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 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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, (29 reviews)
"Amazing experience"
United States
Chad
The price is CA $102
CA $363 total
includes taxes & fees
Nov 15 - Nov 16
Salisbury Riverfront Lofts
A single-story house with a covered porch, a small front yard, and a visible address number.

2. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (405 reviews)
"Everything was clean and comfortable. Would stay here again."
United States
Kelly
The price is CA $114
CA $128 total
includes taxes & fees
Nov 16 - Nov 17
Shore Point Cottages
A modern living room with a blue sofa, a coffee table, and a ceiling fan. There are two lamps on side tables, and a large window with a view of the outdoors.

3. 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, (1,332 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 CA $135
CA $151 total
includes taxes & fees
Dec 4 - Dec 5
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
A round glass table with a potted plant, a coaster with a crab design, and matching upholstered chairs with a blue sea creature pattern.

4. 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 CA $107
CA $252 total
includes taxes & fees
Nov 16 - Nov 17
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
A living room with two grey sofas, a coffee table, and a ceiling fan.

5. 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 CA $136
CA $460 total
includes taxes & fees
Nov 15 - Nov 16
Cambridge Apt in Walkable Neighborhood
A beach with waves gently lapping onto the shore under a clear sky.

6. 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 CA $187
CA $460 total
includes taxes & fees
Dec 1 - Dec 2
Salisbury Hideaway
A bedroom with two single beds, a ceiling fan, a window with curtains, and a small bedside table.

7. Ocean City Townhome by Beach Bayside

Ocean City Townhome by Beach Bayside
3.5 star property
North Ocean City
The price is CA $101
CA $238 total
includes taxes & fees
Nov 15 - Nov 16
Ocean City Townhome by Beach Bayside
A beach with waves gently lapping onto the shore under a clear sky.

8. Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (40 reviews)
"The property has cute and cozy curb appeal. The interior was attractive and very clean. The location was excellent for our planned events. Host, Ryan, easily accommodated our needs and we plan to check for availability in the future. Thanks Ryan!"
United States
Star R.
The price is CA $227
CA $507 total
includes taxes & fees
Dec 1 - Dec 2
Salisbury Cottage
A deck with a view of a marina, including boats and docks.

9. Cass-N-Reel Luxury Houseboat

Cass-N-Reel Luxury Houseboat
Grasonville
10.0 out of 10, Exceptional, (54 reviews)
"Love This rental. One of our favorites. Small but everything needed. And the view is absolutely wonderful."
United States
Yamilet
The price is CA $128
CA $369 total
includes taxes & fees
Nov 15 - Nov 16
Cass-N-Reel Luxury Houseboat
A riverside dock with boats, a covered seating area, and a bridge in the background.

10. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (31 reviews)
"Cute place. Clean, comfortable, and convenient to the soccer complex. I wasn’t familiar with Chesapeake City but we had a great time at the waterfront restaurants."
United States
John P.
The price is CA $193
CA $428 total
includes taxes & fees
Nov 15 - Nov 16
Historic Chesapeake City Stay
A house with a swimming pool, surrounded by a fence, and two red umbrellas.

11. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (133 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
The price is CA $141
CA $214 total
includes taxes & fees
Nov 16 - Nov 17
First Floor Studio Apartment in Historic Chestertown
A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

12. 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 CA $243
CA $526 total
includes taxes & fees
Dec 15 - Dec 16
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
A person sitting on a wooden deck by a calm body of water, surrounded by greenery.

13. 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, (33 reviews)
"Convenient, clean, super friendly host, loved it. Highly recommend!!!"
United States
Quinton
The price is CA $97
CA $166 total
includes taxes & fees
Nov 30 - Dec 1
Guest Suite for up to 2 in a Victorian on the Chester River
A wooden deck with wicker lounge chairs and a white sofa, overlooking a body of water.

14. Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (8 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
United States
Mike F.
The price is CA $399
CA $615 total
includes taxes & fees
Nov 17 - Nov 18
Long Beach Cottage, (romantic couple’s getaway)
Front of property

15. 6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is CA $188
CA $387 total
includes taxes & fees
Nov 18 - Nov 19
6 Mi to Salisbury: Forest-view Sanctuary!
A round wooden table with a clear glass vase containing yellow roses, positioned near a window with a view of a street and parked cars.

16. On Main Street - Apartment B - Berlin, MD

On Main Street - Apartment B - Berlin, MD
Downtown Berlin
8.8 out of 10, Excellent, (47 reviews)
"Great location and the place was clean and spacious. Nice little surprise seeing the farmers market right out front Sunday morning."
United States
April M.
The price is CA $120
CA $351 total
includes taxes & fees
Nov 16 - Nov 17
On Main Street - Apartment B - Berlin, MD
A parking area with a red SUV, a wooden fence, and a beach in the background.

17. 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, (276 reviews)
"Beautiful beach stay"
United States
Suzanne L.
The price is CA $121
CA $288 total
includes taxes & fees
Nov 16 - Nov 17
Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!
Parsonsburg Vacation Rental | 3BR | 2BA | 1,482 Sq Ft | 4 Steps Required

18. 6 Mi to Salisbury: Forest-View Sanctuary!

6 Mi to Salisbury: Forest-View Sanctuary!
Parsonsburg
9.8 out of 10, Exceptional, (6 reviews)
"Awesome place "
United States
Rebecca M.
The price is CA $133
CA $375 total
includes taxes & fees
Nov 18 - Nov 19
6 Mi to Salisbury: Forest-View Sanctuary!
A lakeside picnic area with a wooden table and benches, surrounded by lush greenery and trees.

19. Comfortable cottage in gated community, 5 mins to OC and Assateague

Comfortable cottage in gated community, 5 mins to OC and Assateague
Assateague Pointe
9.8 out of 10, Exceptional, (58 reviews)
"The cottage location is great for golf, less than 20 minutes ride to most courses. Also dining in Berlin is better than traffic to Oean City."
United States
Joe
The price is CA $193
CA $494 total
includes taxes & fees
Nov 16 - Nov 17
Comfortable cottage in gated community, 5 mins to OC and Assateague
A fire pit with flames, surrounded by a metal frame, overlooking a body of water with a dock and trees in the background.

20. WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL

WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
Aberdeen
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful location, nicely decorated. The host thought of everything you may need including a free snack basket, washer/dryer with detergent and dryer sheets, BBQ grill with utensils, board games and cards, kayaks and life vests, hot tub, firetable etc."
United States
Andy W.
The price is CA $178
CA $197 total
includes taxes & fees
Nov 16 - Nov 17
WATERFRONT, PIER, HOT TUB, FIRE TABLE, KAYAKS, AIR HOCKEY, 1 LEVEL
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

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

8/10 Good
"We needed to leave early breakfast wasn't ready but he gave us bagels and yogurt"
Edward 1-night trip
Posted 7 hours ago
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Eastern Maryland vacation rentals we have selected for you start as low as CA $128 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 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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