Eastern Maryland Vacation Rentals

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Our top choices for Eastern Maryland vacation rentals

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
$240 nightly
The price is $258
Nov 13 - Nov 14
Total with taxes and fees
Salisbury Riverfront Lofts

2. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (404 reviews)
"Everything was clean and comfortable. Would stay here again."
United States
Kelly
$84 nightly
The price is $94
Dec 6 - Dec 7
Total with taxes and fees
Shore Point Cottages

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, (1,331 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
$94 nightly
The price is $106
Dec 4 - Dec 5
Total with taxes and fees
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

4. Ocean City Townhome by Beach Bayside

Ocean City Townhome by Beach Bayside
3.5 star property
North Ocean City
$149 nightly
The price is $167
Nov 14 - Nov 15
Total with taxes and fees
Ocean City Townhome by Beach Bayside

5. 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
Cass-N-Reel Luxury Houseboat

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

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.2 out of 10, Wonderful, (44 reviews)
"Comfortable and clean apartment. Excellent location close to local cafes, stores and restaurants as well as easy access to other area activities."
United States
Alyce S.
$220 nightly
The price is $246
Nov 15 - Nov 16
Total with taxes and fees
On Main Street - Apartment C - Berlin, MD

7. 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.
$173 nightly
The price is $183
Nov 16 - Nov 17
Total with taxes and fees
Retro Hipster: Close to downtown, dining and fun

8. 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.
$136 nightly
The price is $150
Nov 16 - Nov 17
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown

9. 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.
$312 nightly
The price is $331
Dec 1 - Dec 2
Total with taxes and fees
Salisbury Hideaway

10. 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
Nov 14 - Nov 15
Total with taxes and fees
Cambridge Apt in Walkable Neighborhood

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.
$352 nightly
The price is $373
Dec 13 - Dec 14
Total with taxes and fees
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

12. 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.
$283 nightly
The price is $300
Nov 14 - Nov 15
Total with taxes and fees
Historic Chesapeake City Stay

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
$110 nightly
The price is $117
Nov 18 - Nov 19
Total with taxes and fees
Guest Suite for up to 2 in a Victorian on the Chester River

14. 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)
"Beautiful beach stay"
United States
Suzanne L.
$181 nightly
The price is $202
Nov 15 - Nov 16
Total with taxes and fees
Ocean City Maryland Condo, The Mermaid Lounge! Ocean side 50 steps to the beach!

15. Deal Island Bay Cabin

Deal Island Bay Cabin
Deal Island
9.6 out of 10, Exceptional, (62 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
$232 nightly
The price is $245
Nov 14 - Nov 15
Total with taxes and fees
Deal Island Bay Cabin

16. 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.
$326 nightly
The price is $346
Nov 15 - Nov 16
Total with taxes and fees
Salisbury Cottage

17. 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, (34 reviews)
"Great property! Great accommodations! Wonderful host"
United States
lisa p.
$256 nightly
The price is $283
Nov 13 - Nov 14
Total with taxes and fees
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

18. 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.
$228 nightly
The price is $242
Nov 16 - Nov 17
Total with taxes and fees
Sailwinds Loft at Cambridge Creek

19. BeachBox® III • Unreal Views • Oceanfront Balcony • Worcester House 401

BeachBox® III • Unreal Views • Oceanfront Balcony • Worcester House 401
Midtown Ocean City
10.0 out of 10, Exceptional, (30 reviews)
"A true gem! Perfect location, excellent accommodations, and quick, friendly communication from the host. We had a wonderful stay and would happily return."
United States
Bethzaida
$210 nightly
The price is $236
Nov 15 - Nov 16
Total with taxes and fees
BeachBox® III • Unreal Views • Oceanfront Balcony • Worcester House 401

20. 6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
$242 nightly
The price is $271
Nov 18 - Nov 19
Total with taxes and fees
6 Mi to Salisbury: Forest-view Sanctuary!
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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