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Our total price for your stay includes taxes and fees

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Condo Rentals in Shady Side

Enjoy the city view from this balcony with a sofa and wicker chairs.

"The location and amenities are great. The host are very friendly, helpful and easy to make contact with. My family used this location for commission week and could not have asked for more. "

Enjoy cooking in this well-equipped kitchen with a refrigerator, dishwasher, microwave, oven, and granite countertop.

"Excellent stay. We look forward to returning."

Guests can enjoy a festive atmosphere in our outdoor public space, featuring a beautifully decorated Christmas tree.

"It was unbelievable stay with fantastic sunrise and moon rise on the day of the eclipse"

"Excellent condo. Very comfy, spacious, clean, and has a beautiful view from the balcony. We loved our morning coffee and talks on the balcony! "

Relax by the pool with a view of the city skyline.

"Can’t have a better location near everything in Eastport and Main St Annapolis!"

Enjoy cooking in this well-equipped kitchen with a sink, microwave, oven, and refrigerator.

"Enjoyed fishing at the pier and sitting on the porch"

Stroll along the pier to a tranquil dock area with moored boats.

"Clean, quiet, and very close to both downtown and Eastport restaurants."

Relax on the balcony with a wooden table and two cushioned chairs, surrounded by a railing and offering a view of the surrounding buildings and greenery.

"Clean, modern apartment walking distance from all of Annapolis harbor and restaurants. "

$366 nightly

Aug 14 - Aug 15

Total includes taxes and fees

Relax in a stylish space with a plush sofa, potted plant, and abstract artworks.

"This cute condo is as pictured; charming and clean. Nice bathrooms. Comfortable beds. Great location. Loved the parking ease as well. Host was very receptive and flexible with my arrival/departure times.Would highly recommend and would stay here again."

"This is a great location. Walking distance to everything. Near all the sailing clubs! Property manager was the best we have ever experienced."

Enjoy cooking in this well-equipped kitchen with an oven, microwave, and refrigerator.

Stroll along the marina, surrounded by boats and historic architecture.

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Top Shady Side Hotel Reviews

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

8/10 Good

"Good size room. Close to the stadium for The Weeknd concert and easy to get there and back! Beds were comfortable. The room has some cosmetic upkeep needed, but we were there to sleep and didn’t care."