A stone church with a pointed steeple and arched windows.

Houseboats in Talbot County

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Talbot County houseboats

Exterior

1. Chesapeake Houseboat Getaway on Kent Island, Maryland

Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville
10.0 out of 10, Exceptional, (65 reviews)
"We had a wonderful weekend stay! House had everything we needed and it was such a cool experience to be on the water. Everything was very clean. "
United States
Amber C.
Chesapeake Houseboat Getaway on Kent Island, Maryland
Exterior

2. Cass-Away Luxury Houseboat

Cass-Away Luxury Houseboat
Grasonville
10.0 out of 10, Exceptional, (107 reviews)
"Wonderful stay. House boat was amazing and hosts helpful and responsive! "
United States
Jamie L.
The price is AED 367
AED 1,156 total
includes taxes & fees
25 Sep - 26 Sep
Cass-Away Luxury Houseboat
Interior

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

Floating 2 bed 2 bath condo stunning views of the bay
Stevensville
7.2 out of 10, Good, (9 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
Marina

4. Sailboat Experience in Annapolis

Sailboat Experience in Annapolis
Parole
10.0 out of 10, Exceptional, (1 review)
The price is AED 791
AED 1,006 total
includes taxes & fees
31 Aug - 1 Sep
Sailboat Experience in Annapolis
Terrace/patio

5. 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, (12 reviews)
"Great place!"
United States
Chris A.
The price is AED 737
AED 1,639 total
includes taxes & fees
1 Sep - 2 Sep
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Exterior

6. Cass-N-Reel Luxury Houseboat

Cass-N-Reel Luxury Houseboat
Grasonville
10.0 out of 10, Exceptional, (49 reviews)
"Had a great time, great property and great location."
United States
Danny B.
Cass-N-Reel Luxury Houseboat
Fridge, microwave, oven, stovetop

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
Dining

8. 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.
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Top Talbot County Hotel Reviews

St Michaels Inn

St Michaels Inn

8/10 Good
"The rooms, though dated, are clean. I did bring to the attention of the manager that the towel bar in my bathroom was coming off. The handrail to walk down the steps into the pool was also loose, which I think is a safety hazard. The manager acknowledged he knew about it, but despite tons of cosmetic work being done outside, which was a bit inconvenient, the hand rail was not tightened Staff was nice, especially Tamia at the front desk and Helena in the breakfast room. The rooms are spacious and the A/C works fine!"
CYNTHIA 3-night trip
Posted 5 hours ago
St Michaels Inn

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