Vacation Homes in Chesapeake Beach

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Featured Vacation Homes in Chesapeake Beach

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Vacation Rentals in Chesapeake Beach

What kind of vacation do you want in Chesapeake Beach? 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 Beach 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 Beach, 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 Beach Vacation Homes essential information

Accommodation
414 Vacation Homes
Lowest Price
CA $131
Highest Price
CA $271
Popular accommodation
Heated pool, sandy beach, pier, and playground set punch point apart!, Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly, Rising Sun Bay View Cottage, Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub, Relax on Kent Island in 3 Bedroom Home w/Waterview, Bay views with kayaks, bikes, fire pit, crabbing and more, Edgewater/Mayo Gateaway w/ Hot Tub, Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW, Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy, The Blue Crab Beach House - Free beach passes , Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view, Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier