Book Holiday Homes in Chesapeake City
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Featured Holiday Homes in Chesapeake City

Chesapeake Bay House with Dock & Private Beach

Nancy’s Touch, A Waterfront Paradise!

Saltwater Pool - Entire 4 BR Home + Yard is What You Need this Summer

Ultimate Retreat @ Papermill Rd

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Spacious and luxurious 3 bed/1.5 bath townhome with free parking, sleeps 6

Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

Captivating Chesapeake experience

Walk to Town & River: Charming Home in North East!
Chesapeake City Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Chesapeake City vacation homes are the perfect way for you to wing it.
Holiday houses in Chesapeake City let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Chesapeake City in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Chesapeake City adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Chesapeake City with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Chesapeake City vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Chesapeake City Holiday Homes essential information
Accommodation | 169 Holiday Homes |
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Lowest Price | NZ$135 |
Highest Price | NZ$464 |
Popular accommodation | Chesapeake Bay House with Dock & Private Beach, Nancy’s Touch, A Waterfront Paradise!, Saltwater Pool - Entire 4 BR Home + Yard is What You Need this Summer, Ultimate Retreat @ Papermill Rd, Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE, Spacious and luxurious 3 bed/1.5 bath townhome with free parking, sleeps 6, Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach, Captivating Chesapeake experience, Walk to Town & River: Charming Home in North East! |
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Historic Chesapeake City Stay

Sonesta Select Newark Christiana Mall

Extended Stay America Suites Newark Christiana Wilmington

Red Roof Inn & Suites Newark - University
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^Subject to availability and chosen travel dates.