Chesapeake Beach Vacation Rentals - HolidayHomes base64Hash Chesapeake Beach Vacation Rentals - HolidayHomes

Chesapeake Beach Vacation Rentals

Browse 60 available vacation homes and compared across 6 trusted partners

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Top-Rated Vacation rentals in Chesapeake Beach

Book the highest-rated Chesapeake Beach vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Chesapeake Beach
Child-friendly house with terrace, yard & BBQ | Nature view | Perfect for remote work
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House Chesapeake Beach
The Blue Crab Beach House - Free beach passes
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House Chesapeake Beach
Sweet Bamboo Beach Cottage
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Apartment Chesapeake Beach
Cozy Cottage 3 beds 2 baths W/ Outdoor grill!
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House Chesapeake Beach
Blocks to the Boardwalk!
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House Chesapeake Beach
Family-oriented big vacation home with terrace, grill & garden | Nature view | Next to the beach
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House Chesapeake Beach
House with patio & garden | Good for workation
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House Chesapeake Beach
Family-friendly vacation home with barbeque, garden & patio | City view | Beach nearby | Perfect for remote work | Pets allowed
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House Chesapeake Beach
Modern Waterfront House with amazing views of the Chesapeake Bay! Private pier!
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House Chesapeake Beach
Club Carp North Beach
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Apartment Chesapeake Beach
Apartment | Beach nearby
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House Chesapeake Beach
Walk to Beach! King Bed & Free Beach Passes
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House Chesapeake Beach
The Cozy Crab- Your Charming Haven in Lovely North Beach!
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House Chesapeake Beach
Charming 4 Bdr 3 Bath Chesapeake Beach Home 2 king beds, a queen and bunk bed
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House Chesapeake Beach
Sweet Gumball Cottage North Beach MD Free Beach Pass!
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Top 15 most Recommended Vacation Rentals in Chesapeake Beach

Discover your ideal Chesapeake Beach vacation rental with real-time comparisons of 60 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Cabin Chesapeake Beach
Cabin ∙ 6 guests ∙ 2 bedrooms

Cottage with yard, barbeque & terrace

Chesapeake Beach, Sunderland, Maryland, United States
Charming cabin in Chesapeake Beach accommodates 6 guests and features beach access for a perfect getaway.
from $144
per night
(10)
View deal
House Chesapeake Beach
House ∙ 8 guests ∙ 4 bedrooms

House with garden & patio

Chesapeake Beach, Sunderland, Maryland, United States
This house rental in Calvert County accommodates 8 guests and features a family-friendly yard perfect for outdoor activities.
from $220
per night
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Cabin Chesapeake Beach
Cabin ∙ 8 guests ∙ 3 bedrooms

Cottage with 3 bedrooms for 8 persons

Chesapeake Beach, Sunderland, Maryland, United States
Charming cabin in North Beach accommodates 8 guests and welcomes pets for a perfect family getaway.
from $503
per night
(2)
View deal
Apartment Chesapeake Beach
Apartment ∙ 4 guests ∙ 1 bedroom

Nice rental apartment | Next to the beach

Chesapeake Beach, Sunderland, Maryland, United States
This North Beach apartment rental accommodates 4 and features a spacious balcony with stunning views.
from $209
per night
(28)
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House Chesapeake Beach
House ∙ 4 guests ∙ 2 bedrooms

Pleasant vacation home with 2 bedrooms for 4 persons

Chesapeake Beach, Sunderland, Maryland, United States
Charming house rental in North Beach accommodates 4 guests and features a spacious backyard for relaxation and outdoor dining.
from $209
per night
(5)
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Apartment Chesapeake Beach
Apartment ∙ 3 guests ∙ 1 bedroom

Apartment with terrace

Chesapeake Beach, Sunderland, Maryland, United States
This North Beach apartment rental accommodates 3 guests and features a family-friendly kitchen for a comfortable stay.
from $158
per night
(2)
View deal
House Chesapeake Beach
House ∙ 4 guests ∙ 2 bedrooms

House with 2 bedrooms for 4 persons

Chesapeake Beach, Sunderland, Maryland, United States
Charming house rental in Chesapeake Beach accommodates 4 guests and welcomes pets for a comfortable stay by the coast.
from $75
per night
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House Chesapeake Beach
House ∙ 18 guests ∙ 5 bedrooms

Child-friendly wonderful vacation home with garden, terrace & barbecue | Nature view | Perfect for remote work

Chesapeake Beach, Sunderland, Maryland, United States
This house rental in North Beach accommodates 18 guests and features a spacious kitchen for family-friendly gatherings.
from $1,006
per night
(5)
View deal
House Chesapeake Beach
House ∙ 5 guests ∙ 2 bedrooms

House with patio

Chesapeake Beach, Sunderland, Maryland, United States
This house rental in North Beach accommodates 4 guests and features a family-friendly kitchen for all your cooking needs.
from $218
per night
(1)
View deal

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