Chesapeake Bay Vacation Rentals

Choose from 9,262 vacation rentals and homes for your trip!

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Best-rated vacation rentals in Chesapeake Bay

Discover vacation rentals with top-notch guest ratings

Pet-friendly rentals in Chesapeake Bay

Explore best dog-friendly accommodation offers and enjoy vacation with your pet

Accommodation with Internet in Chesapeake Bay

Choose your ideal rental with Internet and WiFi in Chesapeake Bay

Vacation rentals with pool in Chesapeake Bay

Discover best cabin and house rentals with pool in Chesapeake Bay

Best vacation rental offers in Chesapeake Bay

Price and Availability Index in Chesapeake Bay

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Vacation Rental Price Information in Chesapeake Bay

By constantly analyzing our data, we created a graph to show you the fluctuation of prices in Chesapeake Bay. Booking a vacation rental is most expensive in July. In the period 7/26 – 8/2, you will need to pay $622 on average. On the other hand, the cheapest month in the year is January, with an average vacation rental price of $307.

Rental availability information in Chesapeake Bay

This graph shows how many vacation rentals are available over the next 12 months. Only 8% of the vacation rentals in Chesapeake Bay are available in April. If you'd like to visit then, make sure to book early! You'll find the highest availability in October, with 63% of the vacation rentals in Chesapeake Bay still available.

14 reviews

14 travelers who stayed in Chesapeake Bay rated their vacation home 3.7/5 stars on average.

And we love our apartments

Features of Chesapeake Bay vacation rentals

💳 Discounts	up to 10%
⭐ Popular amenities	Internet, Pool and Pets allowed
🏊 Vacation rentals with a pool	4,021 rentals
🌙 Minimum price	starting at $69
🐾 Pet friendly vacation homes	3,014 rentals
🏡 Rentals available	9,262 rentals