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Check prices for these dates

In two weeks
31 Oct - 2 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan
In four months
6 Feb - 8 Feb

Featured Cottages in Eastern Shore

Exterior
Comfortable cottage in gated community, 5 mins to OC and Assateague
Comfortable cottage in gated community, 5 mins to OC and Assateague
9.8 out of 10, Exceptional, (41)
"Thank you for the use of your lovely house. Enjoyed our stay. "
The price is AU$493
includes taxes & fees
2 Nov - 3 Nov
Comfortable cottage in gated community, 5 mins to OC and Assateague
Property grounds
Quarry Landing - Center of Town & River View - 3 Bedroom
Quarry Landing - Center of Town & River View - 3 Bedroom
9.8 out of 10, Exceptional, (9)
"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 💙"
The price is AU$358
includes taxes & fees
3 Nov - 4 Nov
Quarry Landing - Center of Town & River View - 3 Bedroom
House (3 Bedrooms) | Front of property
6 Mi to Salisbury: Forest-view Sanctuary!
6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
The price is AU$367
includes taxes & fees
16 Oct - 17 Oct
6 Mi to Salisbury: Forest-view Sanctuary!
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.
10.0 out of 10, Exceptional, (25)
"Very nice cottage, as advertised"
The price is AU$323
includes taxes & fees
21 Oct - 22 Oct
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Exterior
Deal Island Bay Cottage
Deal Island Bay Cottage
9.6 out of 10, Exceptional, (57)
"We got every year and stay here, it’s great! "
The price is AU$408
includes taxes & fees
19 Oct - 20 Oct
Deal Island Bay Cottage
Terrace/patio
Long Beach Cottage, (romantic couple’s getaway)
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!"
The price is AU$590
includes taxes & fees
15 Oct - 16 Oct
Long Beach Cottage, (romantic couple’s getaway)
Exterior
Grandma’s Cottage will wrap around you like a warm hug
Grandma’s Cottage will wrap around you like a warm hug
The price is AU$637
includes taxes & fees
15 Oct - 16 Oct
Grandma’s Cottage will wrap around you like a warm hug
Terrace/patio
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
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. "
The price is AU$1,395
includes taxes & fees
1 Nov - 2 Nov
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Exterior
Key West Cottages
Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, (467)
"Great place to stay!"
Key West Cottages
Outdoor dining
Heart of Amish Country - Paradise Cottage
Heart of Amish Country - Paradise Cottage
10.0 out of 10, Exceptional, (38)
"House was immaculately clean and very comfortable. Host was very responsive, and even baked delicious cookies - a welcome late night snack after a long drive!"
The price is AU$423
includes taxes & fees
20 Oct - 21 Oct
Heart of Amish Country - Paradise Cottage
Exterior
Soul Oasis - home on the Chesapeake Bay
Soul Oasis - home on the Chesapeake Bay
9.8 out of 10, Exceptional, (35)
"Lovely house with tons of character. Clean and comfortable. A few steps from water. "
The price is AU$483
includes taxes & fees
20 Oct - 21 Oct
Soul Oasis - home on the Chesapeake Bay
House (3 Bedrooms) | Interior
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
3.0 star property
The price is AU$727
includes taxes & fees
19 Oct - 20 Oct
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
Interior
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
2.0 star property
The price is AU$431
includes taxes & fees
3 Nov - 4 Nov
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Terrace/patio
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
10.0 out of 10, Exceptional, (17)
"Hubs and I were looking for a relaxing getaway and boy did we find it. This cottage was perfect. "
The price is AU$437
includes taxes & fees
15 Oct - 16 Oct
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Terrace/patio
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.
9.6 out of 10, Exceptional, (5)
"Just the perfect place I needed for a personal retreat. It is quiet, peaceful and serene. I would definitely visit again. "
The price is AU$464
includes taxes & fees
15 Oct - 16 Oct
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Outdoor spa tub
Restful and Quaint Cottage
Restful and Quaint Cottage
9.8 out of 10, Exceptional, (124)
"It was a very restful place to visit.Very close to to many attractions...."
The price is AU$536
includes taxes & fees
15 Oct - 16 Oct
Restful and Quaint Cottage
Exterior
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
9.4 out of 10, Exceptional, (134)
"Location perfect, house nice, yard needs some work. "
The price is AU$589
includes taxes & fees
21 Oct - 22 Oct
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Exterior
Charming Carriage House in the Heart of Kennett
Charming Carriage House in the Heart of Kennett
10.0 out of 10, Exceptional, (37)
"We had a lovely visit! Communication was great, the place was clean, comfortable, and well stocked. Highly recommend!"
The price is AU$674
includes taxes & fees
15 Oct - 16 Oct
Charming Carriage House in the Heart of Kennett
Property grounds
Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes
Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes
9.2 out of 10, Wonderful, (7)
"This property was great! It had plenty of room, had everything you needed and was in a great location. We only stayed 1 night and liked it very much. When we go back to that area, this property will be the first place we look for to rent. It was clean, the beds were comfortable, the neighborhood was very nice and everyone was friendly. We didn't have a chance to use the bikes but we did walk down to the crabbing pier where there was a pretty little area. I would recommend staying here, and...
The price is AU$523
includes taxes & fees
15 Oct - 16 Oct
Slps 8 - Comm. Pool - PetsOK - WD - King - Bikes
Exterior
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
9.6 out of 10, Exceptional, (7)
"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."
The price is AU$572
includes taxes & fees
15 Oct - 16 Oct
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
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

Days Inn by Wyndham Ocean City Oceanfront

Days Inn by Wyndham Ocean City Oceanfront

10/10 Excellent
"There was a storm coming in, and we left early. We were there for the classic car cruise-in, and driving in the rain is not easy. Brandon, the manager, refunded the last day. The staff was AWESOME!! We will be staying here every year when the cruise-in comes in the fall!!! "
Wayne 4-night trip
Posted 2 days ago
Days Inn by Wyndham Ocean City Oceanfront

Find out more about Eastern Shore

Eastern Shore Cottages information

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Frequently asked questions

How much do cottages in Eastern Shore cost?
Cottages in Eastern Shore range between and 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 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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