Find Vacation Rentals in Chesapeake Bay

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Looking for a vacation rental in Chesapeake Bay? Tripping.com has 45864 vacation rental homes available in Chesapeake Bay. You'll find 284 studios, 13942 1-bedroom, 9388 2-bedroom and 22250 rentals with 3 or more bedrooms ranging from $25 a night. For extra convenience, many of these vacation homes can be booked directly online. The average price of a nightly rental in Chesapeake Bay is $277 while the average price of a weekly rental is $2532. For those looking for more than a short term rental such as corporate rentals, extended stays or long term rentals, the average monthly price of a Chesapeake Bay home is $2353. Wondering if you can bring your dog or cat along with you? There are 7104 pet-friendly vacation rentals available in Chesapeake Bay. In addition to accommodating pets, Chesapeake Bay rentals offer a variety of amenities. In particular, 39082 rentals have Internet and WiFi, 39889 have TV and/or cable and 17180 have a pool or hot tub. Search properties from 14 vacation rental sites in Chesapeake Bay where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 22046 HomeAway rentals, 10442 TripAdvisor short term rentals and 4421 Booking.com vacation rentals.