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Our top choices for Eastern Shore vacation 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 ¥13,062
¥30,085 total
includes taxes & fees
Jun 22 - Jun 23
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 ¥21,770
¥54,357 total
includes taxes & fees
Jun 22 - Jun 23
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 price is ¥27,955
¥61,807 total
includes taxes & fees
Jul 20 - Jul 21
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (55 reviews)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is ¥32,252
¥48,888 total
includes taxes & fees
Jun 21 - Jun 22
BAYSIDE BUNGALOW

Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed
Elkton
9.8 out of 10, Exceptional, (6 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 ¥12,796
¥25,890 total
includes taxes & fees
Jun 22 - Jun 23
Summer Rustic Camping with AC and King Bed

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 ¥44,358
¥82,583 total
includes taxes & fees
Jul 21 - Jul 22
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

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 ¥22,093
¥55,896 total
includes taxes & fees
Jun 21 - Jun 22
Salisbury Hideaway

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 ¥21,625
¥42,644 total
includes taxes & fees
Jun 24 - Jun 25
Cozy Barn Loft: Country Views & Central to Beaches

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 ¥26,197
¥58,828 total
includes taxes & fees
Jul 2 - Jul 3
Charming Coastal/Country Home w/3 Acres & Sauna!

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 ¥14,997
¥43,153 total
includes taxes & fees
Jun 25 - Jun 26
6 Mi to Salisbury: Forest-View Sanctuary!

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)
"This property and its owner were everything we look for in a vacation rental. Listing is as an old farm house does not do it justice. The owner has carefully curated it it with an electric collection of furniture ,pottery and various hand crafted items. She has put her heart and soul into this house and you can feel.it ad soon as you step inside. We will definitely be back.😍😍😍😍😍 The McCartney's and the Horneffs.......Thanks again for everything Laurie."
United States
Melinda
The price is ¥28,221
¥56,712 total
includes taxes & fees
Jun 21 - Jun 22
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

Waterfront Getaway with Dock

Waterfront Getaway with Dock
Woolford
10.0 out of 10, Exceptional, (57 reviews)
"Great place, will stay again"
United States
Matt S.
The price is ¥37,090
¥44,956 total
includes taxes & fees
Jul 15 - Jul 16
Waterfront Getaway with Dock

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 ¥36,284
¥58,023 total
includes taxes & fees
Jun 21 - Jun 22
Summer is here on Smith Island! Come out and enjoy a great season on the Bay

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 ¥31,284
¥62,391 total
includes taxes & fees
Jul 13 - Jul 14
Bayside Cottage steps from Rock Hall Harbor

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 ¥40,315
¥67,520 total
includes taxes & fees
Jun 22 - Jun 23
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

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 ¥15,859
¥52,939 total
includes taxes & fees
Jun 22 - Jun 23
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 ¥27,414
¥62,391 total
includes taxes & fees
Jun 21 - Jun 22
Salisbury Cottage

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 ¥21,171
¥75,213 total
includes taxes & fees
Jun 24 - Jun 25
Steps to the Beach : Sea Loft 103:

3BR/2BA Ocean Pines golf course home near Yacht Club, marina & pools—minutes to Ocean City beaches!

3BR/2BA Ocean Pines golf course home near Yacht Club, marina & pools—minutes to Ocean City beaches!
Ocean Pines
The price is ¥26,290
¥197,142 total
includes taxes & fees
Jul 6 - Jul 7
3BR/2BA Ocean Pines golf course home near Yacht Club, marina & pools—minutes to Ocean City beaches!

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, (9 reviews)
"Really comfortable and relaxing place to stay. Great service from host. "
United States
Roni V.
The price is ¥32,413
¥82,005 total
includes taxes & fees
Jun 21 - Jun 22
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 Vacation Homes information

Number of reviews
271
Accommodation
513 Vacation Homes
Lowest Price
¥49,339
Highest Price
¥49,339

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