Eastern Shore Vacation Rentals

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Our top choices for Eastern Shore vacation homes

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 $114
CA $368 total
includes taxes & fees
Mar 23 - Mar 24
Charming Coastal/Country Home w/3 Acres & Sauna!

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 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 CA $114
CA $368 total
includes taxes & fees
Mar 19 - Mar 20
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 $111
CA $257 total
includes taxes & fees
Mar 19 - Mar 20
Cottage near the Bay

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 $233
CA $528 total
includes taxes & fees
Mar 23 - Mar 24
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)
"Rental had all of the necessary items (pots, plates and flatware) that we needed on our trip. Grand-kids enjoyed playing with the toys and on the outside play equipment. "
United States
jckglss6 G.
The price is CA $205
CA $411 total
includes taxes & fees
Mar 26 - Mar 27
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

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 $211
CA $507 total
includes taxes & fees
Mar 29 - Mar 30
Salisbury Cottage

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, (21 reviews)
"Great vacation area and accommodation!"
United States
Letizia
The price is CA $62
CA $417 total
includes taxes & fees
Mar 24 - Mar 25
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

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)
"Was wonderfully comfortable and clean. Would definitely recommend. "
United States
Joy D.
The price is CA $184
CA $365 total
includes taxes & fees
Mar 19 - Mar 20
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 $98
CA $209 total
includes taxes & fees
Mar 19 - Mar 20
Summer Rustic Camping with AC and King Bed

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 $342
CA $577 total
includes taxes & fees
Mar 20 - Mar 21
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

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 $354
CA $724 total
includes taxes & fees
Mar 19 - Mar 20
5-bedroom vacation home 5 minutes from historic Charlestown

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 $308
CA $490 total
includes taxes & fees
Apr 2 - Apr 3
Come escape to Smith Island for the Spring and enjoy nature, peace and quiet

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 $245
CA $395 total
includes taxes & fees
Mar 31 - Apr 1
Historic home on Smith Island w/ dock!

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 $240
CA $495 total
includes taxes & fees
Apr 1 - Apr 2
Bayside Cottage steps from Rock Hall Harbor

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 $62
CA $419 total
includes taxes & fees
Mar 26 - Mar 27
Beach Paradise III - DOWNTOWN OCEANVIEW Luxury Townhome-Steps to Beach&Boardwalk

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 $62
CA $419 total
includes taxes & fees
Mar 26 - Mar 27
Beach Paradise VII-Brand New Luxury Townhouse with Pool, Garage, and Water View

"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
North Ocean City
9.8 out of 10, Exceptional, (125 reviews)
"Exceeded all expectations, clean and well decorated. "
United States
Hannah R.
The price is CA $130
CA $503 total
includes taxes & fees
Apr 12 - Apr 13
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

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 $426
CA $846 total
includes taxes & fees
Mar 19 - Mar 20
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 CA $493
CA $846 total
includes taxes & fees
Mar 19 - Mar 20
Turnbridge Manor

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, (67 reviews)
"The place was beautiful , convenient to walk around to the beach and the stores "
United States
Theresa K.
The price is CA $92
CA $458 total
includes taxes & fees
Apr 1 - Apr 2
BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN 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

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Eastern Shore Vacation Homes information

Number of reviews
657
Accommodation
632 Vacation Homes
Lowest Price
CA $209
Highest Price
CA $846

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