Eastern Shore Holiday Rentals

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Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 Jun

Our top choices for Eastern Shore holiday rentals

Exterior

Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Coconut Malorie Resort Ocean City, Ascend Collection Hotel
3.0 star property
Midtown Ocean City
7.4 out of 10, Good, (1,300 reviews)
"Everything was great :) Great location...great staff!"
United States
Daria
The price is HK$598
HK$763 total
includes taxes & fees
19 Mar - 20 Mar
Coconut Malorie Resort Ocean City, Ascend Collection Hotel
Exterior

Country Get Away 1 Bedroom Apartment

Country Get Away 1 Bedroom Apartment
Elkton
9.8 out of 10, Exceptional, (40 reviews)
"The accommodation description is good; the actual accommodations are great, better than expected, truly a quiet country getaway with many unexpected extras. Deciding to stay here was great decision. It's done right."
United States
John L.
The price is HK$547
HK$870 total
includes taxes & fees
24 Feb - 25 Feb
Country Get Away 1 Bedroom Apartment
Front of property

6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is HK$719
HK$2,010 total
includes taxes & fees
20 Feb - 21 Feb
6 Mi to Salisbury: Forest-view Sanctuary!
Marina

Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (20 reviews)
"Yes she was welcoming "
United States
Garry B.
The price is HK$844
HK$2,195 total
includes taxes & fees
19 Feb - 20 Feb
Historic Chesapeake City Stay
Beach nearby

On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.2 out of 10, Wonderful, (29 reviews)
"We loved everything about our stay! This place is adorable and the location is awesome!"
United States
kelly K.
The price is HK$563
HK$1,821 total
includes taxes & fees
25 Feb - 26 Feb
On Main Street - Apartment C - Berlin, MD
Smart TV

Ocean calling & country concert availability!

Ocean calling & country concert availability!
North Ocean City
9.0 out of 10, Wonderful, (35 reviews)
"Perfect place to stay for oceans calling! On bus route but not in the craziness of the direct festival area."
United States
Jennifer F.
The price is HK$492
HK$1,628 total
includes taxes & fees
2 Mar - 3 Mar
Ocean calling & country concert availability!
Outdoor pool

Comfortable cottage in gated community, 5 mins to OC and Assateague

Comfortable cottage in gated community, 5 mins to OC and Assateague
Assateague Pointe
9.8 out of 10, Exceptional, (43 reviews)
"great place, great location, safe secure and everything we needed to get to assateague where the rest of the family were camping"
United States
Thomas B.
The price is HK$782
HK$2,451 total
includes taxes & fees
8 Mar - 9 Mar
Comfortable cottage in gated community, 5 mins to OC and Assateague
Fridge, microwave, oven, stovetop

Charming 2-Bed Condo Steps From the Beach!

Charming 2-Bed Condo Steps From the Beach!
North Ocean City
10.0 out of 10, Exceptional, (32 reviews)
"Great location, place very clean and perfect for our trip!"
United States
Ed S.
The price is HK$1,063
HK$2,640 total
includes taxes & fees
18 Feb - 19 Feb
Charming 2-Bed Condo Steps From the Beach!
Smart TV

Clean, modern and well-equipped Ocean City condo

Clean, modern and well-equipped Ocean City condo
Downtown Ocean City
10.0 out of 10, Exceptional, (16 reviews)
"Great stay! Place was clean and good location. Would stay again "
United States
Christina A.
The price is HK$703
HK$2,048 total
includes taxes & fees
18 Feb - 19 Feb
Clean, modern and well-equipped Ocean City condo
Marina

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Downtown Cambridge
9.8 out of 10, Exceptional, (12 reviews)
"This was such a cozy, comfortable space for a girls weekend away. We loved the charm of the old building paired with thoughtful amenities. "
United States
Lauren V.
The price is HK$1,077
HK$2,715 total
includes taxes & fees
3 Mar - 4 Mar
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
TV, fireplace, video games, DVD player

Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo
Downtown Ocean City
9.6 out of 10, Exceptional, (66 reviews)
"Great location walking distance to everything. Thank you so much for a great stay."
United States
valerie0472
The price is HK$352
HK$2,757 total
includes taxes & fees
18 Feb - 19 Feb
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo
Marina

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
Downtown Cambridge
8.4 out of 10, Very good, (6 reviews)
"Perfectly located in town and well appointed, comfortable quarters. We would stay again."
United States
Richard D.
The price is HK$977
HK$2,295 total
includes taxes & fees
1 Mar - 2 Mar
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
Marina

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 clean, and very comfortable beds."
United States
Edward R.
The price is HK$1,172
HK$2,825 total
includes taxes & fees
3 Mar - 4 Mar
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
View from room

Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (303 reviews)
"The location of shore point cottages is a pleasant and peaceful one. It's far enough out of the hustle and bustle of the boardwalk area. Yet close enough to everything that makes Ocean City a fun place to visit. Definitely a place to come back to and stay again."
United States
Mike
Shore Point Cottages
2 bedrooms, individually decorated, individually furnished

Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (23 reviews)
"It was a great stay nice comfortable place "
United States
Adam
The price is HK$544
HK$1,974 total
includes taxes & fees
18 Feb - 19 Feb
Salisbury Riverfront Lofts
Property grounds

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (108 reviews)
"We had a lovely visit. It was nice and quiet and parking was perfect."
United States
Anne D.
The price is HK$774
HK$1,241 total
includes taxes & fees
19 Feb - 20 Feb
First Floor Studio Apartment in Historic Chestertown
Interior

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 HK$352
HK$2,398 total
includes taxes & fees
18 Feb - 19 Feb
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!
Exterior

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

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.6 out of 10, Exceptional, (33 reviews)
"Great stay, would do it again."
United States
Brandon D.
The price is HK$498
HK$1,862 total
includes taxes & fees
18 Feb - 19 Feb
Charming Coastal/Country Home w/3 Acres & Sauna!
Beach

Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach
Worton
10.0 out of 10, Exceptional, (25 reviews)
"The apartment, including kitchen and bathroom, was very clean. Plenty of linens available for use. Perfect spot for fishing off of their dock. Very pleased with our reservation. "
United States
Debbie S.
The price is HK$1,368
HK$2,450 total
includes taxes & fees
19 Feb - 20 Feb
Waterfront Retreat with Private Dock and Beach
Exterior

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 HK$498
HK$1,878 total
includes taxes & fees
22 Feb - 23 Feb
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
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

Fenwick Inn

Fenwick Inn

10/10 Excellent
"The room was clean and spacious "
BRIDGETTE 2-night trip
Posted 16 hours ago
Fenwick Inn

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