Search Houseboats in Eastern Shore

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Find holiday rentals that suit your style

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Check prices for these dates

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

Our top choices for Eastern Shore 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 AU$368
includes taxes & fees
12 Nov - 13 Nov
Cass-N-Reel Luxury Houseboat
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 AU$669
includes taxes & fees
15 Nov - 16 Nov
Bay Sunsets for Two • Rooftop Fire Pit
Aft deck with spiral staircase to the rooftop, sliding glass doors, and an unobstructed sunset view across the Magothy River from Ferry Point Marina.

3. 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 AU$584
includes taxes & fees
15 Nov - 16 Nov
Houseboat Suite for Two near Annapolis
A laundry room with a view of a dock and water, a washing machine, and a potted plant.

4. 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 AU$766
includes taxes & fees
1 Dec - 2 Dec
2BR, 2 Bath Houseboat • Canton Harbor
A boat interior with a white leather sofa, a cushioned bench, a television, and a view of the outside.

5. Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail

Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
Bear
9.8 out of 10, Exceptional, (7 reviews)
"Great stay. Awesome owner. Nice restaurant right up the ramp. Would def recommend and do again if in the area!!!"
United States
Justin M.
The price is AU$401
includes taxes & fees
15 Nov - 16 Nov
Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
A waterfront property with a balcony, a dining area, and a view of the city skyline at dusk.

6. 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 AU$976
includes taxes & fees
16 Nov - 17 Nov
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 Eastern Shore

Charming coastal towns and pristine beaches dot the Chesapeake Bay's eastern shoreline, inviting you to explore maritime history and savour fresh seafood. Kayak through serene marshlands, visit Assateague Island's wild ponies, or take a scenic drive to discover quaint antique shops and waterfront restaurants.

See all hotels in Eastern Shore
A historic white mansion with a sign in front.

Frequently Asked Questions

What is there to do in Eastern Shore near my houseboat?

The best accessory to take on your Eastern Shore escape is a fabulous itinerary! Ocean City Beach, Seacrets Distilling Company and Trimpers Rides are among the leading sights if you're headed to Ocean City. Berlin is also home to wonderful attractions, such as Globe Theatre. Want to add to your to-do list? Pencil in a visit to Main Street Berlin and The Bay Club too.

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