Why Choose Rent By Owner for your Chesapeake Bay Resorts?
What makes our Resorts special?
Weekly Weather Forecast for Chesapeake Bay
How to Book Your Chesapeake Bay Resorts
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Chesapeake Bay
Common Resorts Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Chesapeake Bay, MD
Frequently Asked Questions About Chesapeake Bay Resorts
1. What are the top Resorts in Chesapeake Bay?
There are a lot of options in Chesapeake Bay. If you plan on staying in the Chesapeake Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Resorts in Chesapeake Bay:
- Low Rates for The Historic Powhatan Resort
- History, Busch Gardens, and the Beach!
- 1 Bedroom Studio on the Virginia Beach waterfront
- Hilton Ocean Beach Club Resort an Oceanfront Resort in 2 Bedroom City View Unit!
- Marriott's Manor Club at Ford's Colony - Many Weeks Available - Top Owner!
- Family & Friends Getaway! 3 Great Units, Beach, Fishing
- Sun, Sand, and Surf! 2 Great Units with Full Kitchen, Oceanfront, Pool
- 2BR Retreat with 2 Oceanfront Balconies at Hilton Ocean Beach Club Resort
- Marriott 2 bdrm 2 baths, minutes from Colonial Williamsburg downtown.
- Enjoy Breathtaking Beauty on the Chesapeake Bay
2. How many Resorts are available in Chesapeake Bay?
Currently, the total number of properties listed by RBO in 2026 is over 778 in the Chesapeake Bay area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Chesapeake Bay.

























