Holiday rentals near Chesapeake Bay Maritime Museum
We found 665 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals within easy reach of Chesapeake Bay Maritime Museum that can be your home away from home. Whether you're travelling with a group or just with your pet, holiday rentals have the amenities that you need and want for your stay, which might include parking and a garden. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Chesapeake Bay Maritime Museum
Showing deals for:6 Feb - 13 Feb
Image gallery for Modern Waterfront House with amazing views of the Chesapeake Bay and a dock!

10 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
Modern Waterfront House with amazing views of the Chesapeake Bay and a dock!
North Beach, MD
16% off
Price is AU$6,308
for 7 nights, 1 home
AU$901 per night
includes taxes & fees
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Chesapeake Bay Maritime Museum
Find the best place to stay - Chesapeake Bay Maritime Museum

Two Oysters House 2025 Remodel waterfront w/ pool in St. Michaels
Sleeps 8 · 4 bedrooms · 3+ bathrooms
9.4 out of 10
exceptional
(59 reviews)
Top rated rentals - Chesapeake Bay Maritime Museum

SPECTACULAR!!!
10 out of 10
exceptional
(202 reviews)
CONGRATULATIONS! You have found the best house on Kent Island and all of VRBO.We just finished an incredible stay here and were blown away from the moment we pulled up the driveway. The house is spotless, beautifully decorated, and fully stocked with everything you could possibly need. The amenities truly went above and beyond. The outdoor spaces are immaculate and luxurious, with a wraparound porch on both levels and a breathtaking pool. Our family especially enjoyed the daily deer sightings on the property.As for the host, John was extremely hospitable. His attention to detail is unmatched. He was accessible, accommodating, and made sure everything was perfect for our stay.We will forever cherish the family memories we made here. If you're lucky enough to see this place available, book it!
Charlene U.
Stayed June 2025
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value





























