Find a vacation rental that meets your criteria among the 5850 welcoming accommodations from 17 partner websites in Chesapeake Bay. HomeToGo instantaneously presents you with the best offers by comparing all of the listed accommodations in Chesapeake Bay from 17 different providers.
Recommended Vacation Rentals in Chesapeake Bay
Find your perfect vacation rental in Chesapeake Bay: from $73 per night
Vacation rentals with Wi-Fi
Vacation rentals and apartments with air conditioning
Apartments and vacation rentals with a kitchen
Popular Rental Amenities in Chesapeake Bay
Using our filters will help you find the perfect vacation rental in Chesapeake Bay. HomeToGo's data highlights that "internet" and "TVs" turn out to be the most frequently offered features in Chesapeake Bay. Plan your vacation in advance if you love sweating the stress away in saunas or you like to end your days curled up by the fire. There are just 190 listed accommodations providing "saunas" and 394 properties including "fireplaces."
The Weather in Chesapeake Bay
- Rainy days
The above is a climate diagram for Chesapeake Bay. During July, maximum temperatures go up to more than 87° However, temperatures can go lower than 28° in Chesapeake Bay in January. The rainiest month is January while the driest month is November.
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Accommodations for your vacation in Chesapeake Bay
3,725 out of the 5822 listed properties in Chesapeake Bay are hotel rooms. They account for many of the properties in this destination (62.98%). Additionally, these accommodations have an average size of 400 ft² as well as a median price of $214 per night. Moreover, if you are going in a group of 4, hotel rooms are the perfect accommodation type in Chesapeake Bay, as they usually welcome this exact group size. You can also search and find other accommodation types in Chesapeake Bay. Bed & Breakfast rentals are, for example, another popular accommodation option there with 415 properties to compare. These accommodations cost $294 per night on average and have an average size of 720 ft².
Revel in the laidback atmosphere of Chesapeake Bay vacation rentals
Chesapeake Bay, Maryland’s most famous estuary, is actually quite big – approximately 200 miles long. It is home to historical attractions such as Fort McHenry and Chesapeake Bay Maritime Museum, as well as natural attractions such as Blackwater National Wildlife Refuge and Calvert Cliffs.
Chesapeake Bay vacation homes are available in different types and sizes. From luxury townhouses and waterfront cottages to apartments and farmhouses, vacation rentals in Chesapeake Bay are available to suit your every need and desire.
What is the weather like in Chesapeake Bay?
Ideal time to visit Chesapeake Bay
The peak season for travelers to Chesapeake Bay is the summer period between June and August. Thousands of holidaymakers visit during this time for the hot weather and fun water-sports, including fishing, boating, and swimming.
If you specifically want to avoid the peak crowds, travel to Chesapeake Bay in either spring (March to May) or fall (September to November). During these seasons, you will be able to observe dolphins, explore salt marshes, and go hiking.
What are the best events and festivals in Chesapeake Bay?
Festivals in Chesapeake Bay
Chesapeake Bay Blues Festival is an annual event that takes place in Annapolis, Maryland. Spanning a weekend, this festival raises millions of dollars for charity. Attend this event and you can enjoy some of the world's best blues artists accompanied by gorgeous beachside views and amazing food.
Maryland Seafood Festival is held to celebrate the state's signature blue crabs. This festival also takes place in Annapolis and features numerous vendors selling crab cakes, steamed crab, and cream of crab soup, as well as braided crab pretzels.
What are the must-see attractions in Chesapeake Bay?
Iconic attractions in Chesapeake Bay
Chesapeake Bay Bridge-Tunnel
Located on US Route 13, Chesapeake Bay Bridge-Tunnel is a fixed link crossing in Virginia. This bridge-tunnel includes two mile-long tunnels and was opened in 1964. The structure is one of only ten bridge-tunnel constructions in the world.
Thomas Point Shoal Light
Thomas Point Shoal Light is the most popular lighthouse in Maryland. Built in 1825, it was listed on the National Register of Historic Places in 1975. It is open to the public for just 3 months in the year.
Susquehanna is the longest river in the continental US, and the Chesapeake Bay is actually the ria of this river. The Susquehanna River and the Chesapeake Bay are essentially part of one ecosystem.
Chesapeake Bay Bridge
Chesapeake Bay Bridge is an important link along US Routes 50 and 301. This bridge spans Chesapeake Bay in its entirety and connects the metropolitan Western Shore to the rural Eastern Shore in Maryland.
Situated at the base of Chesapeake Bay Bridge, Kent Island is home to beautiful views and numerous dining options. Kent Narrows is a small water channel that separates this island from the mainland.
How much does it cost to rent a vacation rental in Chesapeake Bay?
The price for Hotel rooms and Bed & Breakfast rentals in Chesapeake Bay is $72 per night.
How many vacation rentals are available to book in Chesapeake Bay?
August has the highest amount of available Hotel rooms and Bed & Breakfast rentals in Chesapeake Bay, so you can expect plenty of offers, even for last-minute bookings.
What amenities are most popular for vacation homes in Chesapeake Bay?
The most popular amenities for home rentals in Chesapeake Bay include accommodations that have: internet, TVs, and pools.
How many vacation rentals are in Chesapeake Bay?
Discover 5822 vacation rentals available to book in Chesapeake Bay.
What's the best time of year to travel to Chesapeake Bay?
Chesapeake Bay has its warmest time of year around July and June, with average nightly prices being around $72.
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