Eastern Shore Vacation Rentals

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Our top choices for Eastern Shore vacation homes

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, (43 reviews)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
The price is CA $111
CA $363 total
includes taxes & fees
Mar 16 - Mar 17
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (52 reviews)
"Great little place "
United States
Eric R.
The price is CA $110
CA $255 total
includes taxes & fees
Mar 13 - Mar 14
Cottage near the Bay

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

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.6 out of 10, Exceptional, (34 reviews)
"Great stay, would do it again."
United States
Brandon D.
The price is CA $111
CA $363 total
includes taxes & fees
Mar 16 - Mar 17
Charming Coastal/Country Home w/3 Acres & Sauna!

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 CA $224
CA $517 total
includes taxes & fees
Mar 18 - Mar 19
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Elkton
8.6 out of 10, Excellent, (14 reviews)
"Nice and quiet place to stay"
United States
Gary M.
The price is CA $183
CA $387 total
includes taxes & fees
Mar 16 - Mar 17
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (19 reviews)
"Was wonderfully comfortable and clean. Would definitely recommend. "
United States
Joy D.
The price is CA $182
CA $361 total
includes taxes & fees
Mar 15 - Mar 16
Cozy Barn Loft: Country Views & Central to Beaches

Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed
Elkton
9.6 out of 10, Exceptional, (5 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 CA $108
CA $218 total
includes taxes & fees
Mar 15 - Mar 16
Summer Rustic Camping with AC and King Bed

Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!
Downtown Ocean City
10.0 out of 10, Exceptional, (20 reviews)
"Great vacation area and accommodation!"
United States
Letizia
The price is CA $61
CA $415 total
includes taxes & fees
Mar 18 - Mar 19
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

5-bedroom vacation home 5 minutes from historic Charlestown

5-bedroom vacation home 5 minutes from historic Charlestown
Perryville
9.8 out of 10, Exceptional, (148 reviews)
"Magical and made tons of family wedding memories. What a perfect house on the river!! We will be booking again"
United States
Mary D.
The price is CA $351
CA $719 total
includes taxes & fees
Apr 8 - Apr 9
5-bedroom vacation home 5 minutes from historic Charlestown

Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (35 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 CA $227
CA $526 total
includes taxes & fees
Mar 29 - Mar 30
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, (12 reviews)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
The price is CA $340
CA $573 total
includes taxes & fees
Mar 16 - Mar 17
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Come escape to Smith Island for the Spring and enjoy nature, peace and quiet

Come escape to Smith Island for the Spring and enjoy nature, peace and quiet
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 CA $306
CA $486 total
includes taxes & fees
Apr 1 - Apr 2
Come escape to Smith Island for the Spring and enjoy nature, peace and quiet

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, (81 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 CA $61
CA $416 total
includes taxes & fees
Mar 31 - Apr 1
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 CA $238
CA $493 total
includes taxes & fees
Apr 1 - Apr 2
Bayside Cottage steps from Rock Hall Harbor

Historic home on Smith Island w/ dock!

Historic home on Smith Island w/ dock!
Smith Island
9.6 out of 10, Exceptional, (46 reviews)
"Very nice property! Spacious rooms, great host"
United States
Sara L.
The price is CA $270
CA $423 total
includes taxes & fees
Mar 31 - Apr 1
Historic home on Smith Island w/ dock!

BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!

BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!
North Ocean City
9.6 out of 10, Exceptional, (65 reviews)
"The place was beautiful , convenient to walk around to the beach and the stores "
United States
Theresa K.
The price is CA $129
CA $502 total
includes taxes & fees
Apr 5 - Apr 6
BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!

BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
North Ocean City
9.8 out of 10, Exceptional, (138 reviews)
"The home was beautifully decorated for the holidays. Everything was just as described and Kim was an excellent host. "
United States
Pamela M.
The price is CA $61
CA $416 total
includes taxes & fees
Mar 15 - Mar 16
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View

Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View
Downtown Ocean City
9.2 out of 10, Wonderful, (19 reviews)
"Really nice place,had everything we needed very elegant and relaxing,tvs nice and updated will come back again "
United States
George H.
The price is CA $61
CA $416 total
includes taxes & fees
Mar 26 - Mar 27
Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View

9th ST Peachy Keen Beach House - Short Walk To The Beach & Boardwalk

9th ST Peachy Keen Beach House - Short Walk To The Beach & Boardwalk
Downtown Ocean City
9.6 out of 10, Exceptional, (16 reviews)
"Great location for experiencing Ocean City and all it has to offer."
United States
Bradley S.
The price is CA $170
CA $1,018 total
includes taxes & fees
Mar 28 - Mar 29
9th ST Peachy Keen Beach House - Short Walk To The Beach & Boardwalk

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 CA $422
CA $839 total
includes taxes & fees
Mar 13 - Mar 14
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
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

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Eastern Shore Vacation Homes information

Number of reviews
672
Accommodation
632 Vacation Homes
Lowest Price
CA $218
Highest Price
CA $1,018

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