Search Houseboats in Jessup from CA $246

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Jessup houseboats

Aft deck with spiral staircase to the rooftop, sliding glass doors, and an unobstructed sunset view across the Magothy River from Ferry Point Marina.

1. 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
A sunset view from a balcony with a glass-top table and a fire feature, overlooking the sea.

2. Bay Sunsets for Two • Rooftop Fire Pit

Bay Sunsets for Two • Rooftop Fire Pit
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 CA $297
CA $635 total
includes taxes & fees
Nov 15 - Nov 16
Bay Sunsets for Two • Rooftop Fire Pit
A laundry room with a view of a dock and water, a washing machine, and a potted plant.

3. 2BR, 2 Bath Houseboat • Canton Harbor

2BR, 2 Bath Houseboat • Canton 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 CA $316
CA $739 total
includes taxes & fees
Dec 2 - Dec 3
2BR, 2 Bath Houseboat • Canton Harbor
A waterfront property with a balcony, a dining area, and a view of the city skyline at dusk.

4. Skyline Rooftop Houseboat • Inner Harbor

Skyline Rooftop Houseboat • Inner Harbor
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 CA $478
CA $907 total
includes taxes & fees
Nov 30 - Dec 1
Skyline Rooftop Houseboat • Inner Harbor
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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Learn more about Jessup

Jessup is calling! Discover its sports, food, casinos, and more.

See all hotels in Jessup
A sunset over a city with a river, surrounded by greenery and buildings.

Top reviews in Jessup

A hotel with a central fountain, a brick facade, and a sign reading "The Hotel".
The Hotel at Arundel Preserve

The Hotel at Arundel Preserve

The Hotel at Arundel Preserve
Arundel Mills

10/10 Excellent

Very clean room, great location
Canada
Sylvie
Reviewed August 16, 2026
The Hotel at Arundel Preserve

Frequently Asked Questions

Why book your houseboat in Jessup with Expedia?

Traveling should be a walk in the park, so if you're chasing houseboats at a nice price, Expedia has got you covered. Keep the budget under control and pick a smaller option with rustic charm, or splurge on a 5-star vessel and spoil your crew.

What is there to do in Jessup near my houseboat?

If you want to see the sights of Jessup, check out Historic Savage Mill. It's a hit among locals and tourists alike.

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