Search Houseboats in Shady Side

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Compare 7 Houseboats in Shady Side with updated reviews, rates, and availability.

Cass-Away Luxury Houseboat
Miscellaneous
Cass-Away Luxury Houseboat
10.0 out of 10, Exceptional, (87)
"All as advertised Wonderful option to a hotel"
Cass-Away Luxury Houseboat
Chesapeake Houseboat Getaway on Kent Island, Maryland
Exterior
Chesapeake Houseboat Getaway on Kent Island, Maryland
9.6 out of 10, Exceptional, (20)
"We loved our stay. It was particularly nice to get away from all the "hustle and bustle" of the Sailboat Show. The unit was well-equipped and comfortable. We loved the upper deck! In fact, we had morning coffee, on day, and watched 2 eagles in a nearby tree. "
Chesapeake Houseboat Getaway on Kent Island, Maryland
Cass-N-Reel Luxury Houseboat
Exterior
Cass-N-Reel Luxury Houseboat
10.0 out of 10, Exceptional, (17)
"Bought it for friends and didn't stay myself. They said it was perfect."
The price is AED 441
AED 1,086 total
includes taxes & fees
27 Nov - 28 Nov
Cass-N-Reel Luxury Houseboat
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
10.0 out of 10, Exceptional, (3)
"Enjoyed the stay"
The price is AED 675
AED 1,562 total
includes taxes & fees
11 Nov - 12 Nov
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Condo Houseboat
Private kitchen
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.
Marina
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
The price is AED 8,815
AED 12,674 total
includes taxes & fees
8 Nov - 9 Nov
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
Six bedroom 2020 Fountaine Pajot catamaran
Room
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 Shady Side

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Miscellaneous
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (20)
"Our group had an amazing time staying on this property. There are many areas inside the house as well as outside the house where you can gather with family and friends. It was very quick and easy to order Ubers/lyfts to the downtow Annapolis area whenever we needed. The house is also convientely located near a small shaping center less than a mile away. We would highly recommend this property!"
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Directly Across from Gate One & Steps from the Waterfront
Private rear courtyard
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, (200)
"Incredible location! The process was easy and the house completely suited our needs! We would definitely stay again!"
Directly Across from Gate One & Steps from the Waterfront
Charming Annapolis WaterVIEW Home
3 covered balconies, a ground floor patio, and ceramic and propane grills.
Charming Annapolis WaterVIEW Home
9.6 out of 10, Exceptional, (48)
"This house was perfect for our group of friends especially with infants. Easy check in, comfortable beds and room for pack and plays. Water view is amazing. Definitely worth the rent and would be interested in coming back!"
Charming Annapolis WaterVIEW Home
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 Shady Side with Expedia?
Expedia will help you find houseboats in Shady Side — from cute and cozy options to floating palaces! If you have a budget in mind, select how much you’d like to spend and the preferred star rating of your vessel. We’ll help you find the right stay whatever your bank balance or plans.
How can I find cheap houseboats in Shady Side?
Expedia’s filters make it a snap to find cheap houseboats in Shady Side. Tailor your search results by your budget and preferred star rating — lower-rated houseboats won’t hit your bank balance as hard. You can also join Expedia Rewards for free to reel in special deals on your floating stay.