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Dec 5 - Dec 7
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Dec 12 - Dec 14
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Dec 26 - Dec 28
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Jan 23 - Jan 25

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 ￥14,077
￥47,744 total
includes taxes & fees
Nov 26 - Nov 27
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

10.0 out of 10, Exceptional, (11)
"Great stay in a relaxing community. We loved to be able to walk to places from the house! The hosts were very helpful and easy to communicate with 💙"
United States
Elise E.
The price is ￥20,834
￥33,358 total
includes taxes & fees
Nov 30 - Dec 1
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 ￥27,450
￥32,744 total
includes taxes & fees
Nov 27 - Nov 28
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
House (3 Bedrooms) | Front of property
6 Mi to Salisbury: Forest-view Sanctuary!

Cottage in Parsonsburg

3.0 star property
The price is ￥15,797
￥37,400 total
includes taxes & fees
Nov 29 - Nov 30
6 Mi to Salisbury: Forest-view Sanctuary!
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 ￥22,382
￥41,134 total
includes taxes & fees
Nov 26 - Nov 27
Deal Island Bay Cottage
Exterior
#2 Egret Cottage Harris Cove

Cottage in Saint Michaels

10.0 out of 10, Exceptional, (1)
The price is ￥40,667
￥60,015 total
includes taxes & fees
Nov 26 - Nov 27
#2 Egret Cottage Harris Cove
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 ￥62,408
￥138,434 total
includes taxes & fees
Dec 1 - Dec 2
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
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 ￥48,589
￥75,933 total
includes taxes & fees
Dec 3 - Dec 4
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
Exterior
Key West Cottages

Cottage in Downtown Chincoteague

3.0 star property
9.8 out of 10, Exceptional, (482)
"Great place to stay!"
United States
Paul
The price is ￥13,069
￥14,676 total
includes taxes & fees
Dec 1 - Dec 2
Key West Cottages
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 ￥19,551
￥43,935 total
includes taxes & fees
Nov 26 - Nov 27
Soul Oasis - home on the Chesapeake Bay
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 traveler
The price is ￥18,926
￥40,739 total
includes taxes & fees
Dec 3 - Dec 4
Restful and Quaint Cottage
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 ￥19,708
￥42,278 total
includes taxes & fees
Dec 4 - Dec 5
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
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 ￥20,803
￥42,641 total
includes taxes & fees
Nov 27 - Nov 28
Heart of Amish Country - Paradise Cottage
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, (1)
"Great location! Everything was on hand and it was an easy sweet little cottage to be in.It was clean and very functional with the added bonus of being so close to all the activity in North Beach.Heather was responsive and obviously cares about her guests and their stay.Highly recommend! "
United States
Georgina P.
The price is ￥20,020
￥43,272 total
includes taxes & fees
Nov 30 - Dec 1
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Fridge, microwave, oven, stovetop
Ocean Block Dewey Beach and Pet Friendly!

Cottage in Rehoboth by the Sea

10.0 out of 10, Exceptional, (187)
"Perfect spot for weekend getaway!"
United States
Kim H.
The price is ￥31,282
￥74,237 total
includes taxes & fees
Nov 29 - Nov 30
Ocean Block Dewey Beach and Pet Friendly!
Property grounds
Cozy Spring House in Gorgeous Chadds Ford!

Cottage in Chadds Ford

10.0 out of 10, Exceptional, (65)
"Comfy, clean and comfortable. Would stay here again. Great location, location, location."
United States
Stephen D.
The price is ￥35,192
￥58,464 total
includes taxes & fees
Nov 26 - Nov 27
Cozy Spring House in Gorgeous Chadds Ford!
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 ￥22,523
￥52,339 total
includes taxes & fees
Nov 30 - Dec 1
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
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 ￥27,513
￥53,641 total
includes taxes & fees
Nov 30 - Dec 1
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
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

Comfort Inn Ocean City Boardwalk

Comfort Inn Ocean City Boardwalk

10/10 Excellent
"Lovely"
Melissa 1-night trip
Posted 10 hours ago
Comfort Inn Ocean City Boardwalk

Find out more about Eastern Shore

Eastern Shore Cottages information

Number of reviews
1,559
Accommodation
40 Cottages
Lowest Price
￥14,676
Highest Price
￥138,434

Frequently asked questions

How much do cottages in Eastern Shore cost?
Prepare to pay between ￥14,676 and ￥138,434 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 40 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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