Holiday Homes and Cottages in Maryland - HolidayHomes base64Hash Holiday Homes and Cottages in Maryland - HolidayHomes

Holiday Homes and Cottages in Maryland

Find 30,392 available offers from 33 partners

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Top-Rated Lettings and Properties in Maryland

Book Holiday Letting Offers with the Highest User Rating

Cottage Berlin

Pleasant cottage with pool | City view

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Lodge Myersville

Lodge with private pool, fast internet & garden

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Condo Ocean City

Custom Direct Oceanfront Home with 3 Bedrooms, Close Drive to Waterpark

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Condo Ocean City

️ 5 Bedroom Penthouse Ocean Views, Renovated, Pool, Stunning Ocean Views ️

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Apartment Ocean City

Fully equipped apartment with terrace & pool | Sea view | Next to the beach | Pets are welcome

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Condo Ocean City

Condo with jacuzzi & pool

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House Ocean City

Hard to find, beautiful 4 bedroom luxury villa

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Condo Ocean City

Condo with private pool

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House Ocean City

House with terrace, BBQ & private pool

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Villa Frederick

Villa with Majestic Views of Monocacy River. Sleeps 5, 2 Bath, Full Kitchen

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House Annapolis

Family-oriented beautiful holiday home with terrace, private pool & barbeque | Perfect for remote work | Dogs allowed

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House North Beach

"La Licorne" Waterfront Beach Cottage

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House Calvert Beach-Long Beach

Family-oriented house with terrace & garden | Nature view | Pets allowed

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House Ocean City

Fully equipped house with sauna & pool | Pets allowed

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Condo Ocean City

Steps to the beach and boardwalk in a desirable Ocean City location

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Top 15 Recommended holiday lettings in Maryland

Find your perfect vacation rental in Maryland from just £61 per night!

House Ocean City
House ∙ 12 guests ∙ 4 bedrooms

Fully equipped holiday home with pool | Next to the beach

Ocean City, Worcester County, Maryland
This spacious house rental in Ocean City accommodates 12 guests and features a private pool for relaxation and fun.
from £441
per night
(13)
View deal
Condo Ocean City
Condo ∙ 11 guests ∙ 3 bedrooms

Condo with pool & jacuzzi

Ocean City, Worcester County, Maryland
This spacious 11-person condo in Ocean City features a relaxing balcony with stunning views and easy access to nearby attractions.
from £190
per night
(17)
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House Ocean City
House ∙ 11 guests ∙ 4 bedrooms

Family-friendly house with pool | Close to the beach | Suitable for remote work | Pets allowed

Ocean City, Worcester County, Maryland
This spacious house rental in Ocean City accommodates 11 guests and features a family-friendly kitchen for convenient meal prep.
from £169
per night
View deal
House Ocean City
House ∙ 12 guests ∙ 6 bedrooms

Fully equipped pleasant holiday home with pool | Suitable for remote work

Ocean City, Worcester County, Maryland
This spacious house rental in Ocean City accommodates 12 guests and features a modern kitchen for convenient meal preparation.
from £290
per night
(3)
View deal
House Chesapeake Ranch Estates-Drum Point
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped charming holiday home with terrace & barbeque | Beach nearby

Chesapeake Ranch Estates-Drum Point, Solomons Island, Maryland
This spacious house rental in Chesapeake Ranch Estates-Drum Point accommodates 8 guests and features a cosy fireplace.
from £189
per night
(18)
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Condo Ocean City
Condo ∙ 7 guests ∙ 3 bedrooms

Lovely flat | Next to the beach

Ocean City, Worcester County, Maryland
This spacious condo in Ocean City accommodates up to 7 guests and features a fully equipped kitchen for convenient meal preparation.
from £98
per night
(66)
View deal
Condo Ocean City
Condo ∙ 8 guests ∙ 3 bedrooms

Flat with 3 bedrooms for 8 persons

Ocean City, Worcester County, Maryland
This spacious condo in Ocean City accommodates 8 guests and features a balcony for relaxing ocean views.
from £155
per night
(3)
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House Garrett County
House ∙ 14 guests ∙ 6 bedrooms

Wonderful house with private pool, garden & jacuzzi | Dogs allowed

Garrett County, Maryland, United States
This spacious house rental in Garrett County accommodates 14 guests and features a private pool for a relaxing getaway.
from £602
per night
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House Ocean City
House ∙ 24 guests ∙ 10 bedrooms

Holiday home with pool | City view | Perfect for remote work

Ocean City, Worcester County, Maryland
This spacious house rental in Ocean City accommodates 24 guests and features a fully equipped kitchen for convenient meal preparation.
from £609
per night
(25)
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