Historic District holiday lettings
We found 171 holiday rentals — enter your dates for availability
Discover a selection of 134 homes, 15 apartments and other holiday rentals in Historic District that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the amenities that you need and want, which might include a garden and pool. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.
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Find the best place to stay - Historic District
Charming Romantic, or Navy Professional Historic Retreat—Steps to City Dock!
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.4 out of 10
exceptional
(6 reviews)
Top rated rentals - Historic District
Enjoyed our time in Annapolis
10 out of 10
exceptional
(198 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, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value