A river with boats, a marina, and a town with houses and buildings.

Search and Rent Shady Side Condos

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Shady Side condo rentals

Interior

Upscale Condo in Annapolis w/Private Parking

Upscale Condo in Annapolis w/Private Parking
Historic District
10.0 out of 10, Exceptional, (4 reviews)
"Great condo! Very clean and convenient to everything in Annapolis. We will definitely be back."
United States
Scott P.
$492 nightly
The price is $561
Aug 17 - Aug 18
Total with taxes and fees
Upscale Condo in Annapolis w/Private Parking
Interior

Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.

Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.
Eastport
$594 nightly
The price is $650
Jul 19 - Jul 20
Total with taxes and fees
Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Shady Side Hotel Reviews

Comfort Inn Conference Center

Comfort Inn Conference Center

10/10 Excellent
"Great staff"
Carlton 1-night trip
Posted less than an hour ago
Comfort Inn Conference Center

Find out more about Shady Side

Shady Side Condo Rentals information

Number of reviews
4
Accommodation
13 Condo Rentals
Lowest Price
$561
Highest Price
$650

Frequently asked questions

How much do condos in Shady Side cost?
Condos in Shady Side range from $561 to $650 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.
What is there to do in Shady Side near my condo?
The best travel accessory is a well-planned to-do list. Shadyside Park is a great place to kick off your adventures in Shady Side.

Explore a world of travel with Expedia