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

Chesapeake Beach Vacation Rentals

Browse 66 available vacation homes and compared across 8 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
Spacious house, great deck & grill, close to boardwalk, shops, and restaurants.
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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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Cabin Chesapeake Beach
Child-friendly wonderful cottage with barbeque, patio & garden | Nature view | Good for workation | Pets are welcome
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Apartment Chesapeake Beach
Cozy Cottage 3 beds 2 baths W/ Outdoor grill!
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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
Blocks to the Boardwalk!
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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
House with patio & garden | Good for workation
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House Chesapeake Beach
Waterfront North Beach Home 2 Mi to Beach!
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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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House Chesapeake Beach
"La Licorne" Waterfront Beach Cottage
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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
Vacation home with garden, patio & barbeque
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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 66 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Chesapeake Beach
6 guests ∙ 3 bedrooms

House

Chesapeake Beach, Sunderland, Maryland, United States
This house rental in North Beach accommodates 6 guests and features a family-friendly kitchen for a comfortable stay.
from $281
per night
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House Chesapeake Beach
13 guests ∙ 4 bedrooms

House

Chesapeake Beach, Sunderland, Maryland, United States
This spacious house rental in North Beach accommodates 13 guests and features a private pool for relaxation and enjoyment.
from $799
per night
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House Chesapeake Beach
4 guests ∙ 2 bedrooms

House

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 $74
per night
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Apartment Chesapeake Beach
4 guests ∙ 1 bedroom

Apartment

Chesapeake Beach, Sunderland, Maryland, United States
Spacious North Beach apartment rental for 4 featuring a modern kitchen and easy access to local attractions.
from $201
per night
(27)
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House Chesapeake Beach
House ∙ 4 guests ∙ 2 bedrooms

65 m² House

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 $201
per night
(5)
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Cabin Chesapeake Beach
8 guests ∙ 3 bedrooms

Cabin

Chesapeake Beach, Sunderland, Maryland, United States
Charming cabin in North Beach accommodates 8 guests and welcomes pets for a perfect family getaway.
from $621
per night
(2)
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Cabin Chesapeake Beach
Cabin ∙ 2 guests ∙ 1 bedroom

28 m² Cabin

Chesapeake Beach, Sunderland, Maryland, United States
This cozy cabin in Chesapeake Beach accommodates 2 guests and welcomes pets for a relaxing getaway.
from $348
per night
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Resort Chesapeake Beach
10 guests ∙ 1 bedroom

Resort

Chesapeake Beach, Sunderland, Maryland, United States
This resort in Chesapeake Beach offers spacious accommodations for 200 guests and features a relaxing pool for leisure and events.
from $131
per night
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House Chesapeake Beach
House ∙ 7 guests ∙ 4 bedrooms

168 m² House

Chesapeake Beach, Sunderland, Maryland, United States
This North Beach house rental accommodates 7 guests and features a cozy fireplace for a warm, inviting atmosphere.
from $384
per night
(43)
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