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Find holiday rentals that suit your style

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Apartments
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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Annapolis houseboats

A wooden deck with outdoor seating and a view of the water.

1. Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views

Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Arnold
9.8 out of 10, Exceptional, (14 reviews)
"Beautiful location! Amazing restaurant down the street. Best crab dip and cream of crab soup you’ll ever have."
United States
Anonymous traveller
The price is AU$585
includes taxes & fees
15 Nov - 16 Nov
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
A small, single-story structure with a sloped roof, a balcony, and a covered outdoor area.

2. Cass-N-Reel Luxury Houseboat

Cass-N-Reel Luxury Houseboat
Grasonville
10.0 out of 10, Exceptional, (54 reviews)
"Love This rental. One of our favorites. Small but everything needed. And the view is absolutely wonderful."
United States
Yamilet
The price is AU$370
includes taxes & fees
12 Nov - 13 Nov
Cass-N-Reel Luxury Houseboat
A waterfront house with a dock, a covered outdoor seating area, and a view of the water.

3. FLOHOM 14 - Luxury Houseboat with Chesapeake Bay Panoramic Views

FLOHOM 14 - Luxury Houseboat with Chesapeake Bay Panoramic Views
Pasadena
10.0 out of 10, Exceptional, (4 reviews)
"We had a phenomenal time celebrating our engagement at Flohom! The space was spotlessly clean, super comfortable, and peaceful. The location was fantastic, and the hosting was top-notch from start to finish. We couldn't have asked for a better experience to"
United States
Charles W.
The price is AU$636
includes taxes & fees
8 Nov - 9 Nov
FLOHOM 14 - Luxury Houseboat with Chesapeake Bay Panoramic Views
A laundry room with a view of a dock and water, a washing machine, and a potted plant.

4. Luxe Houseboat with Epic 360 Views of Baltimore Harbor

Luxe Houseboat with Epic 360 Views of Baltimore Harbor
Baltimore
10.0 out of 10, Exceptional, (16 reviews)
"Very clean and well appointed houseboat. Location of marina is in a wonderful part of town and walkable to restaurants and shops. We would definitely do this again."
United States
Shawna T.
The price is AU$766
includes taxes & fees
1 Dec - 2 Dec
Luxe Houseboat with Epic 360 Views of Baltimore Harbor
A living room with a view of a marina, a sofa, a chair, a TV, and a plant.

5. Luxe Houseboat: Breathtaking Skyline 360 Views

Luxe Houseboat: Breathtaking Skyline 360 Views
Baltimore
10.0 out of 10, Exceptional, (28 reviews)
"Great stay, fun way to experience the inner harbour"
United States
Matthew M.
The price is AU$976
includes taxes & fees
16 Nov - 17 Nov
Luxe Houseboat: Breathtaking Skyline 360 Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Annapolis and related destinations

Cobblestone streets wind past the Naval Academy where midshipmen march in crisp white uniforms during ceremonial parades. Sail the Chesapeake Bay in the morning, then explore historic homes and seafood spots along the charming waterfront district.

See all hotels in Annapolis
A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

Top reviews in Annapolis

A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis

10/10 Excellent

Great hotel. Booked room with balcony and valet parking included and well worth it, spacious. Walking distance to Main Street, fabulous happy hour at O’Briens Oyster Bar would highly recommend. Staff friendly and helpful. You won’t regret it.
Australia
Bridget
Reviewed April 8, 2023
Graduate by Hilton Annapolis

Frequently Asked Questions

What is there to do in Annapolis near my houseboat?

Annapolis has enough sights and activities to keep you going for weeks (or months!), beginning with Sandy Point State Park. Sandy Point Beach, Triton Beach and Matapeake State Park are other well-known attractions. If you're staying a while longer, Bay Ridge Beach and Annapolis Bowl will put the finishing touches on your itinerary.