Shady Side Houseboat Rentals

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Jul 25 - Jul 27
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Aug 1 - Aug 3
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Sep 12 - Sep 14

Houseboats in Shady Side

Floating 2 bed 2 bath condo stunning views of the bay
Guests can access the marina from this dock, where several boats are moored.

Floating 2 bed 2 bath condo stunning views of the bay

2.0 star property
8.0 out of 10, Very Good, (4)
"Beautiful view! Could hear the tiki bar music from the top. Easy to get to woth lots of things to do nearby. "
Floating 2 bed 2 bath condo stunning views of the bay
Chesapeake Houseboat Getaway on Kent Island, Maryland
Boats docked at the marina, surrounded by calm waters and a picturesque view.

Chesapeake Houseboat Getaway on Kent Island, Maryland

9.8 out of 10, Exceptional, (33)
"Such a cute and unique place to stay. Very peaceful. "
Chesapeake Houseboat Getaway on Kent Island, Maryland
Cass-N-Reel Luxury Houseboat
Enjoy waterfront views from the dock, surrounded by boats and a marina.

Cass-N-Reel Luxury Houseboat

10.0 out of 10, Exceptional, (31)
"We really enjoyed our stay. Looking forward to staying again!"
Cass-N-Reel Luxury Houseboat
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Relax by the serene water's edge, where a fire pit table and lounge chairs await.

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

10.0 out of 10, Exceptional, (5)
"Great visit! Outstanding experience, beautiful houseboat, great views!"
$363 nightly
The price is $411
Jul 21 - Jul 22
Total includes taxes and fees
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Cass-Away Luxury Houseboat
Enjoy meals in this dining area with a glass-top table and four comfortable chairs, overlooking a serene body of water.

Cass-Away Luxury Houseboat

10.0 out of 10, Exceptional, (97)
"The place was spotless and so comfortable . Close to all the restaurants in the area .. enjoyed my stay !"
$395 nightly
The price is $419
Aug 14 - Aug 15
Total includes taxes and fees
Cass-Away Luxury Houseboat
Condo Houseboat
Enjoy a spacious living area with a kitchen and seating space, featuring a sofa set and large windows offering a view of the outdoors.

Condo Houseboat

10.0 out of 10, Exceptional, (2)
"Comfortable with gorgeous views"
Condo Houseboat
Downtown Nights on the Water - Classic Cruiser Getaway
Enjoy the serene waterfront views from the spacious deck of this boat.

Downtown Nights on the Water - Classic Cruiser Getaway

Downtown Nights on the Water - Classic Cruiser Getaway
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
Relax on the upper deck with a seating area and unobstructed views of the marina.

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

$2,727 nightly
The price is $3,109
Jul 21 - Jul 22
Total includes taxes and fees
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
Six bedroom 2020 Fountaine Pajot catamaran
Relax on the boat deck with cushioned seating and take in the marina views.

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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Top Shady Side Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Clean and comfortable room. Located conveniently. The fireplace and tub were nice."
Chelsea 1-night trip
Posted 17 hours ago
Country Inn & Suites by Radisson, Annapolis, MD