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
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Eastern Maryland vacation rentals

Apartment D: Riverfront Grand | 2 bedrooms, iron/ironing board (on request), WiFi (free)

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
$228 nightly
The price is $245
Oct 20 - Oct 21
Total with taxes and fees
Salisbury Riverfront Lofts
2 bedrooms, desk, iron/ironing board, travel crib

2. 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.
$170 nightly
The price is $180
Sep 28 - Sep 29
Total with taxes and fees
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
Exterior

3. Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (23 reviews)
"Perfect for our weekend away watching college softball!!!"
United States
Michelle S.
$328 nightly
The price is $348
Sep 28 - Sep 29
Total with taxes and fees
Salisbury Hideaway
Smart TV, offices

4. 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.
$318 nightly
The price is $337
Sep 20 - Sep 21
Total with taxes and fees
Salisbury Cottage
Coffee/tea maker, fridge, microwave, oven

5. Retro Hipster: Close to downtown, dining and fun

Retro Hipster: Close to downtown, dining and fun
Salisbury
9.2 out of 10, Wonderful, (20 reviews)
"Great alternative to a hotel!"
United States
Courtney L.
$176 nightly
The price is $186
Sep 21 - Sep 22
Total with taxes and fees
Retro Hipster: Close to downtown, dining and fun
Coffee/tea maker, fridge, microwave, oven

6. Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (61 reviews)
"We were there for our granddaughter's wrestling tournament in Salisbury. House was excellent, quiet and clean. Beautiful home. Thank you."
United States
Christopher M.
$243 nightly
The price is $257
Oct 1 - Oct 2
Total with taxes and fees
Deal Island Bay Cottage
Fitness facility

7. 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, (1,320 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
$64 nightly
The price is $72
Oct 17 - Oct 18
Total with taxes and fees
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
Marina

8. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (29 reviews)
"The rental was perfect for what we needed. The bed and living room furniture were very comfortable and the kitchen well stocked. The host was quick to respond to questions I had. I will definitely see if this rental if available the next time I’m in the area."
United States
Martha J.
$253 nightly
The price is $268
Sep 23 - Sep 24
Total with taxes and fees
Historic Chesapeake City Stay
Interior

9. Cottage near the Bay

Cottage near the Bay
Crisfield
8.6 out of 10, Excellent, (62 reviews)
"Quiet area, the place needs to be cleaned, bedding changed, redo the bathroom"
United States
Pamela
$176 nightly
The price is $187
Sep 21 - Sep 22
Total with taxes and fees
Cottage near the Bay
Private kitchen

10. Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (39 reviews)
"Wonderful place to stay."
United States
Sharon D.
$240 nightly
The price is $254
Sep 21 - Sep 22
Total with taxes and fees
Sailwinds Loft at Cambridge Creek
Beach nearby

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

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.4 out of 10, Exceptional, (42 reviews)
"A perfect location if you want to explore downtown Berlin. It’s right in the heart of Main Street walking distance to everything.The apartment had everything we needed and was very cozy and clean . Would definitely book this spot again."
United States
Sarah V.
$210 nightly
The price is $235
Oct 18 - Oct 19
Total with taxes and fees
On Main Street - Apartment C - Berlin, MD
Coffee/tea maker, fridge, microwave, oven

12. Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (23 reviews)
"Very clean and cozy home, they had all the necessary things we needed for our stay and we will certainly be staying there again if it’s available during our next visit. "
United States
Ryan B.
$242 nightly
The price is $271
Sep 20 - Sep 21
Total with taxes and fees
Cozy Barn Loft: Country Views & Central to Beaches
Marina

13. 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, (25 reviews)
"Lovely terrace style town house in a lovely location in close proximity to the Marina and other amenities. Beautiful place to relax."
United States
Robert
$369 nightly
The price is $391
Oct 12 - Oct 13
Total with taxes and fees
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Outdoor pool

14. 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, (54 reviews)
"Convenient amenities at Assateague Point, easy access to Assateague Island and OCMD. Everything in the unit was clean, in proper working order, and we had everything we needed for our family with young children. Would definitely stay here again."
United States
Alexandra
$324 nightly
The price is $363
Sep 22 - Sep 23
Total with taxes and fees
Comfortable cottage in gated community, 5 mins to OC and Assateague
Outdoor dining

15. BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen

BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Berlin
9.8 out of 10, Exceptional, (111 reviews)
"Great hosting by Laurie"
United States
Jim C.
$343 nightly
The price is $384
Sep 21 - Sep 22
Total with taxes and fees
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Property grounds

16. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (125 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
$144 nightly
The price is $159
Sep 29 - Sep 30
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown
Exterior

17. 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, (28 reviews)
"The stay was wonderful Just the weekend getaway we needed. Plus a wonderful host being so attentive when needed 10/10 will stay again!"
United States
Riley B.
$118 nightly
The price is $125
Sep 21 - Sep 22
Total with taxes and fees
Guest Suite for up to 2 in a Victorian on the Chester River
Marina

18. The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Downtown Cambridge
9.8 out of 10, Exceptional, (14 reviews)
"Great stay! Gorgeous apartment!"
United States
Kristen S.
$360 nightly
The price is $381
Sep 28 - Sep 29
Total with taxes and fees
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
City view

19. Americana Condos 10th street

Americana Condos 10th street
3.5 star property
Downtown Ocean City
8.4 out of 10, Very good, (32 reviews)
"Wonderful views and so big!"
United States
Liz
$395 nightly
The price is $443
Sep 20 - Sep 21
Total with taxes and fees
Americana Condos 10th street
Exterior

20. Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!

Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
Newark
10.0 out of 10, Exceptional, (19 reviews)
"This place was perfect. Beds were comfy, it had everything i needed in the kitchen, secluded enough to feel like you were alone with nature but close enough to drive to tourist attractions. Literally everything we we looking for. Added bonus was napping in the screened in porch."
United States
Jackie P.
$397 nightly
The price is $444
Oct 19 - Oct 20
Total with taxes and fees
Secluded Waterfront•15mi to Assateague Beach•Fast Wifi•Kayaks•Near Berlin, OC!
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

Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

10/10 Excellent
"We have been coming to Ocean City MD for several years and stayed at other hotels before choosing Hyatt Place this year. We are so glad we choose Hyatt Place. It is by far the best hotel experience we have had in Ocean City. The staff are outstanding and always ready to assist you with your stay to make it a pleasant experience. The hotel is located on the boardwalk and has easy access to the beach and boardwalk. The cleanliness is the best I have seen at any hotel. Trash cans are always clean and kept empty. The breakfast is one of the best I have experienced. A biggest thank you to Hyatt Place and their staff. They all get a 10 out of 10 from us."
Kevin 4-night trip
Posted 2 hours ago
Hyatt Place Ocean City / Oceanfront

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 $72 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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