Vacation Homes in Chesapeake City
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Featured Vacation Homes in Chesapeake City

Beachfront Sunsets on the Water at Oakwood Beach

Nancy’s Touch, A Waterfront Paradise!

Sailor's Sunrise Cottage - Chesapeake Bay

Charming 2-bedroom house in Aberdeen with WiFi and AC

Chesapeake Bay House with Dock & Private Beach

Cozy home w/fenced in yard-Dog Friendly with Pet fee. 2 block walk to downtown!

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

Hook Wine & Sinker~sleeps 14 to 16 water views!!!

Elegant Family Stay • Quiet Neighborhood • Comfort

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

White Clay Creek Cottage
Top trending hotels in Chesapeake City

Great Wolf Lodge Perryville
Vacation Rentals in Chesapeake City
What kind of vacation do you want in Chesapeake City? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation rental is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Chesapeake City that will speak to you.
Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Chesapeake City, including luxury vacation rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.
Take a look at what we have on offer. You’ll find rentals close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation rentals a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.
Chesapeake City Vacation Homes essential information
Accommodation | 147 Vacation Homes |
|---|---|
Lowest Price | CA $93 |
Highest Price | CA $649 |
Popular accommodation | Beachfront Sunsets on the Water at Oakwood Beach, Nancy’s Touch, A Waterfront Paradise!, Sailor's Sunrise Cottage - Chesapeake Bay, Charming 2-bedroom house in Aberdeen with WiFi and AC, Chesapeake Bay House with Dock & Private Beach, Cozy home w/fenced in yard-Dog Friendly with Pet fee. 2 block walk to downtown!, Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront, Hook Wine & Sinker~sleeps 14 to 16 water views!!!, Elegant Family Stay • Quiet Neighborhood • Comfort, Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE, White Clay Creek Cottage, Summer Season in Chesapeake City, MD 'Old Lock View' @ C&D Canal |






