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Apartments in Shady Side

Waterfront Oasis of Annapolis Star

10.0 out of 10, Exceptional, (75)
"Very nice place to say for a getaway weekend. Great homeowners as well, 10/10."
The price is SAR 929
SAR 1,739 total
includes taxes & fees
26 Jul - 27 Jul
Waterfront Oasis of Annapolis Star

Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!

9.8 out of 10, Exceptional, (74)
"Great location, comfortable stay!!"
Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!

Cozy 1st Floor King George one bedroom apartment right across from USNA

10.0 out of 10, Exceptional, (31)
"We were thrilled to be able to return to this great apartment.It is very close to Gate 1 and the sofa bed has a great mattress on it!We hope to continue to return to this rental."
Cozy 1st Floor King George one bedroom apartment right across from USNA

Pristine Downtown 1-Bedroom Steps from State House

10.0 out of 10, Exceptional, (28)
"Loved the property."
Pristine Downtown 1-Bedroom Steps from State House

Guest Quarters at the Inn - 101

9.8 out of 10, Exceptional, (13)
"Very nice place. Will stay there again. "
Guest Quarters at the Inn - 101

Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !!

10.0 out of 10, Exceptional, (52)
"Everything about our stay was outstanding. Beautiful, just like the pictures show. We highly recommend this property."
Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !!

Luxury 2-bedroom basement apartment in Bowie

10.0 out of 10, Exceptional, (3)
"Beautiful property in a safe neighborhood. Host communicates well & the property is clean. "
The price is SAR 364
SAR 666 total
includes taxes & fees
21 Aug - 22 Aug
Luxury 2-bedroom basement apartment in Bowie

Charming apt in the heart of Eastport & Annapolis

Charming apt in the heart of Eastport & Annapolis

Studio in Downtown – Walk to Everything!

10.0 out of 10, Exceptional, (20)
"This was the perfect spot for a long weekend. Excellent location and the unit itself was more than we expected. "
Studio in Downtown – Walk to Everything!

Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids

10.0 out of 10, Exceptional, (35)
"We stayed for the Annapolis 10-miler and it was a great location for runners and spectators! "
The price is SAR 1,482
SAR 1,920 total
includes taxes & fees
11 Aug - 12 Aug
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids

Downtown furnished apartment - walking distance to restaurants

10.0 out of 10, Exceptional, (5)
"The home is beautiful and exceptionally maintained! The management of the property is fantastic and they are lovely to work with. They thoughtfully had fresh fruit and some light & healthy munchies in the kitchen when I checked in. The history of the home is also quite interesting! I look forward to a return stay."
Downtown furnished apartment - walking distance to restaurants

Tranquility Awaits

10.0 out of 10, Exceptional, (19)
"It was an awesome short weekend stay for Army Navy game. Will consider staying here again for sure."
Tranquility Awaits

Guest Quarters at the Inn - 103

9.6 out of 10, Exceptional, (24)
"Very nice room with good accessibility for someone with limited mobility. The room description in Expedia was completely accurate, and we loved the accessibility features. The location is very close to good restaurants that also have good accessibility."
Guest Quarters at the Inn - 103

Guest Quarters at the Inn - 102

9.8 out of 10, Exceptional, (18)
"Close to many restaurants and activities "
Guest Quarters at the Inn - 102

Guest quarters at the inn - 205

9.2 out of 10, Wonderful, (15)
"Great stay"
Guest quarters at the inn - 205

Guest quarters at the inn - 204

9.8 out of 10, Exceptional, (14)
"Loved the place! Plenty of room. Hubby and I snuggled in the comfy robes most of the time! Only thing I’d recommend is WiFi for tvs so visitors can log on to their personal streaming apps. "
Guest quarters at the inn - 204

Spectacular Location: State Circle Apartment

10.0 out of 10, Exceptional, (12)
"Great location around the corner from our Thanksgiving celebration. "
Spectacular Location: State Circle Apartment

Walk everywhere from 1st floor dog-friendly apartment with parking and backyard

2.5 star property
10.0 out of 10, Exceptional, (2)
"This tastefully decorated apartment is in a perfect location to enjoy all that is Annapolis. "
Walk everywhere from 1st floor dog-friendly apartment with parking and backyard

2nd floor Spacious Downtown Getaway- Across from US Naval Academy

9.6 out of 10, Exceptional, (24)
"Loved this place - well appointed, convenient and great hosts ! Definitely will rent again!"
2nd floor Spacious Downtown Getaway- Across from US Naval Academy

Chic Condo w/ Balcony in the Heart of Annapolis!

3.0 star property
8.0 out of 10, Very Good, (1)
Chic Condo w/ Balcony in the Heart of Annapolis!
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

Frequently asked questions

What's it like to stay at an apartment in Shady Side?
There are 13 lodging options in Shady Side. Though there aren't many apartments, we can help you search for accommodations that are similar. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment such as a kitchen. You can also search for similar property types like vacation homes, condos, or cabins.
Are you thinking about an apartment for your stay?
An apartment is often more spacious than a traditional hotel room and includes a kitchen for convenient home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for couples looking for something with a more local feel.
What's the top apartment for my stay in Shady Side?
Here are some of the more popular apartments in the area: Waterfront Oasis of Annapolis Star: Located in Annapolis, 12 mi/19.3 km from the heart of Shady Side. Includes a private pool, free WiFi, and fireplaces. An outdoor pool and a water park are on site. Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!: It's situated in Annapolis, 10.6 mi/17 km away. Includes free WiFi, private balconies, and Smart TVs. Pristine Downtown 1-Bedroom Steps from State House: Located 9.6 mi/15.4 km away in Annapolis. Free WiFi, sofa beds, and Smart TVs are included. Access to onsite laundry facilities is available on site. Guest Quarters at the Inn - 101: It's located in North Beach, 9.2 mi/14.9 km from Shady Side. Includes free WiFi and private balconies.
What will the weather be like when I travel to Shady Side?
Though weather is just one factor, it can really affect your travel plans, especially if you're planning an extended stay in Shady Side. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Shady Side is 51 inches.
What should I see and do in Shady Side?
Cultural attractions include Captain Avery Museum, whereas Shadyside Park is a spot to enjoy nature. In the larger area, you'll find Franklin Point State Park and Triton Beach.
What's the best way to get to and around Shady Side?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Fort Meade, MD (FME-Tipton), which is located 21.6 mi (34.8 km) from the city center. You can also search for flights into College Park, MD (CGS), which is 24.1 mi (38.7 km) away. If you'd like to explore around the area, you may want a rental car for your journey.