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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Featured Cottages in Eastern Shore

Deluxe Cottage | View from room
Shore Point Cottages

Cottage in Berlin

3.0 star property
9.4 out of 10, Exceptional, (299)
"Was a great place to bring kids and dogs! "
United States
AMANDA
Shore Point Cottages
Exterior
Comfortable cottage in gated community, 5 mins to OC and Assateague

Cottage in Assateague Pointe

9.8 out of 10, Exceptional, (43)
"This is a beautiful clean modern home."
United States
Toni R.
The price is AU$471
includes taxes & fees
7 Dec - 8 Dec
Comfortable cottage in gated community, 5 mins to OC and Assateague
House (3 Bedrooms) | Outdoor dining
6 Mi to Salisbury: Forest-view Sanctuary!

Cottage in Parsonsburg

3.0 star property
The price is AU$393
includes taxes & fees
1 Dec - 2 Dec
6 Mi to Salisbury: Forest-view Sanctuary!
Property grounds
Quarry Landing - Center of Town & River View - 3 Bedroom

Cottage in Port Deposit

10.0 out of 10, Exceptional, (11)
"Very clean, spacious, comfortable house. Would stay there again. Great communication with the hosts."
United States
Courtney W.
The price is AU$329
includes taxes & fees
30 Nov - 1 Dec
Quarry Landing - Center of Town & River View - 3 Bedroom
Exterior
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Cottage in Port Deposit

10.0 out of 10, Exceptional, (30)
"Wow such a wonderful place, clean, warm, and full of everything you need."
United States
Oswaldo S.
The price is AU$325
includes taxes & fees
8 Dec - 9 Dec
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Exterior
Deal Island Bay Cottage

Cottage in Deal Island

9.6 out of 10, Exceptional, (57)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is AU$407
includes taxes & fees
30 Nov - 1 Dec
Deal Island Bay Cottage
Outdoor spa tub
Long Beach Cottage, (romantic couple’s getaway)

Cottage in Charlestown

10.0 out of 10, Exceptional, (4)
"Loved the property and the decor. Very well done and luxurious!"
United States
Elisheva K.
The price is AU$661
includes taxes & fees
3 Dec - 4 Dec
Long Beach Cottage, (romantic couple’s getaway)
Exterior
Grandma’s Cottage will wrap around you like a warm hug

Cottage in Betterton

The price is AU$646
includes taxes & fees
13 Dec - 14 Dec
Grandma’s Cottage will wrap around you like a warm hug
Terrace/patio
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

Cottage in Stevensville

2.0 star property
10.0 out of 10, Exceptional, (6)
"Beautiful home. Very nice and quiet neighborhood on the water. "
United States
shannan t.
The price is AU$1,349
includes taxes & fees
10 Dec - 11 Dec
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Exterior
Key West Cottages

Cottage in Downtown Chincoteague

3.0 star property
9.8 out of 10, Exceptional, (483)
"Great place to stay!"
United States
Paul
The price is AU$161
includes taxes & fees
3 Dec - 4 Dec
Key West Cottages
House (3 Bedrooms) | Interior
5 Mi to Downtown Baltimore: Quiet Home w/ Porch

Cottage in Rosedale

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is AU$760
includes taxes & fees
14 Dec - 15 Dec
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Outdoor dining
Heart of Amish Country - Paradise Cottage

Cottage in Paradise

10.0 out of 10, Exceptional, (42)
"We absolutely loved everything about our stay at Ruth Ann's charming home! The warm, welcoming home was just what we needed for our getaway. "
United States
Andrea S.
The price is AU$419
includes taxes & fees
1 Dec - 2 Dec
Heart of Amish Country - Paradise Cottage
Outdoor spa tub
Restful and Quaint Cottage

Cottage in Conestoga

9.8 out of 10, Exceptional, (124)
"We loved staying in this cottage. It is in a quiet location. Loved the hot tub. "
United States
Anonymous traveller
The price is AU$403
includes taxes & fees
3 Dec - 4 Dec
Restful and Quaint Cottage
Exterior
Soul Oasis - home on the Chesapeake Bay

Cottage in Lusby

9.8 out of 10, Exceptional, (37)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
The price is AU$439
includes taxes & fees
30 Nov - 1 Dec
Soul Oasis - home on the Chesapeake Bay
Property grounds
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Cottage in Owings

10.0 out of 10, Exceptional, (48)
"We love this place!"
United States
Joan K.
The price is AU$417
includes taxes & fees
4 Dec - 5 Dec
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Exterior
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

Cottage in Up the Neck

9.4 out of 10, Exceptional, (137)
"Nice and quiet spot on island, kind of away from the busy parts of island. "
United States
Derek W.
The price is AU$546
includes taxes & fees
6 Dec - 7 Dec
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Exterior
Charming Carriage House in the Heart of Kennett

Cottage in Kennett Square

10.0 out of 10, Exceptional, (37)
"I love the open space and excellent kitchen. The location is walking distance to all Kennett Square has to offer. The host is kind and helpful."
United States
Laura D.
The price is AU$683
includes taxes & fees
11 Dec - 12 Dec
Charming Carriage House in the Heart of Kennett
Exterior
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cottage in Point Lookout

9.4 out of 10, Exceptional, (8)
"The house was close to family in the area, so location was great. The house was clean and airy. The door lock was a bit tricky - otherwise all was excellent."
United States
Marc C.
The price is AU$517
includes taxes & fees
30 Nov - 1 Dec
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Cottage in North Beach

2.0 star property
10.0 out of 10, Exceptional, (2)
"So comfortable for the 2 of us. Close to restaurants, shopping, liquor store and to family in Chesapeake Beach. The 2nd BR let us spread out suitcases and extras. Stocked kitchen and bath. Grill right out the door to the fenced back yard. Driveway to the door. All we needed and felt at home. "
United States
Patricia M.
The price is AU$427
includes taxes & fees
30 Nov - 1 Dec
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Terrace/patio
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Cottage in Benedict

9.2 out of 10, Wonderful, (7)
"The owner was very nice "
United States
karen
The price is AU$442
includes taxes & fees
10 Dec - 11 Dec
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
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

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"I love the room and the amenities!!! The remodeling is awesome!!!"
Kimberly 2-night trip
Posted 3 days ago
Princess Royale Oceanfront Resort

Find out more about Eastern Shore

Eastern Shore Cottages information

Number of reviews
1,356
Accommodation
40 Cottages
Lowest Price
AU$161
Highest Price
AU$1,349

Frequently asked questions

How much do cottages in Eastern Shore cost?
Cottages in Eastern Shore range between AU$161 and AU$1,349 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 40 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.

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