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Our top choices for Eastern Shore holiday homes

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (56 reviews)
"Cottage was exactly as listed. Great value"
United States
Tom B.
The price is £144
includes taxes & fees
30 Jun - 1 Jul
Cottage near the Bay

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Elkton
10.0 out of 10, Exceptional, (3 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is £258
includes taxes & fees
23 Jun - 24 Jun
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (46 reviews)
"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."
United States
Brian
The price is £252
includes taxes & fees
29 Jun - 30 Jun
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Berlin
9.8 out of 10, Exceptional, (104 reviews)
The price is £264
includes taxes & fees
23 Jun - 24 Jun
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed
Elkton
9.8 out of 10, Exceptional, (7 reviews)
"This was a unique experience in a good way, very cool to sleep in the dome with windows to the sky and trees! Nice to know host is pet-friendly, even had paw towels and a water dish. We will bring our dog next time. The pellet stove made the rainy night and morning cozy."
United States
Deb F.
The price is £123
includes taxes & fees
24 Jun - 25 Jun
Summer Rustic Camping with AC and King Bed

BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (56 reviews)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is £229
includes taxes & fees
23 Jun - 24 Jun
BAYSIDE BUNGALOW

Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (38 reviews)
"Great place to stay, very private. Plenty of room for big groups. Would definitely book again, when in the area. "
United States
Handy M.
The price is £262
includes taxes & fees
29 Jun - 30 Jun
Charming Coastal/Country Home w/3 Acres & Sauna!

401 142nd Street

401 142nd Street
North Ocean City
10.0 out of 10, Exceptional, (24 reviews)
"Wonderful stay at a clean cottage"
United States
Jenn C.
The price is £358
includes taxes & fees
13 Jul - 14 Jul
401 142nd Street

Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (20 reviews)
"Very clean and cozy home, they had all the necessary things we needed for our stay and we will certainly be staying there again if it’s available during our next visit. "
United States
Ryan B.
The price is £194
includes taxes & fees
23 Jun - 24 Jun
Cozy Barn Loft: Country Views & Central to Beaches

Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (21 reviews)
"Perfect for our weekend away watching college softball!!!"
United States
Michelle S.
The price is £310
includes taxes & fees
14 Jul - 15 Jul
Salisbury Hideaway

6 Mi to Salisbury: Forest-View Sanctuary!

6 Mi to Salisbury: Forest-View Sanctuary!
Parsonsburg
9.8 out of 10, Exceptional, (6 reviews)
"Awesome place "
United States
Rebecca M.
The price is £206
includes taxes & fees
25 Jun - 26 Jun
6 Mi to Salisbury: Forest-View Sanctuary!

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge
9.6 out of 10, Exceptional, (22 reviews)
"Lovely terrace style town house in a lovely location in close proximity to the Marina and other amenities. Beautiful place to relax."
United States
Robert
The price is £389
includes taxes & fees
21 Jul - 22 Jul
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Bayside Cottage steps from Rock Hall Harbor

Bayside Cottage steps from Rock Hall Harbor
Rock Hall
10.0 out of 10, Exceptional, (4 reviews)
"Great spot, close to everything in town - had a nice visit!"
United States
Adam S.
The price is £267
includes taxes & fees
29 Jun - 30 Jun
Bayside Cottage steps from Rock Hall Harbor

Steps to the Beach : Sea Loft 103:

Steps to the Beach : Sea Loft 103:
North Ocean City
10.0 out of 10, Exceptional, (3 reviews)
"We have been coming to this beach and this unit for about 20 years. We love the area as it is not so crowded and has groceries and drug store nearby. It is off the main drag and is just a very short distance to the beach. We love it."
United States
Anne M.
The price is £351
includes taxes & fees
24 Jun - 25 Jun
Steps to the Beach : Sea Loft 103:

Summer is here on Smith Island! Come out and enjoy a great season on the Bay

Summer is here on Smith Island! Come out and enjoy a great season on the Bay
Smith Island
9.8 out of 10, Exceptional, (15 reviews)
"The perfect place to wind down, reconnect with people, culture and a way of life we’ve strayed away from. The house was amazing! The town, the good people and the atmosphere just as much. "
United States
David
The price is £271
includes taxes & fees
26 Jun - 27 Jun
Summer is here on Smith Island! Come out and enjoy a great season on the Bay

Beachy Studio Condo with Pool and steps from the OC Boardwalk

Beachy Studio Condo with Pool and steps from the OC Boardwalk
Midtown Ocean City
9.0 out of 10, Wonderful, (8 reviews)
"This spot was perfect for what me and my girlfriend needed and the interior had a nice homey, nostalgic feel to it. "
United States
Devante S.
The price is £236
includes taxes & fees
23 Jun - 24 Jun
Beachy Studio Condo with Pool and steps from the OC Boardwalk

Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (38 reviews)
"My family and I had a great stay was a comfy and safe space to relax and enjoy our Halloween weekend would definitely recommend!"
United States
Mackenzie N.
The price is £301
includes taxes & fees
29 Jun - 30 Jun
Salisbury Cottage

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (14 reviews)
"This was a lovely find and had more amenities than the pictures provided with seating for 8, an air fryer, and a Keurig. There was a full kitchen, so cooking was easy. The king bed was very comfortable. It is near the outlet malls and is in a great location. The owner is very nice and accommodating. "
United States
Robin
The price is £319
includes taxes & fees
23 Jun - 24 Jun
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Spacious, recently renovated centrally located condo with pool and parking

Spacious, recently renovated centrally located condo with pool and parking
Downtown Ocean City
10.0 out of 10, Exceptional, (5 reviews)
"Great condo and location!"
United States
Emily D.
The price is £413
includes taxes & fees
29 Jun - 30 Jun
Spacious, recently renovated centrally located condo with pool and parking

Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
Newark
10.0 out of 10, Exceptional, (10 reviews)
"Really comfortable and relaxing place to stay. Great service from host. "
United States
Roni V.
The price is £397
includes taxes & fees
30 Jun - 1 Jul
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
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

Find out more about Eastern Shore

Eastern Shore Holiday Homes information

Number of reviews
500
Accommodation
521 Holiday Homes
Lowest Price
£123
Highest Price
£413

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