Holiday rentals near Annapolis Harbor

We found 652 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals near Annapolis Harbor that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you expect for your stay, which might include parking and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Annapolis Harbor

Showing deals for:27 Feb - 6 Mar

Image gallery for Chesapeake Houseboat Getaway on Kent Island, Maryland

Marina
9.8 out of 10, Exceptional, (45 reviews)
Exceptional
(45 reviews)

Chesapeake Houseboat Getaway on Kent Island, Maryland

Stevensville, MD

12% off
Price is NZ$3,731
for 7 nights, 1 houseboat
NZ$533 per night
includes taxes & fees
Chesapeake Houseboat Getaway on Kent Island, Maryland

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value