Search Condo Rentals in Shady Side

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Condo Rentals in Shady Side

Interior
Upscale Condo in Annapolis

Upscale Condo in Annapolis

Historic District
10.0 out of 10, Exceptional, (1)
"The host family was incredible to work with. Patient with details. Easy location walking distance to USNA and the stadium. "
United States
Jennifer H.
The price is SAR 1,107
SAR 2,323 total
includes taxes & fees
1 Jan - 2 January 2026
Upscale Condo in Annapolis
Fridge, microwave, oven, stovetop
Historic Row Home in Downtown Annapolis

Historic Row Home in Downtown Annapolis

Historic District
The price is SAR 488
SAR 2,609 total
includes taxes & fees
3 Dec - 4 Dec
Historic Row Home in Downtown Annapolis
TV, fireplace, offices
Charming Annapolis Waterfront Condo

Charming Annapolis Waterfront Condo

Eastport
10.0 out of 10, Exceptional, (1)
"Great little condo for a couple visiting Annapolis. Watch the boats come and go from the covered back porch. Great location for enjoying the numerous restaurants in East Port. Or, a quick walk across the bridge and you're in the heart of City Dock. "
United States
Eric M.
Charming Annapolis Waterfront Condo
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 room, friendly staff"
Jodi 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Annapolis, MD

Frequently asked questions

How much do condos in Shady Side cost?
Condos in Shady Side range from SAR 2,280 to SAR 2,609 per night. This will give you lots of room for the entire family at a price that's easy on your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your condo in Shady Side with Expedia?
We think that vacations shouldn't be difficult, so if you're looking for condos at an affordable rate, Expedia can help. Stick to the budget and go for something small and affordable, or book 5-star accommodations and really spoil your crew. Our search filters make it a breeze to secure a property in Shady Side that checks your boxes.
How can I find cheap condos in Shady Side?
Expedia can help you narrow down your search for cheap condos in Shady Side. To find a fantastic stay in a few quick keystrokes, use the filter tool to refine your search by star rating, budget and amenities.