Chesapeake Beach Vacation Homes
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Featured Vacation Homes in Chesapeake Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Bright and airy waterfront getaway

Dollhouse in Central Historic St Michaels

Thorneton Point Estate

Water's Edge 2-bedroom house in charming Edgewater near Annapolis

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

5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking
Hotel Options in Chesapeake Beach

Rod 'N' Reel Resort

Rising Sun Bay View Cottage W/ Beach Views!

Sonesta ES Suites Annapolis
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 | 374 Vacation Homes |
|---|---|
Lowest Price | $93 |
Highest Price | $1,002 |
Popular accommodation | Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach, Bright and airy waterfront getaway, Dollhouse in Central Historic St Michaels, Thorneton Point Estate, Water's Edge 2-bedroom house in charming Edgewater near Annapolis, Lovely bay views with kayaks, bikes, fire pit, crabbing & more, 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking, Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly, Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown |


