A river with boats, a marina, and a town with houses and buildings.

Search Houseboats in Shady Side from CA $366

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Shady Side houseboats

A small, single-story structure with a sloped roof, a balcony, and a covered outdoor area.

1. 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 CA $127
CA $366 total
includes taxes & fees
Nov 12 - Nov 13
Cass-N-Reel Luxury Houseboat
Aft deck with spiral staircase to the rooftop, sliding glass doors, and an unobstructed sunset view across the Magothy River from Ferry Point Marina.

2. Houseboat Suite for Two near Annapolis

Houseboat Suite for Two near Annapolis
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 CA $247
CA $563 total
includes taxes & fees
Nov 15 - Nov 16
Houseboat Suite for Two near Annapolis
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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Top Shady Side Hotel Reviews

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"The hot tub was broken. But the staff was helpful, the rooms were big and clean"
Brian 1-night trip
Posted less than an hour ago
Crowne Plaza Annapolis by IHG

Find out more about Shady Side

Shady Side Houseboats information

Number of reviews
68
Accommodation
9 Houseboats
Lowest Price
CA $366
Highest Price
CA $563

Frequently asked questions

Why book your houseboat in Shady Side with Expedia?
Reserving a houseboat in Shady Side is as easy as deciding on your travel dates and selecting an option that meets your requirements. Seeking a floating retreat that's inexpensive or upscale, or a stay that also offers a hot tub? Use Expedia's search filters to further narrow your results and find the ideal fit at the right price.
What is there to do in Shady Side near my houseboat?
If you're eager to explore the best of Shady Side, find your way to Shadyside Park. It's a hit with visitors and locals alike.

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