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Search results showing properties in Annapolis, Maryland, United States of America

Google map showing 22 properties

Photo gallery for Amazing views, short walks to great dining!

"The cottage is lovely—vintage charm in perfect combination with the best modern updates. I was comfortable every minute I spent there..." Darcy - June 2021
Premier Host
Cottage · Within West Annapolis

Amazing views, short walks to great dining!

Sleeps 4 · 1 bathroom
Private host
10 out of 10
exceptional
(65 reviews)
Unavailable
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Photo gallery for Still Available for 2024 Commissioning Week! Dog-friendly beachfront home on the Chesapeake

Welcome to the renovated kitchen at Oh Happy Bay!
Premier Host
Cottage · 6 min drive to the beach

Still Available for 2024 Commissioning Week! Dog-friendly beachfront home on the Chesapeake

Sleeps 8 · 3 bedrooms · 2+ bathrooms
9.8 out of 10
exceptional
(20 reviews)
Unavailable
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Photo gallery for Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,

Room
Premier Host
Cottage · 11 min drive to the beach

Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,

Sleeps 6 · 3 bedrooms · 1+ bathroom
Private host
10 out of 10
exceptional
(20 reviews)
Unavailable
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Cottage · 9 min drive to the beach

Eastport Cozy Charmer

Sleeps 4 · 2 bedrooms · 2 bathrooms
9.4 out of 10
exceptional
(3 reviews)
Unavailable
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Cottage · 7 min drive to the beach

Coastal Chesapeake cottage in Eastport

Sleeps 7 · 4 bedrooms · bathrooms
Private host
10 out of 10
exceptional
(1 review)
Unavailable
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Cottage · 9 min drive to the beach

Secluded Cozy Cottage in Historic Downtown

Sleeps 8 · 2 bedrooms · 1 bathroom
Private host
Unavailable
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Cottage · Epping Forest, 3.08 mi from Annapolis

Annapolis waterfront "tiny house" in garden setting

Sleeps 4 · 1 bedroom · 1 bathroom
10 out of 10
exceptional
(208 reviews)
Unavailable
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Cottage · Cape Saint Claire, 5.43 mi from Annapolis

Firefly Cottage at the Cape, HOT TUB, E.V. community beach, back yard fun

Sleeps 5 · 1 bedroom · 1 bathroom
Private host
10 out of 10
exceptional
(60 reviews)
Unavailable
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Cottage · 10.24 mi from Annapolis

Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

Sleeps 3 · 1 bedroom · 1 bathroom
Private host
9.8 out of 10
exceptional
(22 reviews)
Unavailable
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Cottage · Hillsmere, 2.91 mi from Annapolis

The Yellow Cottage on Harness Creek

Sleeps 6 · 2 bedrooms · 1 bathroom
Private host
10 out of 10
exceptional
(137 reviews)
Unavailable
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