A marina with numerous sailboats docked at wooden piers.

Eastern Maryland Holiday Rentals

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Eastern Maryland holiday rentals

2 bedrooms, iron/ironing board (on request), free WiFi

1. Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (26 reviews)
"It was a great stay nice comfortable place "
United States
Adam
The price is HK$649
HK$2,097 total
includes taxes & fees
3 Aug - 4 Aug
Salisbury Riverfront Lofts
View from room

2. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (350 reviews)
"It was a very comfy vacation stay"
United States
Marlo
The price is HK$2,703
HK$3,159 total
includes taxes & fees
3 Aug - 4 Aug
Shore Point Cottages
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.
The price is HK$1,270
HK$2,959 total
includes taxes & fees
3 Aug - 4 Aug
Salisbury Hideaway
Smart TV, offices

4. Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (39 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.
The price is HK$1,490
HK$3,225 total
includes taxes & fees
1 Sept - 2 Sept
Salisbury Cottage
2 bedrooms, desk, iron/ironing board, travel cot

5. 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, (21 reviews)
"First time using VRBO and it was more than inexpected"
United States
Robert J.
The price is HK$808
HK$1,698 total
includes taxes & fees
31 Aug - 1 Sept
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
Smart TV

6. WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Cambridge
9.0 out of 10, Wonderful, (13 reviews)
"Clean, cozy, and lovely - a winter cabin stay to remember. Kids already wanted to go back 5 days later. 10 out of 10 stars! "
United States
Mr.
The price is HK$2,710
HK$5,175 total
includes taxes & fees
3 Aug - 4 Aug
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Terrace/patio

7. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
6.0 out of 10, (454 reviews)
"Great location--Very close to the steps and boardwalk!"
United States
ALEXIS
The price is HK$628
HK$743 total
includes taxes & fees
1 Sept - 2 Sept
Majestic Hotel & Apartments
Interior

8. Cottage near the Bay

Cottage near the Bay
Crisfield
8.6 out of 10, Excellent, (58 reviews)
"Quiet area, the place needs to be cleaned, bedding changed, redo the bathroom"
United States
Pamela
The price is HK$635
HK$1,480 total
includes taxes & fees
14 Aug - 15 Aug
Cottage near the Bay
Front of property

9. 6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is HK$1,035
HK$2,126 total
includes taxes & fees
10 Aug - 11 Aug
6 Mi to Salisbury: Forest-view Sanctuary!
Outdoor dining

10. 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, (109 reviews)
"Excellent pet friendly location close to the national seashore "
United States
Michael O.
The price is HK$1,961
HK$3,513 total
includes taxes & fees
4 Aug - 5 Aug
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Coffee/tea maker, fridge, microwave, oven

11. Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (60 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is HK$1,247
HK$2,186 total
includes taxes & fees
27 Aug - 28 Aug
Deal Island Bay Cottage
Exterior

12. 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, (1,315 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
The price is HK$966
HK$1,082 total
includes taxes & fees
31 Aug - 1 Sept
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
Property grounds

13. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (118 reviews)
"Exactly as advertised. Great room, clean and highly recommended. "
United States
S G.
The price is HK$776
HK$1,246 total
includes taxes & fees
3 Aug - 4 Aug
First Floor Studio Apartment in Historic Chestertown
Private kitchen

14. Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (38 reviews)
"The property was immaculate!! It was more than worth it!"
United States
Randy
The price is HK$1,216
HK$1,995 total
includes taxes & fees
4 Aug - 5 Aug
Sailwinds Loft at Cambridge Creek
Marina

15. 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, (24 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
The price is HK$2,235
HK$4,131 total
includes taxes & fees
25 Aug - 26 Aug
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Beach nearby

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

On Main Street - Apartment C - Berlin, MD
Downtown Berlin
9.4 out of 10, Exceptional, (38 reviews)
"We loved everything about our stay! This place is adorable and the location is awesome!"
United States
kelly K.
The price is HK$1,004
HK$2,328 total
includes taxes & fees
2 Sept - 3 Sept
On Main Street - Apartment C - Berlin, MD
Exterior

17. Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Port Deposit
9.8 out of 10, Exceptional, (50 reviews)
"Very unique and cozy property close to everything we needed. "
United States
John H.
The price is HK$1,376
HK$1,650 total
includes taxes & fees
3 Aug - 4 Aug
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Exterior detail

18. BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (61 reviews)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is HK$1,568
HK$2,377 total
includes taxes & fees
3 Aug - 4 Aug
BAYSIDE BUNGALOW
Interior

19. Deck & EV Charger: Coastal Retreat 1 Mi to Marina

Deck & EV Charger: Coastal Retreat 1 Mi to Marina
3.0 star property
Captain's Cove
The price is HK$3,576
HK$6,590 total
includes taxes & fees
17 Aug - 18 Aug
Deck & EV Charger: Coastal Retreat 1 Mi to Marina
Coffee/tea maker, fridge, microwave, oven

20. Waterfront Getaway with Dock

Waterfront Getaway with Dock
Woolford
10.0 out of 10, Exceptional, (63 reviews)
"It was perfect for our overnight on way to NY!"
United States
Meagan G.
The price is HK$1,804
HK$2,178 total
includes taxes & fees
17 Aug - 18 Aug
Waterfront Getaway with Dock
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

Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

8/10 Good
"The property is was great overall. Clean room but a bit of outdated bathroom. Food and everything you need is on the property. The check in process on a Saturday afternoon was very long and stressful, a lot of people checking in all at the same time. Had to wait 45 min to check in while tired due to long road on top of that."
Lidia 1-night trip
Posted less than an hour ago
Carousel Resort Hotel & Condominiums

Find out more about Eastern Maryland

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