Chestertown Houseboats

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Houseboats in Chestertown

Luxe Houseboat with Epic 360 Views of Baltimore Harbor

$331

per night

May 29 - May 30

With a stay at this houseboat, you'll be centrally located in Baltimore, a 4-minute drive from Johns Hopkins Hospital and 6 minutes from National Aquarium in Baltimore.

Pool

Outdoor Space

Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

With a stay at this houseboat in Havre De Grace, you'll be a 3-minute walk from Harford Memorial Hospital and 7 minutes by foot from Millard Tydings Memorial Park.

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

$239

per night

May 30 - May 31

When you stay at this houseboat in Arnold, you'll be on the waterfront, within a 15-minute drive of Sandy Point State Park and Chesapeake Bay Bridge.

Free WiFi

Air conditioning

Cass-Away Luxury Houseboat

$199

per night

May 19 - May 20

Located in Grasonville, this houseboat is on the waterfront, a 2-minute drive from Chesapeake Exploration Center and 8 minutes from Queenstown Premium Outlets.

Outdoor Space

Free WiFi

Chesapeake Houseboat Getaway on Kent Island, Maryland

Located in Stevensville, this houseboat is on the waterfront, within a 15-minute drive of Matapeake State Park and Paul Reed Smith Guitars.

Hot Tub

Fireplace

Houseboat Scorpius by SleepAfloat

2001 Aliceanna St., Baltimore, MD

With a stay at this houseboat in Baltimore (Fells Point), you'll be within a 5-minute drive of National Aquarium in Baltimore and Baltimore Convention Center.

Pet friendly

Parking included

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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.