cottage w/fire pit & patio
Interior

Ocean Block Dewey Beach and Pet Friendly!

Ocean Block Dewey Beach and Pet Friendly!
Rehoboth by the Sea
10.0 out of 10, Exceptional, (188 reviews)
"Absolutely loved our stay!!! So close to the beach and such a adorable beach cottage that was perfect for our family of 4"
United States
Katherine T.
$520 nightly
The price is $537
Mar 31 - Apr 1
Total with taxes and fees
Ocean Block Dewey Beach and Pet Friendly!
Property grounds

Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
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
$337 nightly
The price is $366
Mar 31 - Apr 1
Total with taxes and fees
Cozy Spring House in Gorgeous Chadds Ford!
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Eastern Shore Hotel Reviews

Commander Hotel & Suites

Commander Hotel & Suites

8/10 Good
"Overall, a good and clean place to stay. "
Tyler 2-night trip
Posted 6 hours ago
Commander Hotel & Suites

Find out more about Eastern Shore

Eastern Shore Cottages information

Number of reviews
1,305
Accommodation
61 Cottages
Lowest Price
$204
Highest Price
$422

Frequently asked questions

How much do cottages in Eastern Shore cost?
Prepare to pay between $204 and $422 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.

Explore a world of travel with Expedia