Holiday Rentals in Eastern Maryland

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Oct - 12 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec
In four months
16 Jan - 18 Jan

Holiday Rentals in Eastern Maryland

Majestic Hotel & Apartments
Apartment, 2 Bedrooms | Private kitchen

Majestic Hotel & Apartments

2.5 star property
6.0 out of 10, (324)
"Ocean view, convenient next to boardwalk"
Majestic Hotel & Apartments
Coconut Malorie Resort Hotel, an Ascend Collection Hotel
Exterior

Coconut Malorie Resort Hotel, an Ascend Collection Hotel

3.0 star property
7.4 out of 10, Good, (1287)
"Nice view from balcony "
The price is €86
includes taxes & fees
29 Sept - 30 Sept
Coconut Malorie Resort Hotel, an Ascend Collection Hotel
Boardwalk One
Exterior

Boardwalk One

3.0 star property
7.4 out of 10, Good, (165)
"Close to boardwalk, beach, shopping and dining. Also it was very affordable."
Boardwalk One
Ocean Terrace Family Apartments
Fridge, microwave, dining tables

Ocean Terrace Family Apartments

3.0 star property
8.4 out of 10, Very good, (29)
"Check in was easy, parking was available and the staff were very helpful!"
Ocean Terrace Family Apartments
Shore Point Cottages
Deluxe Cottage | Private kitchen

Shore Point Cottages

3.0 star property
9.4 out of 10, Exceptional, (291)
"Great place would definitely stay again"
Shore Point Cottages
Club Ocean Villas II
Dock

Club Ocean Villas II

3.5 star property
8.6 out of 10, Excellent, (58)
"Property was in a great location. Check in and check out was easy. Having a hot tub and deck with table and chairs was nice. Unit was clean with an exception of the floors. I can understand it being a little sandy because of being at the beach, but there were tortilla chips in several areas of the floor. "
Club Ocean Villas II
Monte Carlo Condos
Balcony view

Monte Carlo Condos

3.0 star property
6.8 out of 10, (56)
"The room was clean; however the balcony was disgusting. It was covered with pigeon feces and an opening in the ceiling was where many roosted overnight. The door was difficult to open due to rusting and an open area to the outside. The stair door for exit outside the room would not close and the wind caused havoc all night as wind was 27 mi per hour. The indoor pool was not heated and the weather was very cool. I have photos of these complaints."
The price is €209
includes taxes & fees
6 Oct - 7 Oct
Monte Carlo Condos
The Mallard Apartments
Deluxe Apartment, 2 Bedrooms, Kitchen, City View (Shared Balcony, A02) | Living room

The Mallard Apartments

2.5 star property
6.0 out of 10, (40)
"I have stayed here for several years now. The property is located in a great spot. The rooms are clean but could use updating. All and all it is well worth the money"
The price is €106
includes taxes & fees
23 Sept - 24 Sept
The Mallard Apartments
Boardwalk Terrace Apartments
Terrace/patio

Boardwalk Terrace Apartments

3.0 star property
5.6 out of 10, (106)
"Good Location, clean. Will stay again"
The price is €69
includes taxes & fees
30 Sept - 1 Oct
Boardwalk Terrace Apartments
Saint Tropez
Exterior

Saint Tropez

3.0 star property
9.2 out of 10, Wonderful, (123)
"Beautiful views Well kept pool Great parking!"
Saint Tropez
Bay Club Resort by Coolvacay
Premium Condo, Balcony, Bay View | Balcony

Bay Club Resort by Coolvacay

3.0 star property
8.2 out of 10, Very good, (38)
"One of the cleanest places I’ve stay at loved it ! "
Bay Club Resort by Coolvacay
DownByTheBay_4005 Spacious Direct Oceanfront 4BR 3.5BA Sleep16+ Game Room🏖️
Outdoor dining

DownByTheBay_4005 Spacious Direct Oceanfront 4BR 3.5BA Sleep16+ Game Room🏖️

9.8 out of 10, Exceptional, (10)
"We really enjoyed how close it was to the convention center, but also how wonderful the beach access was! Best of both worlds. Kinda like a mullet, business up front but party in the back! lol and by party we mean watching the waves and kicking back. "
DownByTheBay_4005 Spacious Direct Oceanfront 4BR 3.5BA Sleep16+ Game Room🏖️
Cozy Bayfront 1-Bedroom Condo, The Perfect Ocean City Getaway!
Pool

Cozy Bayfront 1-Bedroom Condo, The Perfect Ocean City Getaway!

10.0 out of 10, Exceptional, (1)
"Loved everything! They had about everything you need for a relaxing get away!"
Cozy Bayfront 1-Bedroom Condo, The Perfect Ocean City Getaway!
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
Fridge, microwave, oven, stovetop

"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE

9.8 out of 10, Exceptional, (118)
"Clean home, close to beach. Loved walking with coffee in hand to watch the sun rise! I would definitely stay again! "
The price is €296
includes taxes & fees
29 Sept - 30 Sept
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
High Point North Studio M8
Outdoor pool

High Point North Studio M8

9.4 out of 10, Exceptional, (9)
High Point North Studio M8
OCHG Sand Dollars
Standard Apartment | Private kitchen

OCHG Sand Dollars

3.0 star property
6.0 out of 10, (2)
"The property is only 2 houses away from the OC Beach and Boardwalk. "
The price is €661
includes taxes & fees
25 Sept - 26 Sept
OCHG Sand Dollars
Oceanfront 3 Bedroom W Oversized Balcony
Interior

Oceanfront 3 Bedroom W Oversized Balcony

9.8 out of 10, Exceptional, (60)
"Great location and service "
Oceanfront 3 Bedroom W Oversized Balcony
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Property grounds

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

9.6 out of 10, Exceptional, (120)
"We once again enjoyed our stay here. Perfect location to every where you’d want to go in St. Michael’s! Loved sitting out front looking at the water and park and enjoying music from our front yard. Highly recommend this cottage."
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
SunburstParadise: LUX TH OceanView DOWNTOWN BOARDWALK 3BR 3BA with 2 Car Garage
On the beach

SunburstParadise: LUX TH OceanView DOWNTOWN BOARDWALK 3BR 3BA with 2 Car Garage

9.6 out of 10, Exceptional, (44)
"Excellent location and perfect home. "
SunburstParadise: LUX TH OceanView DOWNTOWN BOARDWALK 3BR 3BA with 2 Car Garage
Americana Condos 10th street
On the beach

Americana Condos 10th street

3.5 star property
8.4 out of 10, Very good, (19)
"straight fire, definitely going back"
Americana Condos 10th street
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

Fenwick Inn

Fenwick Inn

10/10 Excellent
"Always enjoy our stay at Fenwick Inn. Family friendly with the pool, hot tub and splash pad. Close to the beach, food and attractions. We will be back again. "
Susan 3-night trip
Posted 3 days ago
Fenwick Inn

Find out more about Eastern Maryland

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, apart-hotels, 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 favorite 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 depends 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 €69 per night. Entering your travel dates in the search wizard you might find 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.