A marina with numerous boats docked at wooden piers under a clear sky.

Eastern Shore Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Eastern Shore holiday rentals

Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
6.0 out of 10, (429 reviews)
"Great location--Very close to the steps and boardwalk!"
United States
ALEXIS
The price is AU$164
includes taxes & fees
22 July - 23 July
Majestic Hotel & Apartments

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
3.0 star property
Midtown Ocean City
7.4 out of 10, Good, (1,312 reviews)
"Everything was great :) Great location...great staff!"
United States
Daria
The price is AU$415
includes taxes & fees
12 Aug - 13 Aug
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (26 reviews)
"It was a great stay nice comfortable place "
United States
Adam
The price is AU$395
includes taxes & fees
23 July - 24 July
Salisbury Riverfront Lofts

ELIS APARTMENT

ELIS APARTMENT
3.0 star property
Downtown Ocean City
9.2 out of 10, Wonderful, (5 reviews)
"Very nice place "
United States
Marvin R
The price is AU$617
includes taxes & fees
23 July - 24 July
ELIS APARTMENT

The Mallard Apartments

The Mallard Apartments
2.5 star property
Downtown Ocean City
5.8 out of 10, (50 reviews)
"Very nice place to stay at, will come back again .'."
United States
Hugo
The price is AU$308
includes taxes & fees
28 July - 29 July
The Mallard Apartments

OCHG VIRGINIA LEE

OCHG VIRGINIA LEE
2.0 star property
Downtown Ocean City
7.8 out of 10, Good, (8 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$668
includes taxes & fees
9 Aug - 10 Aug
OCHG VIRGINIA LEE

'the Bayside Escape' Remote Chesapeake Bay Estate

'the Bayside Escape' Remote Chesapeake Bay Estate
3.0 star property
Fishing Creek
The price is AU$1,308
includes taxes & fees
29 July - 30 July
'the Bayside Escape' Remote Chesapeake Bay Estate

Nock Apartments

Nock Apartments
3.0 star property
Downtown Ocean City
6.4 out of 10, (104 reviews)
"Perfect for groups of friends or families"
United States
Landen
The price is AU$288
includes taxes & fees
27 July - 28 July
Nock Apartments

Ocean Terrace Family Apartments

Ocean Terrace Family Apartments
3.0 star property
Downtown Ocean City
7.8 out of 10, Good, (40 reviews)
"Greatly enjoyed!!! Will stay again!!!"
United States
Nicola
The price is AU$388
includes taxes & fees
22 July - 23 July
Ocean Terrace Family Apartments

Club Ocean Villas II by Coolvacay

Club Ocean Villas II by Coolvacay
3.5 star property
North Ocean City
8.4 out of 10, Very good, (65 reviews)
"Great 2 BR unit and amenities in a nice location just a couple blocks to North OC beach though far from the Boardwalk. Our family really enjoyed our 2-night stay! The very clean outdoor hot tub was fantastic and just what our tired bones needed! Just make sure maids are always cleaning out bathroom spa tub jets but ZERO issues with cleanliness otherwise.A wonderful experience and I highly recommend!"
United States
Elsa
The price is AU$623
includes taxes & fees
4 Aug - 5 Aug
Club Ocean Villas II by Coolvacay

Boardwalk Terrace Apartments

Boardwalk Terrace Apartments
3.0 star property
Downtown Ocean City
5.6 out of 10, (107 reviews)
"Good Location, clean. Will stay again"
United States
Sean
The price is AU$375
includes taxes & fees
19 Aug - 20 Aug
Boardwalk Terrace Apartments

Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay
3.0 star property
Midtown Ocean City
8.2 out of 10, Very good, (46 reviews)
"Check in was flawless, and the room was perfect."
United States
Cory
The price is AU$812
includes taxes & fees
22 July - 23 July
Bay Club Resort by Coolvacay

Wilmington Terrace

Wilmington Terrace
3.0 star property
Downtown Ocean City
8.0 out of 10, Very good, (11 reviews)
"Very clean and close to beach"
United States
Tony
The price is AU$658
includes taxes & fees
22 July - 23 July
Wilmington Terrace

Monte Carlo Condos

Monte Carlo Condos
3.0 star property
Downtown Ocean City
6.8 out of 10, (63 reviews)
"Unexpected pet fee on top of resort fees we did expect. Nice and close to boardwalk. Room was quiet, private, spacious."
United States
Ben
The price is AU$928
includes taxes & fees
23 July - 24 July
Monte Carlo Condos

OCHG SeaFoam Ocean Front5

OCHG SeaFoam Ocean Front5
3.0 star property
Downtown Ocean City
2.0 out of 10, (1 review)
"Terrible experience"
United States
Sorothkunthea
OCHG SeaFoam Ocean Front5

6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is AU$388
includes taxes & fees
9 Aug - 10 Aug
6 Mi to Salisbury: Forest-view Sanctuary!

Balcony w/ Inlet View: Dtwn Ocean City Condo

Balcony w/ Inlet View: Dtwn Ocean City Condo
3.0 star property
Downtown Ocean City
10.0 out of 10, Exceptional, (4 reviews)
"Location was excellent and very clean and spacious"
United States
Paula
The price is AU$858
includes taxes & fees
17 Aug - 18 Aug
Balcony w/ Inlet View: Dtwn Ocean City Condo

Pet-friendly Smith Island Cottage w/ Golf Cart!

Pet-friendly Smith Island Cottage w/ Golf Cart!
3.0 star property
Smith Island
10.0 out of 10, Exceptional, (1 review)
"We had a lovely 2 night stay. The owners and host were wonderful. We were so happy to have use of the golf cart and bicycles. The cottage is adorable with beautiful touches all around."
United States
Karl
The price is AU$388
includes taxes & fees
1 Aug - 2 Aug
Pet-friendly Smith Island Cottage w/ Golf Cart!

Deck w/ Canal Access: Ocean City Townhome

Deck w/ Canal Access: Ocean City Townhome
4.0 star property
North Ocean City
9.0 out of 10, Wonderful, (2 reviews)
"Great place! Loved the location. AC wasn’t working but the owner and property manager tried very hard to resolve the issue. Communication was great during our stay and the house was clean and exactly how it’s listed. I would absolutely recommend this place and will book again in the future!"
United States
Brock
The price is AU$663
includes taxes & fees
4 Aug - 5 Aug
Deck w/ Canal Access: Ocean City Townhome

Walk to Maryland Beach: Coastal Condo w/ Balcony

Walk to Maryland Beach: Coastal Condo w/ Balcony
3.5 star property
North Ocean City
The price is AU$683
includes taxes & fees
24 July - 25 July
Walk to Maryland Beach: Coastal Condo w/ Balcony
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.
Save an average of 15% on thousands of hotels when you're signed in

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$308 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. 

Explore a world of travel with Expedia