A marina with numerous sailboats docked at wooden piers.

Eastern Maryland Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Eastern Maryland holiday rentals

A room with a large bed, multiple windows, and a ceiling fan.

1. Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (27 reviews)
"Excellent choice for the price, recommended for larger groups."
United States
Marcos
The price is AU$339
includes taxes & fees
11 Oct - 12 Oct
Salisbury Riverfront Lofts
A row of blue mobile homes with white railings and a covered porch area, located on a street with a 'One Way' sign visible.

2. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (374 reviews)
"Good and cute environment"
United States
junghyun
The price is AU$152
includes taxes & fees
13 Sept - 14 Sept
Shore Point Cottages
A bed with white and blue pillows, a tufted headboard, and three framed botanical prints on the wall.

3. Bohemia Manor Farm

Bohemia Manor Farm
3.5 star property
Chesapeake City
The price is AU$529
includes taxes & fees
23 Sept - 24 Sept
Bohemia Manor Farm
A gym with treadmills, dumbbells, and exercise balls, large windows with a view of the ocean.

4. 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, (1,318 reviews)
"The hotel did not disappoint. The room, the tub and especially the shower was the best. We also loved the view. Would come back again and get the same room. We had the presidential suite."
United States
Nichole
The price is AU$167
includes taxes & fees
9 Oct - 10 Oct
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
A balcony with a view of a parking lot and buildings.

5. Americana Condos 10th street

Americana Condos 10th street
3.5 star property
Downtown Ocean City
8.4 out of 10, Very good, (29 reviews)
"Wonderful views and so big!"
United States
Liz
The price is AU$657
includes taxes & fees
4 Oct - 5 Oct
Americana Condos 10th street
A covered patio with a table and chairs, overlooking a beach.

6. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
5.8 out of 10, (502 reviews)
"Great location--Very close to the steps and boardwalk!"
United States
ALEXIS
The price is AU$117
includes taxes & fees
5 Oct - 6 Oct
Majestic Hotel & Apartments
A view from a balcony with a striped awning, overlooking a beach with a wooden fence and benches.

7. OCHG VIRGINIA LEE

OCHG VIRGINIA LEE
2.0 star property
Downtown Ocean City
7.8 out of 10, Good, (9 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$610
includes taxes & fees
11 Sept - 12 Sept
OCHG VIRGINIA LEE
A wooden deck with a white railing, a bench, and a view of neighboring houses.

8. 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$594
includes taxes & fees
14 Sept - 15 Sept
Walk to Maryland Beach: Coastal Condo w/ Balcony
A living room with a green sofa, a matching armchair, a small round table, and a door.

9. The Mallard Apartments

The Mallard Apartments
2.5 star property
Downtown Ocean City
5.8 out of 10, (58 reviews)
"Not what is lists for, place was very dirty, sheets, sofa, carpets, beds, bathroom. Place smelled like must, humidity and mold. . Do not recommend anyone staying here"
United States
Diego
The price is AU$174
includes taxes & fees
7 Oct - 8 Oct
The Mallard Apartments
A multi-story building with a white exterior, balconies, and a sign indicating it is an apartment complex.

10. Ocean Terrace Family Apartments

Ocean Terrace Family Apartments
3.0 star property
Downtown Ocean City
7.6 out of 10, Good, (58 reviews)
"the front desk was so lovely and friendly. i loved the convenience of the location and it was a pretty nice apt!"
United States
Ada
The price is AU$124
includes taxes & fees
13 Sept - 14 Sept
Ocean Terrace Family Apartments
A covered patio with a table and chairs, a sliding glass door, and a white fence.

11. Monte Carlo Condos

Monte Carlo Condos
3.0 star property
Downtown Ocean City
7.0 out of 10, Good, (73 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$347
includes taxes & fees
20 Sept - 21 Sept
Monte Carlo Condos
A balcony with a view of the beach and ocean.

