A marina with numerous boats docked at wooden piers under a clear sky.

Eastern Shore Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Eastern Shore holiday rentals

A gym with treadmills, dumbbells, and exercise balls, large windows with a view of the ocean.

1. 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, (1,330 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 HK$816
HK$914 total
includes taxes & fees
30 Oct - 31 Oct
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
A room with a large bed, multiple windows, and a ceiling fan.

2. Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (28 reviews)
"I loved the location, the cleanliness and how good I felt being there. Thank you"
United States
Carmen
The price is HK$539
HK$1,974 total
includes taxes & fees
28 Oct - 29 Oct
Salisbury Riverfront Lofts
A balcony with a view of a parking lot and buildings.

3. Americana Condos 10th street

Americana Condos 10th street
3.5 star property
Downtown Ocean City
8.6 out of 10, Excellent, (34 reviews)
"Wonderful views and so big!"
United States
Liz
The price is HK$1,219
HK$3,563 total
includes taxes & fees
21 Nov - 22 Nov
Americana Condos 10th street
A multi-story building with a white exterior, balconies, and a sign indicating it is an apartment complex.

4. Ocean Terrace Family Apartments

Ocean Terrace Family Apartments
3.0 star property
Downtown Ocean City
7.6 out of 10, Good, (69 reviews)
"There isn’t a lot if parking for the property but besides that it was great"
United States
Pamela
The price is HK$446
HK$500 total
includes taxes & fees
22 Oct - 23 Oct
Ocean Terrace Family Apartments
A covered patio with a table and chairs, overlooking a beach.

5. Majestic Hotel & Apartments

Majestic Hotel & Apartments
2.0 star property
Downtown Ocean City
5.8 out of 10, (532 reviews)
"Right in front of the board walk and almost center to everything"
United States
Wilber
The price is HK$502
HK$602 total
includes taxes & fees
22 Oct - 23 Oct
Majestic Hotel & Apartments
A living room with two grey sofas, a coffee table, and a ceiling fan.

6. 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 HK$746
HK$2,533 total
includes taxes & fees
22 Oct - 23 Oct
Cambridge Apt in Walkable Neighborhood
A covered patio with a table and chairs, a sliding glass door, and a white fence.

7. Monte Carlo Condos

Monte Carlo Condos
3.0 star property
Downtown Ocean City
7.0 out of 10, Good, (74 reviews)
"Unexpected pet fee on top of resort fees we did expect. Nice and close to boardwalk. Room was quiet, private, spacious."
United States
Ben
The price is HK$770
HK$1,999 total
includes taxes & fees
25 Oct - 26 Oct
Monte Carlo Condos
A brick house with a front porch, a chimney, and a well-maintained lawn.

8. Bohemia Manor Farm

Bohemia Manor Farm
3.5 star property
Chesapeake City
8.0 out of 10, Very good, (1 review)
The price is HK$2,854
HK$3,025 total
includes taxes & fees
26 Oct - 27 Oct
Bohemia Manor Farm
A living room with a green sofa, a matching armchair, a small round table, and a door.

9. The Mallard Apartments

The Mallard Apartments
2.5 star property
Downtown Ocean City
5.6 out of 10, (60 reviews)
"Not what is lists for, place was very dirty, sheets, sofa, carpets, beds, bathroom. Place smelled like must, humidity and mold. . Do not recommend anyone staying here"
United States
Diego
The price is HK$3,924
HK$4,512 total
includes taxes & fees
22 Oct - 23 Oct
The Mallard Apartments
A wooden deck with a white railing, a bench, and a view of neighboring houses.

10. Walk to Maryland Beach: Coastal Condo w/ Balcony

Walk to Maryland Beach: Coastal Condo w/ Balcony
3.5 star property
North Ocean City
The price is HK$1,664
HK$3,745 total
includes taxes & fees
27 Oct - 28 Oct
Walk to Maryland Beach: Coastal Condo w/ Balcony
A spacious living area with a large window overlooking a body of water, a fireplace, and a modern staircase.

