A marina with numerous sailboats docked at wooden piers.

Eastern Maryland Vacation Rentals

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Check prices for these dates

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

Our top choices for Eastern Maryland vacation 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
$231 nightly
The price is $248
Nov 22 - Nov 23
Total with taxes and fees
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
$291 nightly
The price is $323
Oct 23 - Oct 24
Total with taxes and fees
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.
$175 nightly
The price is $185
Nov 8 - Nov 9
Total with taxes and fees
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.
$144 nightly
The price is $159
Oct 26 - Oct 27
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown
A beachside boardwalk with shops, a Ferris wheel, and a tram.

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.
$207 nightly
The price is $231
Nov 3 - Nov 4
Total with taxes and fees
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
$118 nightly
The price is $125
Oct 28 - Oct 29
Total with taxes and fees
Guest Suite for up to 2 in a Victorian on the Chester River
A riverside dock with boats, a covered seating area, and a bridge in the background.

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.
$263 nightly
The price is $279
Oct 25 - Oct 26
Total with taxes and fees
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, (86 reviews)
"Cozy. Great location!"
United States
Renee H.
$235 nightly
The price is $263
Oct 26 - Oct 27
Total with taxes and fees
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, (69 reviews)
"There isn’t a lot if parking for the property but besides that it was great"
United States
Pamela
Ocean Terrace Family Apartments
A gym with treadmills, dumbbells, and exercise balls, large windows with a view of the ocean.

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, (1,330 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
$104 nightly
The price is $116
Oct 30 - Oct 31
Total with taxes and fees
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

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.
$372 nightly
The price is $394
Nov 17 - Nov 18
Total with taxes and fees
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
A gazebo on a sandy beach with a clear view of the ocean and rocky shoreline.

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.
$264 nightly
The price is $292
Oct 25 - Oct 26
Total with taxes and fees
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 loved this place! We were in town for baseball. It is very nice and has all the comforts of home. Kitchen big and well equipped, house was clean and very well furnished. Nice bathrooms and a lovely screened in back porch. It is very near a beautiful beach on the bay that has some of the most beautiful sunsets you will ever see. We really enjoyed this perk!! Prompt communication and everything was as described. I highly recommend this rental!!"
United States
Harold B.
$243 nightly
The price is $257
Oct 25 - Oct 26
Total with taxes and fees
Deal Island Bay Cottage
A wooden cabin with a porch, surrounded by dense forest.

14. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (51 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
$105 nightly
The price is $111
Oct 29 - Oct 30
Total with taxes and fees
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.
$336 nightly
The price is $356
Oct 27 - Oct 28
Total with taxes and fees
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.
$239 nightly
The price is $253
Oct 25 - Oct 26
Total with taxes and fees
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.
$186 nightly
The price is $208
Oct 26 - Oct 27
Total with taxes and fees
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.
$183 nightly
The price is $204
Nov 3 - Nov 4
Total with taxes and fees
Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!
A wooden pier extending into calm waters at dusk.

19. Nothing Beats Oceanfront OCMD!!

Nothing Beats Oceanfront OCMD!!
North Ocean City
9.8 out of 10, Exceptional, (27 reviews)
"Very nice stay and the history was very accommodating."
United States
Karen C.
$185 nightly
The price is $208
Oct 25 - Oct 26
Total with taxes and fees
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.
$349 nightly
The price is $370
Nov 17 - Nov 18
Total with taxes and fees
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

Find out more about Eastern Maryland

Everything you need to know about Eastern Maryland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Eastern Maryland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Eastern Maryland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Eastern Maryland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Eastern Maryland rentals

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

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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