Holiday rentals near Annapolis Harbor

We found 679 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:24 Oct - 31 Oct

Image gallery for NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

Terrace/patio
9.8 out of 10 rating
Exceptional
(29 reviews)

NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

Annapolis, MD

12% off
Price is NZ$5,659
NZ$808 per night
includes taxes & fees
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

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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