Compare Chesapeake City Vacation Rentals
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Chesapeake City Rentals

Historic Chesapeake City Stay

Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows

Chesapeake City Quiet Overlook

Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!

Waterfront Cottage on the C&D Canal!

Charming 2-bedroom cabin close to Fair Hill on horse farm

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Chesapeake Bay House with Dock & Private Beach

Nancy’s Touch, A Waterfront Paradise!

*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay
Chesapeake City Large Group Rentals

Chesapeake Bay House with Dock & Private Beach

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

Nancy’s Touch, A Waterfront Paradise!

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

*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay

Saltwater Pool - Entire 4 BR Home + Yard is What You Need this Summer
How to Book Vacation Rentals in Chesapeake City
🏠 What is the best price for Chesapeake City vacation rentals?
Chesapeake City vacation rentals range in price, starting at $211 per night.
🏠 What types of vacation rentals in Chesapeake City can I rent?
Orbitz offers a wide range of Chesapeake City rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Chesapeake City condo rentals.
🏠 Is it free to cancel my Chesapeake City vacation rental with Orbitz?
Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.
🏠 How do I find the best deals to rent a Chesapeake City vacation rental with Orbitz?
There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Chesapeake City. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.
🏠 How can I cancel my vacation rental booking through Orbitz?
Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.
🏠 What are the advantages of booking a vacation rental in Chesapeake City?
Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Chesapeake City apartments and enjoy an extended stay.
🏠 Why should I book my vacation rental with Orbitz in Chesapeake City?
Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Chesapeake City package deals will get you even more savings.
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