Entire home
Private Pier Waterfront Jolly Roger mins to DTA
Family-friendly stay with in-room kitchens in Crownsville
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Photo gallery for Private Pier Waterfront Jolly Roger mins to DTA





Reviews
9.8 out of 10
Exceptional
Entire home
4 bedrooms3 bathroomsSleeps 12223 sq m
Popular amenities
Explore the area

Crownsville, MD
- Place, Joyces Marina10 min drive
- Place, Maryland Renaissance Festival13 min drive
- Place, Westfield Annapolis Mall16 min drive
- Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)26 min drive
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About the area
About this property
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Your Annapolis Adventure Starts Here!!
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- Kitchen
- Washer
- Dryer
- Free WiFi
5.0 out of 5, Exceptional, 148 reviews
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Private Pier Waterfront Jolly Roger mins to DTA Reviews
Reviews
9.8
Exceptional
9.6/10
Cleanliness
Reviews
Verified
Oct 8, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Oct 2025
Verified
10/10 Excellent
Nancy R.
Sep 6, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Vacation
Nancy R.
Stayed 3 nights in Sep 2023
Verified
10/10 Excellent
Joe H.
Aug 13, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jolly Roger Vacation
Joe H.
Stayed 9 nights in Aug 2023
Verified
10/10 Excellent
Helio M.
Mar 17, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
Helio M.
Stayed 3 nights in Mar 2024
Verified
10/10 Excellent
Treva G.
Jun 27, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Family Getaway
Treva G.
Stayed 3 nights in Jun 2023
Verified
10/10 Excellent
Garrett R.
Jul 19, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Summer getaway
Garrett R.
Stayed 3 nights in Jul 2023
Verified
10/10 Excellent
Peter N.
Oct 9, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Boatshow family gathering
Peter N.
Stayed 4 nights in Oct 2024
Verified
10/10 Excellent
Shankari S.
Aug 28, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pleasant stay
Shankari S.
Stayed 3 nights in Aug 2023
From a partner site
10/10 Excellent
Kirra E.
Jul 3, 2023
Stay at the Jolly Roger
Kirra E.
Verified
10/10 Excellent
Maria B.
Sep 22, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
What a view
Maria B.
Stayed 4 nights in Sep 2022
Verified
10/10 Excellent
Camilla M.
Aug 20, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect saty for family reunion
Camilla M.
Stayed 3 nights in Aug 2024
Verified
10/10 Excellent
Linda H.
Jul 8, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic View
Linda H.
Stayed 3 nights in Jul 2024
From a partner site
10/10 Excellent
Jim C.
Jul 5, 2024
Family vacation
Jim C.
Stayed 3 nights in Jun 2024
Verified
10/10 Excellent
Verified traveller
Nov 28, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
What a beautiful view of the river!
Verified traveller
Stayed 4 nights in Nov 2022
Verified
10/10 Excellent
Alyssa A.
Mar 26, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gorgeous views
Alyssa A.
Stayed 2 nights in Mar 2024
Verified
10/10 Excellent
Walter G.
Nov 24, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice Place Fantastic Sunset
Walter G.
Stayed 2 nights in Nov 2023
From a partner site
10/10 Excellent
Kimberly G.
Jul 13, 2023
Family getaway
Kimberly G.
Stayed 6 nights in Jun 2023
Verified
10/10 Excellent
Betty M.
Oct 17, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing waterfront view !
Betty M.
Stayed 2 nights in Oct 2022
Verified
6/10 Okay
Mary Kate H.
Apr 20, 2025
Liked: Check-in, communication, location
Disliked: Cleanliness
Lived in with lovely views
Mary Kate H.
Stayed 3 nights in Apr 2025
Verified
10/10 Excellent
Kevin G.
Aug 3, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jolly Roger
Kevin G.
Stayed 6 nights in Jul 2023
Verified
10/10 Excellent
Suzanne H.
Mar 11, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful location for a tough trip
Suzanne H.
Stayed 4 nights in Mar 2024
From a partner site
10/10 Excellent
Sarah W.
Apr 7, 2024
Spring break vacay
Sarah W.
Stayed 3 nights in Apr 2024
Verified
10/10 Excellent
A.J. S.
Jun 5, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Four couples long weekend
A.J. S.
Stayed 3 nights in May 2024
Verified
10/10 Excellent
Teresa S.
Oct 26, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family reunion
Teresa S.
Stayed 4 nights in Oct 2023
From a partner site
10/10 Excellent
Crystal S.
Oct 19, 2021
The porch is to die for!
Crystal S.
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