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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, (54 reviews)
"Great little place "
United States
Eric R.
The price is ¥12,709
¥29,271 total
includes taxes & fees
May 13 - May 14
Cottage near the Bay

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, (100 reviews)
"Property was perfect for us and our dogs."
United States
Jeffrey B.
The price is ¥19,613
¥45,163 total
includes taxes & fees
May 10 - May 11
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

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, (20 reviews)
"Very nice place in a great location. We would definitely stay there again "
United States
Traci C.
The price is ¥35,303
¥71,017 total
includes taxes & fees
May 11 - May 12
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Adorable two-bedroom retreat close to Easton, Denton, Centreville

Adorable two-bedroom retreat close to Easton, Denton, Centreville
Queen Anne
10.0 out of 10, Exceptional, (28 reviews)
"Really cute little place - very clean and owners are great about checking in on you to make sure things are great."
United States
Cheryl
The price is ¥23,292
¥48,384 total
includes taxes & fees
May 10 - May 11
Adorable two-bedroom retreat close to Easton, Denton, Centreville

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, (4 reviews)
"Great condo and location!"
United States
Emily D.
The price is ¥13,980
¥47,466 total
includes taxes & fees
May 9 - May 10
Spacious, recently renovated centrally located condo with pool and parking

BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (53 reviews)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is ¥31,264
¥47,390 total
includes taxes & fees
May 14 - May 15
BAYSIDE BUNGALOW

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 ¥25,324
¥57,001 total
includes taxes & fees
May 11 - May 12
Salisbury Cottage

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, (44 reviews)
"We had a wonderful stay! The host was incredibly kind, responsive, and helpful throughout, making everything smooth and stress-free. The house itself was a great place to stay. It is clean, comfortable, and exactly as described. We really appreciated the thoughtful touches and would happily stay here again. Highly recommended!"
United States
Supriya V.
The price is ¥27,552
¥58,144 total
includes taxes & fees
May 14 - May 15
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Tranquil Direct Waterfront house in West Ocean City, MD!!!!

Tranquil Direct Waterfront house in West Ocean City, MD!!!!
West Ocean City
10.0 out of 10, Exceptional, (1 review)
"Had a fantastic stay here. The neighborhood was quiet and peaceful, beautiful view of the water and an awesome place to catch a sunset. The host was absolutely amazing — friendly, personable, and quick to respond. Location was convenient and close to pretty much everything we wanted to do. Check-in and check-out were very easy. The house was a perfect size for us (2 adults and our dog), well maintained and very clean. Would definitely stay here again."
United States
Christine G.
The price is ¥28,101
¥80,678 total
includes taxes & fees
May 13 - May 14
Tranquil Direct Waterfront house in West Ocean City, MD!!!!

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)
"The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property."
United States
Rees L.
The price is ¥17,322
¥30,395 total
includes taxes & fees
Jun 8 - Jun 9
Summer Rustic Camping with AC and King Bed

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

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.6 out of 10, Exceptional, (35 reviews)
"Great stay, would do it again."
United States
Brandon D.
The price is ¥30,500
¥62,653 total
includes taxes & fees
May 26 - May 27
Charming Coastal/Country Home w/3 Acres & Sauna!

Summer is almost here on Smith Island! Get ready for a great season on the Bay

Summer is almost here on Smith Island! Get ready for a great season on the Bay
Smith Island
9.8 out of 10, Exceptional, (15 reviews)
"Excellent property, excellent host. This is a very well-appointed property located very close to the ferry dock. Golf cart, bikes, and kayaks were in great shape. Chris could not have been a more responsive or helpful host."
United States
Timothy S.
The price is ¥27,356
¥45,747 total
includes taxes & fees
May 31 - Jun 1
Summer is almost here on Smith Island! Get ready for a great season on the Bay

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, (12 reviews)
"Great overnight stay for a wedding nearby. Would highly recommend!"
United States
Kevin F.
The price is ¥39,225
¥65,694 total
includes taxes & fees
May 11 - May 12
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

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 ¥21,103
¥54,018 total
includes taxes & fees
May 10 - May 11
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Beach Paradise III - DOWNTOWN OCEANVIEW Luxury Townhome-Steps to Beach&Boardwalk

Beach Paradise III - DOWNTOWN OCEANVIEW Luxury Townhome-Steps to Beach&Boardwalk
Downtown Ocean City
9.6 out of 10, Exceptional, (86 reviews)
"Beautiful house in an awesome area! We had a fairly large group & were all very pleased with our stay. 10/10 would recommend!!"
United States
Alexis C.
The price is ¥22,751
¥68,007 total
includes taxes & fees
May 10 - May 11
Beach Paradise III - DOWNTOWN OCEANVIEW Luxury Townhome-Steps to Beach&Boardwalk

Bayside Cottage steps from Rock Hall Harbor

Bayside Cottage steps from Rock Hall Harbor
Rock Hall
10.0 out of 10, Exceptional, (2 reviews)
"Property was nicely refurbished and furnished and well equipped. The younger set especially enjoyed the 5 bikes in good condition and the large yard to play sports. All in all, a great weekend stay!"
United States
Dorothy R.
The price is ¥30,596
¥60,871 total
includes taxes & fees
Jun 7 - Jun 8
Bayside Cottage steps from Rock Hall Harbor

Beach Happy Apartment 7 Elis Apartment

Beach Happy Apartment 7 Elis Apartment
Downtown Ocean City
8.8 out of 10, Excellent, (10 reviews)
"Exactly what I was looking for. "
United States
Conor B.
The price is ¥17,039
¥38,342 total
includes taxes & fees
May 13 - May 14
Beach Happy Apartment 7 Elis Apartment

Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (21 reviews)
"Had a wonderful time house had everything you would need for a stay located right in the heart of Salisbury. Will definitely be going back to stay in this particular house. Thank you"
United States
Bryan M.
The price is ¥23,064
¥54,384 total
includes taxes & fees
May 12 - May 13
Salisbury Hideaway

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Cambridge
8.8 out of 10, Excellent, (10 reviews)
"Clean, cozy, and lovely - a winter cabin stay to remember. Kids already wanted to go back 5 days later. 10 out of 10 stars! "
United States
Mr.
The price is ¥49,551
¥97,928 total
includes taxes & fees
May 12 - May 13
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (12 reviews)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is ¥56,275
¥95,277 total
includes taxes & fees
May 11 - May 12
Turnbridge Manor
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
551
Accommodation
557 Vacation Homes
Lowest Price
¥29,271
Highest Price
¥97,928

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