Chesapeake Bay Vacation Rentals
PRICE PER NIGHT
ACCOMMODATION TYPES
Top-Rated Vacation Rentals in Chesapeake Bay, MD
Book a vacation rental in Chesapeake Bay that has the highest visitor rating. Here are 6 of the best vacation rentals in Chesapeake Bay.
Beach House on Chesapeake Bay!
10
Excellent
·
House
·
3 br
·
Sleeps 8
·
Workspace · Wifi · Oven ·
From
$433/nightProperty
House · 3 Beds · 2 baths
Amenities
Wifi
Oven
In Unit Laundry
Garage Parking
Air Conditioning
Residents Lounge
Dishwasher
Ocean
Other spaces
Workspace, Kitchen
Nassawadox Creek Waterfront Home with Private Pool
10
Excellent
·
House
·
3 br
·
Sleeps 8
·
Fireplace · In Unit Laundry · Oven ·
From
$261/nightProperty
House · 3 Beds · 3 baths
Amenities
Fireplace
In Unit Laundry
Oven
Waterfront
Smoking Allowed
Dishwasher
Swimming Pool
Garage Parking
Other spaces
Kitchen
Cozy, Peaceful Escape with Waterfront Sunsets - Pets Stay For Free!
10
Excellent
·
Apartment
·
2 br
·
Sleeps 6
·
Ocean · In Unit Laundry · Waterfront ·
From
$262/nightProperty
Apartment · 2 Beds · 2 baths
Amenities
Ocean
In Unit Laundry
Waterfront
Onsite Management
Storage
Air Conditioning
Dishwasher
Furnished
Other spaces
Kitchen, Balcony
Chesapeake Bay,Private Beach front cottage,super sunsets just lowered fall rates
10
Excellent
·
Apartment
·
2 br
·
Sleeps 6
·
Kitchen · In Unit Laundry · Furnished ·
From
$135/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
In Unit Laundry
Furnished
Air Conditioning
Beach
Residents Lounge
Waterfront
Oven
Wifi
Other spaces
Kitchen
Beachfront Home on Chesapeake Bay - Gwynn’s Island
10
Excellent
·
House
·
3 br
·
Sleeps 8
·
Balcony · Waterfront · Beach ·
From
$287/nightProperty
House · 3 Beds · 4 baths
Amenities
Waterfront
Beach
Residents Lounge
Furnished
In Unit Laundry
Garage Parking
Air Conditioning
Oven
Other spaces
Balcony, Kitchen
Price drop
Beachfront home, breathtaking views & sunsets
10
Excellent
·
House
·
4 br
·
Sleeps 12
·
Oven · Beach · Balcony ·
From
$579/nightProperty
House · 4 Beds · 4 baths
Amenities
Oven
Beach
Dishwasher
Furnished
In Unit Laundry
Air Conditioning
Fireplace
Residents Lounge
Other spaces
Balcony, Kitchen
Budget-Friendly Vacation Rentals in Chesapeake Bay, MD
Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Chesapeake Bay starting at $30. Use the price filter at the top of the page to search for more specific prices.
Chesapeake Retreat
No rating
·
House
·
1 br
·
Sleeps 2
·
Deck · Smoking Allowed · Air Conditioning ·
From
$30/nightProperty
House · 1 Bed · 1 bath
Amenities
Smoking Allowed
Air Conditioning
Furnished
Other spaces
Deck
Relax and Renew on your private deck overlooking the Chesapeake Bay
10
Excellent
·
Apartment
·
2 br
·
Sleeps 4
·
Outdoor Space · Beach · Swimming Pool ·
From
$145/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Beach
Swimming Pool
Air Conditioning
Waterfront
Oven
Wifi
In Unit Laundry
Garage Parking
Other spaces
Kitchen
Share Splendid Sunsets Over the Beautiful Chesapeake Bay!
10
Excellent
·
Apartment
·
2 br
·
Sleeps 5
·
Wifi · In Unit Laundry · Oven ·
From
$153/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Wifi
In Unit Laundry
Oven
Residents Lounge
Furnished
Air Conditioning
Other spaces
Kitchen
This is the NO DRAMA ZONE you have been looking for! Come relax and HAVE FUN!
10
Excellent
·
Apartment
·
1 br
·
Sleeps 4
·
Smoking Allowed · Ocean · Business Center ·
From
$160/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Smoking Allowed
Ocean
Business Center
Wifi
Waterfront
Assigned Parking
Furnished
Air Conditioning
Other spaces
Kitchen
Chesapeake Bay Secluded Waterfront Log Cabin
10
Excellent
·
Apartment
·
1 br
·
Sleeps 6
·
Kitchen · Oven · Lake ·
From
$166/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Oven
Lake
Waterfront
Furnished
Air Conditioning
Smoking Allowed
In Unit Laundry
Dishwasher
Other spaces
Kitchen
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Updated: October 3, 2023
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