Holiday rentals near Annapolis Harbor
We found 687 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:5 Sept - 12 Sept
Image gallery for Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis
9.8 out of 10 rating
Exceptional
(29 reviews)
Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis
Annapolis, MD
12% off
Price is AU$9,342
AU$1,335 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - Annapolis Harbor
Showing deals for: 31 Aug - 3 Sept
Chesapeake Houseboat Getaway on Kent Island, Maryland
Sleeps 6 · 2 bedrooms · 1 bathroom
9.8 out of 10
exceptional
(28 reviews)
The current price is AU$1,790
for 3 nights, 1 houseboat
AU$597 per night
includes taxes & fees
Top rated rentals - Annapolis Harbor
Fun times in Annapolis
10 out of 10
exceptional
(156 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