Skip to Main Content.
Download the app button
Download the app button with download icon
Get the app
United Kingdom
Trip Planner
List your property
Help
My trips
Sign in
It's easy to contact hosts and keep track of all your messages when you have a Vrbo account
Traveller login
Sign in as an owner
Create a free account
Feedback
Going to
Going to
Dates
Dates
Travellers
Adults
Adults
Decrease the number of adults
Increase the number of adults
Children
Ages 0 to 17
Decrease the number of children
Increase the number of children
I am travelling with pets
If checked, only properties that allow pets will be shown
Done
Search
Filters (1)
Popular (1)
Price
Rooms and spaces
Sort by recommended
300+ properties
How our sort order works
Opens in a new window
Search results showing properties in Annapolis, Maryland, United States of America
Google map showing 500 properties
Photo gallery for 421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
Exterior
Show previous image for 421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
Show next image for 421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
Premier Host
House · 8 min drive to the beach
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
Sleeps 5 · 2 bedrooms · 2 bathrooms
10
10 out of 10
Exceptional
exceptional
84 reviews
(84 reviews)
Unavailable
More information about 421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!, opens in a new tab
Photo gallery for Charming Historic Townhouse Steps From USNA
Living area
Show previous image for Charming Historic Townhouse Steps From USNA
Show next image for Charming Historic Townhouse Steps From USNA
Premier Host
House · 9 min drive to the beach
Charming Historic Townhouse Steps From USNA
Sleeps 4 · 1 bedroom · 1 bathroom
Private host
10
10 out of 10
Exceptional
exceptional
12 reviews
(12 reviews)
Unavailable
More information about Charming Historic Townhouse Steps From USNA, opens in a new tab
Photo gallery for Amazing views, short walks to great dining!
"The design is probably my favorite thing about the place—it’s well thought out and has an excellent flow. I also slept very deeply. Can’t wait to return." Melissa - April 2021
Show previous image for Amazing views, short walks to great dining!
Show next image for Amazing views, short walks to great dining!
Premier Host
Cottage · Within West Annapolis
Amazing views, short walks to great dining!
Sleeps 4 · 1 bathroom
Private host
10
10 out of 10
Exceptional
exceptional
66 reviews
(66 reviews)
Unavailable
More information about Amazing views, short walks to great dining!, opens in a new tab
House · 9 min drive to the beach
Directly Across from Gate One & Steps from the Waterfront
Sleeps 8 · 3 bedrooms · 1+ bathroom
Private host
10
10 out of 10
Exceptional
exceptional
183 reviews
(183 reviews)
Unavailable
More information about Directly Across from Gate One & Steps from the Waterfront , opens in a new tab
House · 8 min drive to the beach
House with 3 beds 2 bedrooms and backyard
Sleeps 4 · 2 bedrooms · 1+ bathroom
Private host
9.0
9.0 out of 10
Wonderful
wonderful
2 reviews
(2 reviews)
Unavailable
More information about House with 3 beds 2 bedrooms and backyard, opens in a new tab
House · 9 min drive to the beach
Pet Friendly - Stone's throw from Annapolis City Dock with private back patio
Sleeps 5 · 2 bedrooms · 1+ bathroom
9.8
9.8 out of 10
Exceptional
exceptional
7 reviews
(7 reviews)
Unavailable
More information about Pet Friendly - Stone's throw from Annapolis City Dock with private back patio, opens in a new tab
House · 10 min drive to the beach
Renovated Historic Home located downtown with parking - Walk everywhere !
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.8
9.8 out of 10
Exceptional
exceptional
234 reviews
(234 reviews)
Unavailable
More information about Renovated Historic Home located downtown with parking - Walk everywhere !, opens in a new tab
House · 9 min drive to the beach
Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA
Sleeps 2 · 1 bedroom · 1 bathroom
Private host
9.8
9.8 out of 10
Exceptional
exceptional
44 reviews
(44 reviews)
Unavailable
More information about Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA, opens in a new tab
House · 10 min drive to the beach
Cozy suite Located in Presidents Hill
Sleeps 4 · 2 bedrooms · 1 bathroom
Private host
10
10 out of 10
Exceptional
exceptional
8 reviews
(8 reviews)
Unavailable
More information about Cozy suite Located in Presidents Hill, opens in a new tab
House · 10 min drive to the beach
Historic Downtown Charmer, Water Views and Parking!
Sleeps 5 · 2 bedrooms · 1+ bathroom
Private host
10
10 out of 10
Exceptional
exceptional
102 reviews
(102 reviews)
Unavailable
More information about Historic Downtown Charmer, Water Views and Parking!, opens in a new tab
House · 9 min drive to the beach
The Carrollton Cottage
Sleeps 4 · 2 bedrooms · 2 bathrooms
Unavailable
More information about The Carrollton Cottage, opens in a new tab
House · 9 min drive to the beach
Private back deck and yard steps from the water with Easy parking
Sleeps 7 · 2 bedrooms · 1+ bathroom
10
10 out of 10
Exceptional
exceptional
29 reviews
(29 reviews)
Unavailable
More information about Private back deck and yard steps from the water with Easy parking, opens in a new tab
House · 8 min drive to the beach
Gorgeous & bright retreat with patio, firepit, W/D, & stunning rooftop views
Sleeps 6 · 2 bedrooms · 1+ bathroom
10
10 out of 10
Exceptional
exceptional
2 reviews
(2 reviews)
Unavailable
More information about Gorgeous & bright retreat with patio, firepit, W/D, & stunning rooftop views, opens in a new tab
House · 9 min drive to the beach
Renovated historic apartment
Sleeps 2 · 1 bedroom · 1 bathroom
Private host
10
10 out of 10
Exceptional
exceptional
12 reviews
(12 reviews)
Unavailable
More information about Renovated historic apartment, opens in a new tab
House · 9 min drive to the beach
Bennett House (entire):Haven in Historic Annapolis
Sleeps 8 · 3 bedrooms · 2 bathrooms
Private host
10
10 out of 10
Exceptional
exceptional
4 reviews
(4 reviews)
Unavailable
More information about Bennett House (entire):Haven in Historic Annapolis, opens in a new tab
House · 10 min drive to the beach
Charming brick home with patio, WiFi, AC, & W/D - walk to everything
Sleeps 4 · 2 bedrooms · 2 bathrooms
8.2
8.2 out of 10
Very good
very good
13 reviews
(13 reviews)
Unavailable
More information about Charming brick home with patio, WiFi, AC, & W/D - walk to everything, opens in a new tab
House · 10 min drive to the beach
USNA home Downtown Annapolis
Sleeps 6 · 3 bedrooms · 2 bathrooms
Private host
10
10 out of 10
Exceptional
exceptional
4 reviews
(4 reviews)
Unavailable
More information about USNA home Downtown Annapolis, opens in a new tab
House · 4 min drive to the beach
Stunning Waterfront Cottage with Breathtaking Views!
Sleeps 6 · 2 bedrooms · 1 bathroom
Private host
10
10 out of 10
Exceptional
exceptional
185 reviews
(185 reviews)
Unavailable
More information about Stunning Waterfront Cottage with Breathtaking Views!, opens in a new tab
Tell us how we can improve our site
Share feedback
