Title: Shady Side Apartment Rentals from CA $426 | Expedia.ca [Hotels in Shady Side](https://expedia.ca/Shady-Side-Hotels.d6264943.Travel-Guide-Hotels)[Vacation Rentals in Shady Side](https://expedia.ca/Shady-Side-Vacation-Rentals.d6264943.Travel-Guide-VacationRentals)[Flights to Shady Side](https://expedia.ca/Cheap-Flights-To-Shady-Side.d6264943.Travel-Guide-Flights)[Shady Side Car Rentals](https://expedia.ca/Car-Rentals-In-Shady-Side.d6264943.Car-Rental-Guide)[Shady Side Vacation Packages](https://expedia.ca/Shady-Side.d6264943.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6264943&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6264943&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6264943&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=6264943&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Shady Side apartments ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/b2a36b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/d5668d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/8e1aa433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/8c6112e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Waterfront-Oasis-Sleep-4-Close-To-Downtown.h68986275.Hotel-Information) 10/10 Exceptional (81 reviews) "Owners were great hosts. Loved this property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $287 CA $575 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Annapolis-Hotels-Waterfront-Oasis-Sleep-4-Close-To-Downtown.h68986275.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117370000/117360200/117360157/8d73bbbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117370000/117360200/117360157/28c9186e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117370000/117360200/117360157/a19fc40c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/118000000/117370000/117360200/117360157/491acaae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Cape Saint Claire [](https://www.expedia.ca/Annapolis-Hotels-New-The-Pool-Loft-At-Poplar-Hill.h117360157.Hotel-Information) 10/10 Exceptional (4 reviews) "This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ana S. CA $174 CA $543 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Annapolis-Hotels-New-The-Pool-Loft-At-Poplar-Hill.h117360157.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/77000000/76590000/76586000/76585906/1af81f7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/77000000/76590000/76586000/76585906/81cde5a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76590000/76586000/76585906/8e972348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76590000/76586000/76585906/7d32385a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Historic District [](https://www.expedia.ca/Annapolis-Hotels-Spacious-Downtown-Getaway-Across-From-US-Naval-Academy.h76585906.Hotel-Information) 9.6/10 Exceptional (27 reviews) "Very nice place, just two of us stayed but would fit 4 comfortably. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad L. CA $243 CA $453 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Annapolis-Hotels-Spacious-Downtown-Getaway-Across-From-US-Naval-Academy.h76585906.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/c38145a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/2d43a6e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/a1d0efa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/8fb2f231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Eastport [](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Gem-Stylish-And-Cozy.h117630212.Hotel-Information) 10/10 Exceptional (3 reviews) "Great spot" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian F. CA $344 CA $672 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Gem-Stylish-And-Cozy.h117630212.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109610000/109600700/109600685/573b15a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109610000/109600700/109600685/5447f126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109610000/109600700/109600685/898e1a3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109610000/109600700/109600685/1fa055c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Five-Star-Charmer-Great-Location-Downtown-Stadium-Parking-Too.h109600685.Hotel-Information) 9.6/10 Exceptional (5 reviews) "Jennifer met us at check in, ensured we had what we needed. Well appointed, assigned parking, coffee, water and snacks for the late night munchies. Had a great time, will return - thanks ! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darcy W. CA $250 CA $457 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Annapolis-Hotels-Five-Star-Charmer-Great-Location-Downtown-Stadium-Parking-Too.h109600685.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/88000000/87580000/87576400/87576375/e0fc6398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87580000/87576400/87576375/dee76b7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87580000/87576400/87576375/14bc0838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/88000000/87580000/87576400/87576375/a1631ad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Admiral Heights [](https://www.expedia.ca/Annapolis-Hotels-Gorgeous-Carriage-House-Close-To-USNA.h87576375.Hotel-Information) 10/10 Exceptional (48 reviews) "Convenient location, very clean, beautiful yard for a pet friendly visit. We had a great time! Would go back again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jackie C. CA $494 CA $643 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Annapolis-Hotels-Gorgeous-Carriage-House-Close-To-USNA.h87576375.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/118000000/117740000/117737300/117737253/a948ba3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117740000/117737300/117737253/a1d1c8f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/118000000/117740000/117737300/117737253/4e78dd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117740000/117737300/117737253/08f434f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Upper Marlboro [](https://www.expedia.ca/Upper-Marlboro-Hotels-Charming-3-Bedroom-In-Upper-Marlboro-Minutes-From-Washington.h117737253.Hotel-Information) CA $122 CA $170 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Upper-Marlboro-Hotels-Charming-3-Bedroom-In-Upper-Marlboro-Minutes-From-Washington.h117737253.