Holiday rentals near Chesapeake Bay Bridge
We found 1,052 holiday rentals — enter your dates for availability
Choose the right holiday rental within easy reach of Chesapeake Bay Bridge. Holiday homes provide the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a washer and dryer. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Chesapeake Bay Bridge
Showing deals for:15 Aug - 22 Aug
Image gallery for Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room
9.6 out of 10 rating
Exceptional
(33 reviews)
Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room
Davidsonville, MD
7% off
Price is AU$12,980
AU$1,854 per night
includes taxes & fees
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Find the best place to stay - Chesapeake Bay Bridge
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Sleeps 11 · 3 bedrooms · 2 bathrooms
10 out of 10
exceptional
(208 reviews)
Top rated rentals - Chesapeake Bay Bridge
Fantastic house - clean, warm & perfectly located to get around Annapolis
10 out of 10
exceptional
(216 reviews)
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