A historic place steeped in Victorian charm, the scenic Chesapeake City is located on the Chesapeake and Delaware Canal near a spectacular horse country. Taking a trip to this destination makes for an idyllic getaway, especially if you book a beautiful cottage-style vacation home on the waterfront.
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Best Vacation Home Deals in Chesapeake City
Save up to 26%
Discover a vacation home that meets your preferences among the 19 beautiful options from more than 5 vacation rental websites in Chesapeake City. HomeToGo, a vacation rental search engine, immediately sorts all of these accommodations to help you save up to 39%!
Top-Rated Rentals and Accommodations in Chesapeake City
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Recommended Vacation Rentals in Chesapeake City
Find your perfect vacation rental in Chesapeake City: from $68 per night
Budget-friendly Vacation Rentals in Chesapeake City
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Vacation Houses With Pools
Make a splash on your next vacation! Over 5% of in Chesapeake City vacation rentals have a swimming pool.
Dog-Friendly Vacation Rentals
Bring Fido on your next trip and book a stay in one of these pet-friendly rentals in Chesapeake City!
Best vacation rentals with a balcony
Looking for a home with a balcony? Check out these vacation homes in Chesapeake City with their own private patios and balconies.
Popular Rental Amenities in Chesapeake City
Our search page's filters will help you find the perfect rental in Chesapeake City. You can easily compare and find a rental fitting your criteria in Chesapeake City if you're dreaming of days spent poolside or you are looking for a pet-friendly rental, as most accommodations include "Pool" and "Pets allowed." You can also search for a rental in Chesapeake City if you want a rental with a yard as 8 of the listed rentals there provide "Yard."
The Weather in Chesapeake City
You can see our climate diagram above. July is the warmest month in Chesapeake City with average maximum temperatures of 86°. On the contrary, the coolest month is January. The rainiest month is January while the driest month is September.
7-Day Weather Forecast in Chesapeake City
Accommodations for your vacation in Chesapeake City
Seafood under the bridge
The Bayard House Restaurant is a fine-dining eatery, located in an 18th-century house, which not only offers a serving of exquisite seafood but also spectacular views of the waterfront. Another place that serves a delectable assortment of seafood is the nautical-style Schaefer’s Canal House – where you can also lounge on the waterfront patio while enjoying the live band.
Fun in natural surroundings
Walking on the Chesapeake and Delaware Canal marina is always a pleasurable experience, and the waters are ideal for activities like sailing or fishing. The 1790-acre preserve of Lums Pond State Park, with its picturesque freshwater pond, sports fields, and multi-purpose trails, makes for a recreational destination to spend a fun and relaxed day.
Information about vacation rentals in Chesapeake City
|💳 Possible discounts||up to 39%|
|🌙 Nightly prices starting at||$68|
|⭐ Popular amenities||Pool, Pets allowed and Internet|
|🐾 Pet friendly homes||3 homes|
Frequently Asked Questions
What is the nightly price for a vacation home in Chesapeake City?
The price of a night's stay in Chesapeake City starts at $68. If you’re interested in a house rental, the average price is $704 per night. A bed and breakfast rental Chesapeake City will cost $280 per night on average.
How many vacation homes are available for booking in Chesapeake City?
There are currently 19 vacation homes available for booking for your trip.
What are the most popular amenities for vacation rentals in Chesapeake City?
Three most popular amenities for home rentals in Chesapeake City include accommodations that have: Pool, Pets allowed, and Internet.
Are dogs allowed in vacation homes in Chesapeake City?
If traveling with a pet in Chesapeake City, 16% of vacation rentals allow pets.
When is it better to travel to Chesapeake City?
When choosing a vacation rental in Chesapeake City, consider that rainy season is typically in January or May, with September often being the driest.
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