Eastern Shore Holiday Rentals

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Our top choices for Eastern Shore holiday rentals

3.0 star property
7.4 out of 10, Good, (1,301 reviews)
"Everything was great :) Great location...great staff!"
United States
Daria
The price is AU$147
includes taxes & fees
15 Mar - 16 Mar
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Cottage in Berlin

Shore Point Cottages
3.0 star property
9.4 out of 10, Exceptional, (304 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
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 AU$460
includes taxes & fees
7 Mar - 8 Mar
Charming 2-Bed Condo Steps From the Beach!
9.6 out of 10, Exceptional, (93 reviews)
"Good location with great views."
United States
Mark M.
The price is AU$654
includes taxes & fees
9 Mar - 10 Mar
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews

Condo in Downtown Ocean City

Americana Condos 10th street
3.5 star property
8.4 out of 10, Very good, (19 reviews)
"straight fire, definitely going back"
United States
stephen
Americana Condos 10th street
10.0 out of 10, Exceptional, (38 reviews)
"Very cool place. "
United States
Eric L.
The price is AU$302
includes taxes & fees
8 Mar - 9 Mar
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
9.0 out of 10, Wonderful, (123 reviews)
"Perfect location. Clean and safe. Thanks for a great stay! "
United States
Kelly G.
The price is AU$475
includes taxes & fees
9 Mar - 10 Mar
Mid Town OceanSide/Block 46th St. Sleeps 5 Location, Location, Location!

Apartment in Salisbury

Salisbury Riverfront Lofts
3.0 star property
9.4 out of 10, Exceptional, (23 reviews)
"It was a great stay nice comfortable place "
United States
Adam
The price is AU$363
includes taxes & fees
16 Mar - 17 Mar
Salisbury Riverfront Lofts
3.0 star property
The price is AU$364
includes taxes & fees
18 Mar - 19 Mar
6 Mi to Salisbury: Forest-view Sanctuary!

Condo in Downtown Ocean City

OCHG VIRGINIA LEE
2.0 star property
8.4 out of 10, Very good, (7 reviews)
"Love the quaintness of the property. Very clean. Needs updating however did have the old school beach vibe. Really enjoyed our stay. "
United States
Kimberly
The price is AU$619
includes taxes & fees
1 Apr - 2 Apr
OCHG VIRGINIA LEE
10.0 out of 10, Exceptional, (139 reviews)
"We love this condo for privacy and comfort,stressfree vacation "
United States
Daniel C.
The price is AU$874
includes taxes & fees
29 Mar - 30 Mar
Oceanfront, huge balcony, New Remodel in North Ocean City
10.0 out of 10, Exceptional, (41 reviews)
"We had an awesome stay. There was plenty of room for 10 people and steps away from the beach . We would highly recommend staying here. "
United States
Amy M.
The price is AU$1,240
includes taxes & fees
9 Mar - 10 Mar
5BR OceanView O/D Space/Movies, Pool, Bikes, Gear
8.8 out of 10, Excellent, (38 reviews)
"Great vacation and great place to stay, will hopefully book again next year"
United States
Craig L.
The price is AU$613
includes taxes & fees
7 Mar - 8 Mar
Direct Oceanfront condo- AMAZING VIEWS & GREAT AMENITIES!
9.8 out of 10, Exceptional, (94 reviews)
"Very centrally located with amazing views!"
United States
Frank C.
The price is AU$480
includes taxes & fees
16 Mar - 17 Mar
Delightful Escape, Oceanfront 2BDR , Awesome Views, Pool, Clean!
9.8 out of 10, Exceptional, (8 reviews)
"Clean and comfortable. Very nice stay in the country!"
United States
Daniel B.
The price is AU$231
includes taxes & fees
6 Apr - 7 Apr
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
9.8 out of 10, Exceptional, (40 reviews)
"Perfect in every way… a great stay"
United States
Robert B.
The price is AU$160
includes taxes & fees
6 Apr - 7 Apr
Country Get Away Studio Apartment
9.6 out of 10, Exceptional, (108 reviews)
"Everything was clean and neat and welcoming "
United States
Iriana J.
The price is AU$227
includes taxes & fees
11 Mar - 12 Mar
First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (107 reviews)
"Clean and close to the beach. My family enjoyed our stay"
United States
Eric A.
The price is AU$670
includes taxes & fees
9 Mar - 10 Mar
Downtown Condo Only 3 Blocks to the Beach & Boardwalk!
9.0 out of 10, Wonderful, (67 reviews)
"The host was very welcoming and available for questions. Wonderful location and great stay!"
United States
Dina A.
The price is AU$808
includes taxes & fees
10 Mar - 11 Mar
Amazing Views, Oceanfront Penthouse for families or large groups sleep 12 +
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

Everything you need to know about Eastern Shore holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Eastern Shore holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Eastern Shore holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Eastern Shore holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Eastern Shore. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Eastern Shore holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Eastern Shore holiday rentals we have selected for you start as low as AU$147 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Eastern Shore rentals

At Expedia, we put the best Eastern Shore holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Eastern Shore rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Eastern Shore holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Eastern Shore. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.