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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Houseboats in Chestertown

Floating 2 bed 2 bath condo stunning views of the bay
Marina

Floating 2 bed 2 bath condo stunning views of the bay

2.0 star property
8.0 out of 10, Very Good, (4)
"Beautiful view! Could hear the tiki bar music from the top. Easy to get to woth lots of things to do nearby. "
Floating 2 bed 2 bath condo stunning views of the bay
Chesapeake Houseboat Getaway on Kent Island, Maryland
Marina

Chesapeake Houseboat Getaway on Kent Island, Maryland

9.8 out of 10, Exceptional, (33)
"Such a cute and unique place to stay. Very peaceful. "
Chesapeake Houseboat Getaway on Kent Island, Maryland
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Marina

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

9.4 out of 10, Exceptional, (27)
"We were a group of all ages and everyone had a good time. It was quiet, peaceful and very relaxing. We were there for a baseball tournament and would definitely stay again."
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Cass-N-Reel Luxury Houseboat
Marina

Cass-N-Reel Luxury Houseboat

10.0 out of 10, Exceptional, (30)
"We really enjoyed our stay. Looking forward to staying again!"
The price is SAR 405
SAR 1,038 total
includes taxes & fees
24 Jul - 25 Jul
Cass-N-Reel Luxury Houseboat
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Terrace/patio

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

10.0 out of 10, Exceptional, (5)
"Great visit! Outstanding experience, beautiful houseboat, great views!"
The price is SAR 626
SAR 1,540 total
includes taxes & fees
21 Jul - 22 Jul
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Luxe Houseboat with Epic 360 Views of Baltimore Harbor
Outdoor dining

Luxe Houseboat with Epic 360 Views of Baltimore Harbor

9.8 out of 10, Exceptional, (10)
"Everything was wonderful - the boat was just as described, even wit a few extra touches that meant a lot - snacks, water bottles, shampoo/conditioner, plenty of hangers, and the SUPER clean, just to name a few! We would love to stay again! Thank you so much!"
The price is SAR 1,178
SAR 2,423 total
includes taxes & fees
18 Jul - 19 Jul
Luxe Houseboat with Epic 360 Views of Baltimore Harbor
Cass-Away Luxury Houseboat
Dining

Cass-Away Luxury Houseboat

10.0 out of 10, Exceptional, (96)
"The place was spotless and so comfortable . Close to all the restaurants in the area .. enjoyed my stay !"
The price is SAR 1,313
SAR 2,242 total
includes taxes & fees
14 Aug - 15 Aug
Cass-Away Luxury Houseboat
Lovin’ Life !
Property grounds

Lovin’ Life !

The price is SAR 591
SAR 1,306 total
includes taxes & fees
13 Aug - 14 Aug
Lovin’ Life !
Condo Houseboat
Private kitchen

Condo Houseboat

10.0 out of 10, Exceptional, (2)
"Comfortable with gorgeous views"
Condo Houseboat
Houseboat Scorpius by SleepAfloat
Terrace/patio

Houseboat Scorpius by SleepAfloat

2.5 star property
10.0 out of 10, Exceptional, (1)
"unreal! In the heart of Fells Point section - great restaurants, bars and so easy to get to the convention center. I had cocktails on the top deck every night when I came back from my meetings. I saved $300 a night staying here with $12 in Uber every day - even took the water taxi just to add a bit of cool to the trip!"
Houseboat Scorpius by SleepAfloat
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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Frequently asked questions

Why book your houseboat in Chestertown with Expedia?
With Expedia, it's a cinch to find houseboats in Chestertown --- from small, rustic options to luxurious floating palaces! If you have a budget, select how much you're willing to spend and your preferred star rating. We'll help you find the right stay whatever your style of travel or plans.
How can I find cheap houseboats in Chestertown?
If you're seeking fabulous deals on houseboats in Chestertown, you'll want to implement several filters into your search. Start by sorting your results by price so that the cheapest options appear at the top. Then, adjust your filters to suit your budget. Expedia can help you find your dream floating getaway whatever your plans or budget.