Search Houseboats in St. Michaels from CA $173

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Browse Select St. Michaels Houseboats

Waterfront Oasis of Annapolis FIRSTIE
Outdoor pool, a heated pool

Waterfront Oasis of Annapolis FIRSTIE

10.0 out of 10, Exceptional, (18)
"We had a great time at this vrbo! Loved the roof"
Waterfront Oasis of Annapolis FIRSTIE
Cass-Away Luxury Houseboat
Smart TV

Cass-Away Luxury Houseboat

10.0 out of 10, Exceptional, (89)
"This is a great getaway place!! Very nice on the water. Lots to do in the area! Tiki Bars restaurants must stop while traveling or vacationing!"
Cass-Away Luxury Houseboat
Chesapeake Houseboat Getaway on Kent Island, Maryland
Marina

Chesapeake Houseboat Getaway on Kent Island, Maryland

9.6 out of 10, Exceptional, (20)
"We had a wonderful stay on this luxurious houseboat! Clean, comfortable & fun and Julia is an excellent host. We highly recommend Julia's Arc!"
Chesapeake Houseboat Getaway on Kent Island, Maryland
Cass-N-Reel Luxury Houseboat
Smart TV

Cass-N-Reel Luxury Houseboat

10.0 out of 10, Exceptional, (20)
"We really enjoyed our stay. Looking forward to staying again!"
The price is CA $173
CA $426 total
includes taxes & fees
Jan 2 - Jan 3, 2025
Cass-N-Reel Luxury Houseboat
Condo Houseboat
Miscellaneous

Condo Houseboat

10.0 out of 10, Exceptional, (2)
"Comfortable with gorgeous views"
Condo Houseboat
Floating 2 bed 2 bath condo stunning views of the bay
Marina

Floating 2 bed 2 bath condo stunning views of the bay

2.0 star property
6.0 out of 10, (2)
"My husband and I had never before stayed in a "floating condo", and we loved it! The yacht was comfortable, impeccably decorated, and equipped with every single thing necessary for our 3-night stay...Of course, the glorious mid-October weather and beautiful Chesapeake Bay Kent Island marina view elevated the experience to a Wow, Wow, WOW! "
Floating 2 bed 2 bath condo stunning views of the bay
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
Property grounds

Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.

The price is CA $3,458
CA $4,795 total
includes taxes & fees
Dec 30 - Dec 31
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
Six bedroom 2020 Fountaine Pajot catamaran
Property grounds

Six bedroom 2020 Fountaine Pajot catamaran

Six bedroom 2020 Fountaine Pajot catamaran
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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Other property types in St. Michaels

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Fridge, microwave, oven, stovetop

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

9.8 out of 10, Exceptional, (33)
"Four of my friends and I stayed at this cute home for a ladies' weekend (two nights) in St. Michaels. We are in our early 40's and all agreed that the location of this home is superb. We walked to dinner each night (Limoncello and Ruse, both great) and enjoyed the wonderful shops in the lovely downtown area. The location of this home cannot be beat if you want to park your car upon arrival and not have a need to use it again during your stay. We had three cars, two of which fit in the driveway...
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Property grounds

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

9.6 out of 10, Exceptional, (112)
"Our stay in St Michael's was wonderful. The location of this property could not be better. Close to marina, parks, restaurants, historic downtown and the maritime museum. We never needed to use our car! Tom is an excellent host. "
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Marina

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

9.6 out of 10, Exceptional, (116)
"This was a quick getaway for my husband, me, and our 2-year-old grandson. The location of this property is perfect! We could walk over to the waterfront and watch the geese or walk into town for shopping and food. We lost power (a fluke) during our stay, and the owner was extremely responsive and easy to contact. We walked to dinner, and it was back on when we returned. Highly recommend!"
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
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.

Frequently asked questions

Why book your houseboat in St. Michaels with Expedia?
Booking a houseboat in St. Michaels is as simple as working out your travel dates and choosing an option that checks your boxes. In search of a floating retreat that’s luxurious or affordable, or a stay that also features free WiFi? Use Expedia’s search filters to further narrow your results and find your dream fit.
How can I find cheap houseboats in St. Michaels?
Expedia can help you track down the perfect cheap houseboat in St. Michaels. Just enter your travel dates and destination and then use the filter tool to refine your search based on your budget and amenity preferences. Once that’s organized, it’s anchors aweigh!
What is there to do in St. Michaels near my houseboat?
Once you’ve unpacked your suitcases, get out and discover the cool things St. Michaels has to offer. St. Michaels Winery is a popular attraction to add to your must-do list.