A stone church with a pointed steeple and arched windows.

Houseboats in Talbot County

Compare and save

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Talbot County houseboats

A marina with boats docked, a white building with a flat roof, and a white car parked in a lot.

1. Cass-N-Reel Luxury Houseboat

Cass-N-Reel Luxury Houseboat
Grasonville
10.0 out of 10, Exceptional, (51 reviews)
"Had a great time, great property and great location."
United States
Danny B.
Cass-N-Reel Luxury Houseboat
A modern bedroom with a bunk bed, a bedside table with a vase of flowers, a mirror, and a staircase.

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

Floating 2 bed 2 bath condo stunning views of the bay
Stevensville
7.4 out of 10, Good, (10 reviews)
"Hands down the BEST experience I’ve had with VRBO! Kate was prompt with her communication and the boat was absolutely as she described! We are very much looking forward to going back!"
United States
Molly H.
Floating 2 bed 2 bath condo stunning views of the bay
A stationary boat with a flat roof, windows, and a small deck area with umbrellas.

3. Cass-Away Luxury Houseboat

Cass-Away Luxury Houseboat
Grasonville
10.0 out of 10, Exceptional, (109 reviews)
"Wonderful stay. House boat was amazing and hosts helpful and responsive! "
United States
Jamie L.
Cass-Away 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.

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

Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Arnold
9.8 out of 10, Exceptional, (13 reviews)
"Great place!"
United States
Chris A.
The price is AED 605
AED 1,498 total
includes taxes & fees
28 Oct - 29 Oct
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
A red building with multiple windows and a metal roof.

5. Chesapeake Houseboat Getaway on Kent Island, Maryland

Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville
10.0 out of 10, Exceptional, (69 reviews)
"It was fun to stay in a houseboat. It is beautifully decorated with a nautical theme, Much attention has been paid to detail as it has everything that you might need."
United States
Mary B.
Chesapeake Houseboat Getaway on Kent Island, Maryland
An aerial view of a marina with numerous boats docked, surrounded by residential buildings and a water tower.

6. Sailboat Experience in Annapolis

Sailboat Experience in Annapolis
Parole
6.0 out of 10, (2 reviews)
Sailboat Experience in Annapolis
A compact kitchen with wooden cabinets, a stainless steel sink, and a stove.

7. Annapolis Boat Life - Overnight Stays

Annapolis Boat Life - Overnight Stays
ANNAPOLIS
10.0 out of 10, Exceptional, (1 review)
"Great stay, host was super amazing and we had the best time!!"
United States
Kirstyn I.
Annapolis Boat Life - Overnight Stays
A wooden dock leading to a marina with boats moored alongside.

8. The Captain - Floating 2 bed 2 bath condo stunning views of the bay

The Captain - Floating 2 bed 2 bath condo stunning views of the bay
Stevensville
The Captain - Floating 2 bed 2 bath condo stunning views of the bay
A dining area with a table set for two, a sofa, and a view of the sea through large windows.

9. 3-bedroom boat in amazing Annapolis with AC

3-bedroom boat in amazing Annapolis with AC
Historic District
3-bedroom boat in amazing Annapolis with AC
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Talbot County Hotel Reviews

Sandaway Suites & Beach

Sandaway Suites & Beach

10/10 Excellent
"This place is amazing! Ben went way over and above with hospitality. He has what he calls 7 o’clock coffee where he delivers coffee and pastries on your doorstep. Who does this? No one. The view of the bay is incredible. Will definitely stay again longer next time."
don 1-night trip
Posted 9 hours ago
Sandaway Suites & Beach

Explore a world of travel with Expedia