Chesapeake Beach Vacation Homes
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Featured Vacation Homes in Chesapeake Beach

Lovely bay views with kayaks, bikes, fire pit, crabbing & more

Charming Annapolis WaterVIEW Home

Grace Cottage, St Michaels Walk to everything!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Eastport Cottage .5 mi from Downtown Annapolis
Hotel Options in Chesapeake Beach

Rod 'N' Reel Resort

Mid-Century Modern on Private Beach, Designed by Award Winning Architect!

Family Beach House: Spacious Deck, Grill & Views
Chesapeake Beach Vacation Homes
Book vacation homes in Chesapeake Beach
Next time you take a group getaway top Chesapeake Beach, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Chesapeake Beach vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.
Homes for every Chesapeake Beach vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Chesapeake Beach; instead of going to a small hotel room at the end of a busy day, you’re going home.
Vacations are all about creating lasting memories, and a Chesapeake Beach rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Chesapeake Beach is sure to be a winner.
Chesapeake Beach Vacation Homes essential information
Accommodation | 403 Vacation Homes |
|---|---|
Lowest Price | $208 |
Highest Price | $625 |
Popular accommodation | Lovely bay views with kayaks, bikes, fire pit, crabbing & more, Charming Annapolis WaterVIEW Home, Grace Cottage, St Michaels Walk to everything!, Relax on Kent Island in a 4 Bedroom Home w/Waterview!, Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW, Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier, Eastport Cottage .5 mi from Downtown Annapolis , Walk to Beach! King Bed & Free Beach Passes, Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay . |


