Search Eastern Shore Cottage Accommodations

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 June - 21 June

Our top choices for Eastern Shore cottages

Deluxe Cottage | View from room

Cottage in Berlin

Shore Point Cottages
3.0 star property
9.4 out of 10, Exceptional, (304 reviews)
"The location of shore point cottages is a pleasant and peaceful one. It's far enough out of the hustle and bustle of the boardwalk area. Yet close enough to everything that makes Ocean City a fun place to visit. Definitely a place to come back to and stay again."
United States
Mike
Shore Point Cottages
House (3 Bedrooms) | Front of property

Cottage in Parsonsburg

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
The price is AU$361
includes taxes & fees
4 Mar - 5 Mar
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.
The price is AU$438
includes taxes & fees
24 Mar - 25 Mar
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.
The price is AU$363
includes taxes & fees
2 Mar - 3 Mar
Deal Island Bay Cottage
Terrace/patio

Cottage in Charlestown

Long Beach Cottage, (romantic couple’s getaway)
10.0 out of 10, Exceptional, (5 reviews)
"Loved the property and the decor. Very well done and luxurious!"
United States
Elisheva K.
The price is AU$663
includes taxes & fees
8 Mar - 9 Mar
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.
The price is AU$297
includes taxes & fees
5 Mar - 6 Mar
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.
The price is AU$303
includes taxes & fees
2 Mar - 3 Mar
Quarry Landing - Center of Town & River View - 3 Bedroom
Exterior

Cottage in Betterton

Grandma’s Cottage will wrap around you like a warm hug
The price is AU$580
includes taxes & fees
2 Mar - 3 Mar
Grandma’s Cottage will wrap around you like a warm hug
Palm Cottage

Cottage in Downtown Chincoteague

Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, (511 reviews)
"This was a Wonderful place to stay!! So much charm a the staff was wonderful! "
United States
CHRISTIE
Key West Cottages
Exterior

Cottage in Georgetown

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
9.8 out of 10, Exceptional, (47 reviews)
"Great location, peaceful, clean, quaint & accommodating hosts"
United States
Michelle T.
The price is AU$289
includes taxes & fees
10 Mar - 11 Mar
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
Exterior

Cottage in Lusby

Soul Oasis - home on the Chesapeake Bay
10.0 out of 10, Exceptional, (41 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.
The price is AU$409
includes taxes & fees
9 Mar - 10 Mar
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)
"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.
The price is AU$376
includes taxes & fees
2 Mar - 3 Mar
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, (39 reviews)
"Booked and stayed it was a great little place to have while visiting family"
United States
Khadir V.
The price is AU$622
includes taxes & fees
2 Mar - 3 Mar
Charming Carriage House in the Heart of Kennett
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.
The price is AU$408
includes taxes & fees
2 Mar - 3 Mar
Cozy cottage w/ creekside fire pit & pet‑friendly
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.
The price is AU$487
includes taxes & fees
2 Mar - 3 Mar
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)
"This place is fantastic, the neighborhood is quiet, clean, and beautiful. The cottage was clean, cozy, and fully equipped. Definitely, I would love to go back again."
United States
Danna C.
The price is AU$390
includes taxes & fees
2 Mar - 3 Mar
Restful and Quaint Cottage
Exterior

Cottage in Paradise

Heart of Amish Country - Paradise Cottage
10.0 out of 10, Exceptional, (45 reviews)
"Very pleasant host, very clean and very comfortable beds"
United States
Kathy P.
The price is AU$384
includes taxes & fees
2 Mar - 3 Mar
Heart of Amish Country - Paradise Cottage
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.
The price is AU$449
includes taxes & fees
2 Mar - 3 Mar
Cottage Located on the Patuxent River!
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.
The price is AU$748
includes taxes & fees
2 Mar - 3 Mar
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
The price is AU$510
includes taxes & fees
2 Mar - 3 Mar
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

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
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

Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront

Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront

10/10 Excellent
"Nice room. Comfortable with an excellent view. Pool and hot tub were an added bonus. "
Roger 2-night trip
Posted 2 days ago
Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront

Find out more about Eastern Shore

Eastern Shore Cottages information

Number of reviews
1,628
Accommodation
61 Cottages
Lowest Price
AU$289
Highest Price
AU$748

Frequently asked questions

How much do cottages in Eastern Shore cost?
Cottages in Eastern Shore range between AU$289 and AU$748 per night. These stays offer a chance to soak up nature's beauty — at a price you can afford. This price was 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 Shore?
You can select from 61 cottages in Eastern Shore. Whether you're travelling with the entire family, as a duo or with a group of workmates, Expedia will help you find the perfect place.
What is there to do in Eastern Shore near my cottage?
The most important travel accessory for your Eastern Shore getaway is a good itinerary! Ocean City Beach, Seacrets Distilling Company and Trimpers Rides are some of the top sights if you're off to Ocean City. Berlin also has plenty of big-name attractions, such as Globe Theatre. Eager to explore more? Check out Main Street Berlin and The Bay Club too.

Explore a world of travel with Expedia