A marina with numerous sailboats docked at wooden piers.

Eastern Maryland Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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, (28 reviews)
"I loved the location, the cleanliness and how good I felt being there. Thank you"
United States
Carmen
The price is AU$358
includes taxes & fees
28 Oct - 29 Oct
Salisbury Riverfront Lofts
A living room with two grey sofas, a coffee table, and a ceiling fan.

2. Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood
3.0 star property
Cambridge
10.0 out of 10, Exceptional, (1 review)
"This apt was built in the 50’s, or back when fewer outlets were needed, and it has window air conditioners. It was just what we were looking for as we visited the ste for family reunions"
United States
LOIS
The price is AU$459
includes taxes & fees
26 Oct - 27 Oct
Cambridge Apt in Walkable Neighborhood
An open door leading to a bedroom with a bed, a nightstand, and a lamp.

3. Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown

Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
Salisbury
9.8 out of 10, Exceptional, (25 reviews)
"Great location with plenty of space to relax."
United States
Doug R.
The price is AU$266
includes taxes & fees
8 Nov - 9 Nov
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
A house with a swimming pool, surrounded by a fence, and two red umbrellas.

4. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (130 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
The price is AU$229
includes taxes & fees
26 Oct - 27 Oct
First Floor Studio Apartment in Historic Chestertown
A living room with a sofa, a coffee table, a chair, and a dining table. There are two windows with curtains, a lamp, and a painting on the wall.

5. On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.4 out of 10, Exceptional, (43 reviews)
"Had great mini vac . The vrbo was right down town lots great shops and good choices for meals. All ready thinking about going back"
United States
Jeffry C.
The price is AU$337
includes taxes & fees
3 Nov - 4 Nov
On Main Street - Apartment C - Berlin, MD
A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

6. Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.8 out of 10, Exceptional, (30 reviews)
"Convenient, clean, super friendly host, loved it. Highly recommend!!!"
United States
Quinton
The price is AU$181
includes taxes & fees
28 Oct - 29 Oct
Guest Suite for up to 2 in a Victorian on the Chester River
A living room with a sofa, a coffee table, and a patterned rug. There is a window with curtains, a door, and a small table with chairs.

7. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (31 reviews)
"This is a great place, to feel comfortable. Exactly as advertised Just around the corner from Schaeffers."
United States
Janice H.
The price is AU$433
includes taxes & fees
26 Oct - 27 Oct
Historic Chesapeake City Stay
A well-lit living room with a sofa, armchair, dining table, and a television.

8. Direct OceanFront Condo on the center of the Boardwalk Newly Remodeled with Pool

Direct OceanFront Condo on the center of the Boardwalk Newly Remodeled with Pool
Downtown Ocean City
9.6 out of 10, Exceptional, (87 reviews)
"Cozy. Great location!"
United States
Renee H.
The price is AU$369
includes taxes & fees
26 Oct - 27 Oct
Direct OceanFront Condo on the center of the Boardwalk Newly Remodeled with Pool
A multi-story building with a white exterior, balconies, and a sign indicating it is an apartment complex.

9. Ocean Terrace Family Apartments

Ocean Terrace Family Apartments
3.0 star property
Downtown Ocean City
7.6 out of 10, Good, (70 reviews)
"it was really nice and easy to stay at!"
United States
aaniyah
Ocean Terrace Family Apartments
A spacious lobby with a marble floor, a central staircase, and arched windows.

10. 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, (1,331 reviews)
"Our room.seemed to be all new and we loved how there was a separate living room and bedroom with privacy doors. We had a beautiful view of the bay too from the second floor and we loved being on the sunset side of OC:)"
United States
cara
The price is AU$166
includes taxes & fees
26 Oct - 27 Oct
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
A brick building with a white porch and a well-maintained lawn.

11. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge
9.4 out of 10, Exceptional, (26 reviews)
"Pet friendly!"
United States
Mary Beth S.
The price is AU$545
includes taxes & fees
18 Nov - 19 Nov
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
A house with a blue front door, two windows, and a small porch.

12. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall
10.0 out of 10, Exceptional, (30 reviews)
"Great property! Great accommodations! Wonderful host"
United States
lisa p.
The price is AU$420
includes taxes & fees
2 Nov - 3 Nov
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a large island with stools.

13. Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (62 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is AU$361
includes taxes & fees
26 Oct - 27 Oct
Deal Island Bay Cottage
A house with a paved walkway leading to the front door, surrounded by a landscaped garden with mulch and plants.

14. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (52 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
The price is AU$161
includes taxes & fees
2 Nov - 3 Nov
Country Get Away Studio Apartment
A single-story house with a front porch, a door, and a mailbox.

15. Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (24 reviews)
"Perfect for our weekend away watching college softball!!!"
United States
Michelle S.
The price is AU$456
includes taxes & fees
27 Oct - 28 Oct
Salisbury Hideaway
A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a sink.

16. Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (40 reviews)
"Wonderful place to stay."
United States
Sharon D.
The price is AU$358
includes taxes & fees
26 Oct - 27 Oct
Sailwinds Loft at Cambridge Creek
A room with teal walls, a gray sofa, a white dresser, and a ceiling fan.

17. Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N

Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N
North Ocean City
9.2 out of 10, Wonderful, (54 reviews)
"Pretty decent, good location, decently clean though the bathroom was a bit ehh and the whole room could use a couple more amenities. Overall good, affordable option compared to similar rooms and places in the area."
United States
Siddhartha B.
The price is AU$299
includes taxes & fees
26 Oct - 27 Oct
Beach Days & Bay Sunsets. Your Easy OCMD Escape! Raffles Unit 339 N
A modern kitchen with white cabinets, a central island, and a dining area with a wooden table and chairs.

18. Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!
Midtown Ocean City
9.8 out of 10, Exceptional, (275 reviews)
"Great spot, clean and affordable!"
United States
Beth H.
The price is AU$294
includes taxes & fees
3 Nov - 4 Nov
Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!
A dining area with a table and chairs, a ceiling fan, and a view of the living room through a glass door.

19. Nothing Beats Oceanfront OCMD!!

Nothing Beats Oceanfront OCMD!!
North Ocean City
9.8 out of 10, Exceptional, (27 reviews)
"Was great stay and location. Would stay again"
United States
Lisa D.
The price is AU$294
includes taxes & fees
26 Oct - 27 Oct
Nothing Beats Oceanfront OCMD!!
A living room with a dining area, a TV mounted on the wall, and a ceiling light fixture.

20. Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (40 reviews)
"Super convenient to campus and everything was clean and worked perfectly. Overall, a great stay and met all of our expectations."
United States
Matthew B.
The price is AU$468
includes taxes & fees
27 Oct - 28 Oct
Salisbury Cottage
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 Maryland Hotel Reviews

Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

8/10 Good
"Its a very nice hotel far enough from the noise of the inlet yet still close enough to easily walk to restaurants, bars, coffee. Pools looked nice, although we didn't have a chance to use them. Its a shame though that breakfast isnt included for the price of the rooms, and coffee isnt even offered in the morning, which is a real bummer. parking isnt included either, you can use the lot at the hotel, but its $10/day on top of the cost to stay there. There are plenty of nice hotels in OC that include parking, breakfast and at least coffee. We will stay elsewhere, those are a few deal breakers for us"
Melanie 1-night trip
Posted 1 hour ago
Holiday Inn & Suites Ocean City by IHG

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$166 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. 

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