Holiday Homes near Historical Society of Talbot County, Annapolis: House Rentals & More

Choose the perfect private holiday rental that's close to Historical Society of Talbot County. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as a garden and pool. You'll be able to choose 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 - Historical Society of Talbot County

Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

Sleeps 5 · 1 bedroom · 1 bathroom

House, pond, property. Private beach and Chesapeake Bay is behind far tree line.

240' Private Beachfront @Kent Island Love Point - Great for Large Groups

Sleeps 26 · 5 bedrooms · 3+ bathrooms

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Sleeps 8 · 3 bedrooms · 1+ bathroom

Grand, historic, fun, fabulous home - downtown Annapolis at Main St. & City Dock

Sleeps 16 · 6 bedrooms · 4+ bathrooms

View of firepit and waterfront (bring your own wood)

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Sleeps 14 · 5 bedrooms · 3 bathrooms

Peace of mind
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From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value