Search Cottages in Eastern Shore

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Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Eastern Shore cottages

Deluxe Cottage | View from room
Shore Point Cottages

Cottage in Berlin

Shore Point Cottages
3.0 star property
9.4 out of 10, Exceptional, (303)
"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
Exterior
Comfortable cottage in gated community, 5 mins to OC and Assateague

Cottage in Assateague Pointe

Comfortable cottage in gated community, 5 mins to OC and Assateague
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. "
United States
Alecia C.
The price is AED 367
AED 1,172 total
includes taxes & fees
21 Jan - 22 Jan
Comfortable cottage in gated community, 5 mins to OC and Assateague
Property grounds
Quarry Landing - Center of Town & River View - 3 Bedroom

Cottage in Port Deposit

Quarry Landing - Center of Town & River View - 3 Bedroom
10.0 out of 10, Exceptional, (11)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is AED 683
AED 1,016 total
includes taxes & fees
18 Jan - 19 Jan
Quarry Landing - Center of Town & River View - 3 Bedroom
House (3 Bedrooms) | Outdoor dining
6 Mi to Salisbury: Forest-view Sanctuary!

Cottage in Parsonsburg

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
The price is AED 338
AED 945 total
includes taxes & fees
13 Jan - 14 Jan
6 Mi to Salisbury: Forest-view Sanctuary!
Exterior
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Cottage in Port Deposit

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
10.0 out of 10, Exceptional, (34)
"What a cozy place to stay! The best part was in the morning when you can see the beautiful morning sky from the bed in the loft, the sun eloquently shining in through the windows and the deer frolicking in the yard. Comfy beds and plenty of lighting, would love to stay again."
United States
Bobbijo B.
The price is AED 645
AED 769 total
includes taxes & fees
11 Jan - 12 Jan
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Exterior
Deal Island Bay Cottage

Cottage in Deal Island

Deal Island Bay Cottage
9.6 out of 10, Exceptional, (58)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is AED 526
AED 958 total
includes taxes & fees
10 Jan - 11 Jan
Deal Island Bay Cottage
Outdoor spa tub
Long Beach Cottage, (romantic couple’s getaway)

Cottage in Charlestown

Long Beach Cottage, (romantic couple’s getaway)
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 AED 1,113
AED 1,750 total
includes taxes & fees
12 Jan - 13 Jan
Long Beach Cottage, (romantic couple’s getaway)
Exterior
Grandma’s Cottage will wrap around you like a warm hug

Cottage in Betterton

Grandma’s Cottage will wrap around you like a warm hug
The price is AED 826
AED 1,538 total
includes taxes & fees
17 Jan - 18 Jan
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

Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
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 AED 1,466
AED 3,251 total
includes taxes & fees
11 Jan - 12 Jan
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Exterior
Key West Cottages

Cottage in Downtown Chincoteague

Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, (497)
"What an absolute wonderful place. Staff were so friendly and the cottages were amazing very clean. We would definitely stay here again."
United States
julie
Key West Cottages
Exterior
Soul Oasis - home on the Chesapeake Bay

Cottage in Lusby

Soul Oasis - home on the Chesapeake Bay
9.8 out of 10, Exceptional, (40)
"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 AED 413
AED 979 total
includes taxes & fees
21 Jan - 22 Jan
Soul Oasis - home on the Chesapeake Bay
Outdoor dining
Heart of Amish Country - Paradise Cottage

Cottage in Paradise

Heart of Amish Country - Paradise Cottage
10.0 out of 10, Exceptional, (44)
"Very pleasant host, very clean and very comfortable beds"
United States
Kathy P.
The price is AED 489
AED 1,001 total
includes taxes & fees
9 Jan - 10 Jan
Heart of Amish Country - Paradise Cottage
Exterior
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!

Cottage in Georgetown

EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
9.8 out of 10, Exceptional, (47)
"Clean roomNice salt water poolPeaceful"
United States
Jan W.
The price is AED 331
AED 749 total
includes taxes & fees
21 Jan - 22 Jan
EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More!
House (3 Bedrooms) | Interior
5 Mi to Downtown Baltimore: Quiet Home w/ Porch

Cottage in Rosedale

5 Mi to Downtown Baltimore: Quiet Home w/ Porch
3.0 star property
9.0 out of 10, Wonderful, (2)
"It took a whole day for the house to get warm.No utensils.And last but not least the heat was turned off in the middle of the night.Monday morning was very cold,that’s why we left at nine thirty. "
United States
Cathy
The price is AED 584
AED 1,829 total
includes taxes & fees
11 Jan - 12 Jan
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Property grounds
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Cottage in Owings

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
10.0 out of 10, Exceptional, (48)
"We love this place!"
United States
Joan K.
The price is AED 610
AED 1,168 total
includes taxes & fees
15 Jan - 16 Jan
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Outdoor spa tub
Restful and Quaint Cottage

Cottage in Conestoga

Restful and Quaint Cottage
9.8 out of 10, Exceptional, (127)
"We loved staying in this cottage. It is in a quiet location. Loved the hot tub. "
United States
Anonymous traveler
The price is AED 694
AED 1,269 total
includes taxes & fees
12 Jan - 13 Jan
Restful and Quaint Cottage
Exterior
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cottage in Point Lookout

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
9.4 out of 10, Exceptional, (10)
"The cottage was clean and welcoming. The location can't be beat. It is right on the water, quiet and nearby point lookout. Great place to visit and walk our dogs. The property owners were responsive and gave us a nice list of things to do around the area. Would definitely stay again!"
United States
Adam P.
The price is AED 473
AED 1,159 total
includes taxes & fees
11 Jan - 12 Jan
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Exterior
Charming Carriage House in the Heart of Kennett

Cottage in Kennett Square

Charming Carriage House in the Heart of Kennett
10.0 out of 10, Exceptional, (39)
"Beautiful "
United States
Dawn M.
The price is AED 754
AED 1,627 total
includes taxes & fees
9 Jan - 10 Jan
Charming Carriage House in the Heart of Kennett
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Cottage in North Beach

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
2.0 star property
9.6 out of 10, Exceptional, (4)
"Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!"
United States
Jana S.
The price is AED 529
AED 1,086 total
includes taxes & fees
14 Jan - 15 Jan
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

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
9.0 out of 10, Wonderful, (8)
"The owner was very nice "
United States
karen
The price is AED 661
AED 1,060 total
includes taxes & fees
9 Jan - 10 Jan
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

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"Great very clean and everybody was very nice. I'll be back in the summer 🌞😊"
Trina 2-night trip
Posted 1 day ago
Grand Hotel Ocean City Oceanfront

Frequently asked questions

How much do cottages in Eastern Shore cost?
Prepare to pay between AED 749 and AED 3,251 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 9.7. 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.
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.

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