11. Game Room! Waterfront Group Haven in Ocean Pines

Game Room! Waterfront Group Haven in Ocean Pines
3.0 star property
Ocean Pines
The price is HK$2,480
HK$7,078 total
includes taxes & fees
8 Nov - 9 Nov
Game Room! Waterfront Group Haven in Ocean Pines
A waterfront house with a balcony, dock, and a view of the water.

12. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (662 reviews)
"First time here and we absolutely loved it."
United States
Melissa
The price is HK$1,583
HK$1,778 total
includes taxes & fees
22 Oct - 23 Oct
Key West Cottages
A hotel room with two beds, a fireplace, a large window, and a modern chandelier.

13. The Marle

The Marle
4.5 star property
Old Goucher
10.0 out of 10, Exceptional, (1 review)
"I I love Baltimore and these great mansions that have been restored are an awesome way to appreciate this town."
United States
Anonymous traveller
The price is HK$1,688
HK$2,533 total
includes taxes & fees
22 Oct - 23 Oct
The Marle
Room

14. Wyatt's Saloon Guest House 2

Wyatt's Saloon Guest House 2
2.0 star property
Fells Point
The price is HK$2,609
HK$4,407 total
includes taxes & fees
12 Nov - 13 Nov
Wyatt's Saloon Guest House 2
A wooden fence with a gate, two chairs with checkered patterns, and a concrete ground.

15. Newly Renovated Abode w/ Patio in Baltimore!

Newly Renovated Abode w/ Patio in Baltimore!
4.0 star property
Oliver
The price is HK$2,715
HK$6,575 total
includes taxes & fees
29 Oct - 30 Oct
Newly Renovated Abode w/ Patio in Baltimore!
A living room with a ceiling fan, a round coffee table, and two sofas.

16. Dagsboro Retreat

Dagsboro Retreat
2.0 star property
Dagsboro
10.0 out of 10, Exceptional, (1 review)
"I loved it"
United States
Alexandra
The price is HK$1,872
HK$1,872 total
includes taxes & fees
1 Nov - 2 Nov
Dagsboro Retreat
A garden area with a wooden border, various plants, and a white fence.

17. Plantation Lakes Townhouse

Plantation Lakes Townhouse
2.0 star property
Millsboro
The price is HK$11,442
HK$11,442 total
includes taxes & fees
23 Oct - 24 Oct
Plantation Lakes Townhouse
A modern kitchen with white cabinetry, a dining area with a wooden table and chairs, and a brown leather sofa in the living area.

18. The Cabins at Beaver Creek

The Cabins at Beaver Creek
3.5 star property
Strasburg
10.0 out of 10, Exceptional, (16 reviews)
"This cabin was over the top! Well appointed, comfortable and clean. We will be back"
United States
Edward
The price is HK$1,632
HK$3,097 total
includes taxes & fees
22 Oct - 23 Oct
The Cabins at Beaver Creek
A cozy room with a checkered armchair, a wooden table, and a lamp on a nightstand.

19. The Cabins at Beaver Creek

The Cabins at Beaver Creek
3.0 star property
Strasburg
9.8 out of 10, Exceptional, (16 reviews)
"Great place in the middle of amazing scenery."
United States
Yosef
The price is HK$1,010
HK$1,818 total
includes taxes & fees
1 Nov - 2 Nov
The Cabins at Beaver Creek
A balcony with wicker chairs and a small table, adorned with string lights.

20. 1-BD Home near Stadiums Free Parking

1-BD Home near Stadiums Free Parking
3.0 star property
Pigtown
6.2 out of 10, (12 reviews)
"Conveniently located walking distance from the stadiums and restaurants but the apartment definitely needs some work. Minimal furnishings and there are quite a few things that need to be repaired/ replaced."
United States
Patricia
The price is HK$1,413
HK$1,660 total
includes taxes & fees
25 Oct - 26 Oct
1-BD Home near Stadiums Free Parking
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 Shore Hotel Reviews

Castle in the Sand

Castle in the Sand

10/10 Excellent
"Great front office staff. Made me feel welcome from the get-go. Nice overall set-up with a restaurant on the premises and an outdoor bar with live music."
Robert 3-night trip
Posted 11 hours ago
Castle in the Sand

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