Vacation Homes in Chesapeake Beach
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Featured Vacation Homes in Chesapeake Beach

The Blue Crab Beach House - Free beach passes

Dollhouse in Central Historic St Michaels

Scenic Waterfront Getaway with Private Pool and Dock Minutes from Annapolis

Adorable waterside cottage with pool Beach community

Beach Home with King Bed and Beach Passes in a Cute Town

Rising Sun Bay View Cottage

Private Cottage on gated estate

Wright's Cottage- Pet's Welcome & EV Charging

Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants

Bright and airy waterfront getaway

Searenity Stays, a Cozy Home
Top trending hotels in Chesapeake Beach

SpringHill Suites by Marriott Annapolis
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 |
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Popular accommodation | The Blue Crab Beach House - Free beach passes , Dollhouse in Central Historic St Michaels, Scenic Waterfront Getaway with Private Pool and Dock Minutes from Annapolis, Adorable waterside cottage with pool Beach community, Beach Home with King Bed and Beach Passes in a Cute Town, Rising Sun Bay View Cottage, Private Cottage on gated estate, Wright's Cottage- Pet's Welcome & EV Charging, Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants, Bright and airy waterfront getaway, Searenity Stays, a Cozy Home, Saint Leonard Long Beach Beach House |