12. Boardwalk Terrace Apartments

Boardwalk Terrace Apartments
3.0 star property
Downtown Ocean City
5.8 out of 10, (111 reviews)
"Staff was very professional and polite. Ocean veiw was amazing from the balcony. Room was clean and comfortable. Location was perfect for beach and shops and restaurants."
United States
Melissa
The price is AU$113
includes taxes & fees
29 Sept - 30 Sept
Boardwalk Terrace Apartments
A balcony with a table and chairs, a flower arrangement, and a view of the street and buildings.

13. ELIS APARTMENT

ELIS APARTMENT
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (6 reviews)
"It was clean and comfortable very cool and quiet didn't have to use AC"
United States
Norda
The price is AU$351
includes taxes & fees
13 Sept - 14 Sept
ELIS APARTMENT
A wooden deck with white Adirondack chairs and a small round table.

14. Safari Apartments

Safari Apartments
3.0 star property
Downtown Ocean City
9.4 out of 10, Exceptional, (44 reviews)
"Friendly staff. Easy check in/out. Clean place. Great area close to the boardwalk. Will definitely rent again."
United States
David
The price is AU$286
includes taxes & fees
20 Sept - 21 Sept
Safari Apartments
A covered porch with wooden flooring, white railings, and two green chairs.

15. Wilmington Terrace

Wilmington Terrace
3.0 star property
Downtown Ocean City
8.2 out of 10, Very good, (12 reviews)
"Very clean and close to beach"
United States
Tony
The price is AU$279
includes taxes & fees
6 Oct - 7 Oct
Wilmington Terrace
A spacious living room with large windows, a ceiling fan, and a wooden floor.

16. 8 Mi to Ocean City: Warm & Cozy 3BR Family Home

8 Mi to Ocean City: Warm & Cozy 3BR Family Home
3.0 star property
Ocean Pines
The price is AU$832
includes taxes & fees
30 Sept - 1 Oct
8 Mi to Ocean City: Warm & Cozy 3BR Family Home
A waterfront house with a balcony, dock, and a view of the water.

17. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (631 reviews)
"Absolutely loved our stay. It was so quiet, peaceful and scenic. The pool was amazing"
United States
Lindsay
The price is AU$339
includes taxes & fees
13 Sept - 14 Sept
Key West Cottages

18. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (318 reviews)
"Loved sitting on the porch and just seeing water, water everywhere!!"
United States
David
The price is AU$299
includes taxes & fees
16 Sept - 17 Sept
Blufin Bungalows & Marina
A deck with a table and chairs, a large umbrella, and a grill.

19. Walk to Bowers Beach! Peaceful Coastal Retreat

Walk to Bowers Beach! Peaceful Coastal Retreat
3.0 star property
Frederica
The price is AU$1,014
includes taxes & fees
13 Sept - 14 Sept
Walk to Bowers Beach! Peaceful Coastal Retreat
A modern kitchen with white cabinetry, a dining area with a wooden table and chairs, and a brown leather sofa in the living area.

20. The Cabins at Beaver Creek

The Cabins at Beaver Creek
3.5 star property
Strasburg
10.0 out of 10, Exceptional, (11 reviews)
"Such a gorgeous place "
United States
Gerald
The price is AU$518
includes taxes & fees
13 Sept - 14 Sept
The Cabins at Beaver Creek
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Eastern Maryland Hotel Reviews

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"I"
Noah 1-night trip
Posted 1 hour ago
Princess Royale Oceanfront Resort

Find out more about Eastern Maryland

Everything you need to know about Eastern Maryland 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 Maryland 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 Maryland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Eastern Maryland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Eastern Maryland. 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 Maryland 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 Maryland holiday rentals we have selected for you start as low as AU$113 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Eastern Maryland rentals

At Expedia, we put the best Eastern Maryland 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 Maryland 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 Maryland 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 Maryland. 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