A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

Annapolis guest houses

We found 7 guest houses — enter your dates for availability

Explore Annapolis guest house rentals

Image of Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis.

Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis.

Sleeps 5 · 1 bedroom · 1 bathroom

Image of West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

Sleeps 6 · 2 bedrooms · 1 bathroom

Image of Island Life! Kent Island Waterfront with Pool-Bring your boat!

Premier Host

Island Life! Kent Island Waterfront with Pool-Bring your boat!

Sleeps 12 · 3 bedrooms · 2+ bathrooms

Image of A Serene Tiny Home Experience

Premier Host

A Serene Tiny Home Experience

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Barefoot Cottage A Quiet Coastal Retreat

Barefoot Cottage A Quiet Coastal Retreat

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Deluxe Basement Guest Suite w/ Luxury Amenities Minutes From BWI/Annapolis/DC

Deluxe Basement Guest Suite w/ Luxury Amenities Minutes From BWI/Annapolis/DC

Sleeps 4 · 2 bedrooms · 1 bathroom

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