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Annapolis holiday rentals
We found 1,016 holiday rentals — enter your dates for availability
Take a look at holiday rentals close to Annapolis, MD (ANP-Lee) that can be your home away from home. Whether you're going on holiday with family or friends, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
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Find the best place to stay - Annapolis
Waterfront Oasis of Annapolis Star
Sleeps 4 · 1 bedroom
10 out of 10
exceptional
(73 reviews)
Top rated rentals - Annapolis
Great place for a family reunion
10 out of 10
exceptional
(184 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