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76580000/76579700/76579660/18f7d789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76580000/76579700/76579660/708c7c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/77000000/76580000/76579700/76579660/528b087a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76580000/76579700/76579660/42aee333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Historic District [](https://www.expedia.ca/Annapolis-Hotels-Charming-Downtown-3rd-Floor-1-Bedroom-Apt.h76579660.Hotel-Information) 9.8/10 Exceptional (20 reviews) "We had a great time staying that this home. It was a perfect stay for my wife and I." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric S. CA $236 CA $426 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Annapolis-Hotels-Charming-Downtown-3rd-Floor-1-Bedroom-Apt.h76579660.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2026-01-29&endDate=2026-01-30®ionId=6264943&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America®ionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America®ionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=APART_HOTEL) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America®ionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America®ionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America®ionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=CONDO) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America®ionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=HOUSE_BOAT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Shady+Side%2C+Maryland%2C+United+States+of+America®ionId=6264943&latLong=38.841782%2C-76.512176&adults=2&startDate=2026-04-15&d1=2026-04-15&endDate=2026-04-18&d2=2026-04-18&lodging=VILLA) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FShady-Side-Apartments.d6264943-aaApartments.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FShady-Side-Apartments.d6264943-aaApartments.Travel-Guide-Accommodation) ## Top Shady Side Hotel Reviews ![Country Inn & Suites by Radisson, Annapolis, MD](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950_y.jpg) ### Country Inn & Suites by Radisson, Annapolis, MD 10/10 Excellent "Wonderful staff, great options for breakfast, room is perfect and quiet and clean. The amenities work nicely, gym is great and Thai is where I would stay again in the future. " [](https://expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) ![Holiday Inn Express I-95 Capitol Beltway-Largo by IHG](https://images.trvl-media.com/lodging/2000000/1360000/1357100/1357084/faf6da25_y.jpg) ### Holiday Inn Express I-95 Capitol Beltway-Largo by IHG 10/10 Excellent "The rooms were clean. The staff were super friendly. We had complementary breakfast and it was delicious. I would recommend any friends or family member to stay here. " [](https://expedia.ca/Waldorf-Hotels-Holiday-Inn-Express-I-95-Capitol-Beltway-Largo.h1357084.Hotel-Information) ![Crowne Plaza Annapolis by IHG](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0_y.jpg) ### Crowne Plaza Annapolis by IHG 10/10 Excellent "The room was great and the staff was super nice. " [](https://expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information) ![Microtel Inn & Suites by Wyndham Gambrills](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/b7d11ace_y.jpg) ### Microtel Inn & Suites by Wyndham Gambrills 10/10 Excellent "Everything was Great!" [](https://expedia.ca/Gambrills-Hotels-Microtel-Inn-Suites-By-Wyndham-Gambrills.h52802235.Hotel-Information) ![Sonesta ES Suites Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe_y.jpg) ### Sonesta ES Suites Annapolis 10/10 Excellent "Great " [](https://expedia.ca/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information) ![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg) ### Historic Inns of Annapolis 10/10 Excellent "Kind staff, clean room, and nice accommodations!" [](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Hyatt Place Kent Narrows & Marina](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/35e0cb86_y.jpg) ### Hyatt Place Kent Narrows & Marina 10/10 Excellent "The room is clean and staff was courteous " [](https://expedia.ca/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.Hotel-Information) ![Comfort Inn Largo-Washington DC East](https://images.trvl-media.com/lodging/1000000/20000/19400/19389/428ef9f4_y.jpg) ### Comfort Inn Largo-Washington DC East 10/10 Excellent "Everything was great" [](https://expedia.ca/Upper-Marlboro-Hotels-Comfort-Inn.h19389.Hotel-Information) ![Comfort Inn Conference Center](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/925f7921_y.jpg) ### Comfort Inn Conference Center 10/10 Excellent "My only issue is not being allowed to take a plate of breakfast back to my room. " [](https://expedia.ca/Annapolis-Hotels-Comfort-Inn-Conference-Center.h17201.Hotel-Information) ## Find out more about Shady Side ## Shady Side Apartments information | Number of reviews | 188 | | ----------------- | ------------- | | Accommodation | 80 Apartments | | Lowest Price | CA $426 | | Highest Price | CA $672 | ## Frequently asked questions ### What's it like to stay at an apartment in Shady Side? ### Are you thinking about an apartment for your stay? ### What's the top apartment for my stay in Shady Side? ### What will the weather be like when I travel to Shady Side? ### What should I see and do in Shady Side? ### What's the best way to get to and around Shady Side? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Anchorage ](https://www.expedia.ca/4Star-Anchorage-Annapolis-Hotels.s40-n553248635976473602-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Anchorage ](https://www.expedia.ca/Anchorage-Annapolis-Hotels-Adults-Only-Resorts.0-n553248635976473602-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - 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