Title: Top Shady Side Cabin Rentals | 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) # Find Cabins in Shady Side for Rent from CA $126 ![](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 [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6264943&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6264943&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6264943&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6264943&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Shady Side Cabin Rentals We don't have any properties that match your exact search [See all properties in Shady Side](https://expedia.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28®ionId=6264943&adults=2) ## Recommended hotels in Shady Side ![Exterior](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/5eca3b46_edited_e784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/10e31f36_edited_f301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/0100abcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/681a375c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side Shady Side 10/10 Exceptional (2) "The property is newly renovated and very comfortable. Property owner is responsive to any questions, and we enjoyed our stay here. Would recommend it for anyone staying in Shady Side." CA $202 CA $599 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Shady-Side-Hotels-Peaceful-2-Bedroom-2-Bathroom-House-With-WiFi-And-AC-In-Serene-Shady-Side.h116005601.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/76eda657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/ac21726a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/26f606ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/08593556.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St Michaels Inn St. Michaels 8.2/10 Very good (1007) "Great location, free parking, free breakfast excellent staff." CA $127 CA $140 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/25d29217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/e01c273a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/1e3401a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Second Floor Bay View Double Room with Balcony ](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/4f8f8af7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Knapps Narrows Marina & Inn Tilghman 9.4/10 Exceptional (343) "Beautiful view!" CA $140 CA $154 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Tilghman-Hotels-Knapps-Narrows-Marina-Inn.h9323601.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/5c9aedf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/c1b842f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Inns of Annapolis Historic District 9.0/10 Wonderful (1847) "The hotel was absolutely clean and close to the shops and restaurants. " CA $145 CA $214 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/9e6dd0ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/65a79802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, hypo-allergenic bedding, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/6ea498fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Annapolis, MD Annapolis 9.0/10 Wonderful (1011) "Great place to stay Friendly staff secure rooms Thank you " CA $136 CA $155 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/089d61dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds, Accessible (Hearing)](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/aeb43618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Terrace | Living area](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/8ee1610f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Annapolis Downtown Annapolis 8.6/10 Excellent (1004) "Good central location " CA $140 CA $159 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/7b97c3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/76d50f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/b2a10ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/028c45ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Grasonville 7.8/10 Good (841) "Great place and great staff" CA $137 CA $152 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Grasonville-Hotels-Quality-Inn.h190683.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/d09846f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/43940c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/925f7921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/17300/17201/d7bfce72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Conference Center Bowie 9.2/10 Wonderful (1009) "Very clean, easy check in (checked in around 11:30pm), quiet, and excellent breakfast " CA $139 CA $157 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Annapolis-Hotels-Comfort-Inn-Conference-Center.h17201.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/w5759h3834x0y6-7304a3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/e2360421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/cfbb67fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crowne Plaza Annapolis by IHG Annapolis 8.8/10 Excellent (1002) "Good location" CA $140 CA $160 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/900/846/4033d0a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/900/846/237feb4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/900/846/e94a05fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Graduate by Hilton Annapolis Annapolis 9.4/10 Exceptional (1008) "Staff was outstanding!" CA $217 CA $247 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21500/21463/aa92a5c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21500/21463/53807244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/21500/21463/ffd4eed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/21500/21463/adcfc6e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Largo/Washington DC Upper Marlboro 8.0/10 Very good (1027) "The staff at the hotel was very friendly and helpful, highly recommended for everyone that like this area. " CA $132 CA $149 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Waldorf-Hotels-DoubleTree-By-Hilton-Hotel-Largo-Washington-DC.h21463.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/ff227afc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/59d23d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/ffc728ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/c066e894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Annapolis Annapolis 7.8/10 Good (1011) "Great place." CA $111 CA $126 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Annapolis-Hotels-Best-Western-Annapolis.h2882.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/b7d11ace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/d81dd69f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/8ea761a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/302472cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Microtel Inn & Suites by Wyndham Gambrills Gambrills 9.0/10 Wonderful (1014) "The location provided many dining and shopping options within a short walk. Staff was attentive and friendly. Great stay!" CA $118 CA $134 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Gambrills-Hotels-Microtel-Inn-Suites-By-Wyndham-Gambrills.h52802235.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/11451166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/f7bcd5fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/9ddea0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/7f54b5f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Annapolis Annapolis 8.2/10 Very good (1007) "Our stay at the hotel was easy check in and check out. Quiet and great location for our stay." CA $128 CA $146 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis.h1641168.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/a8fad934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/6b94b388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/8e62a1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/2c8e8566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Annapolis East-Kent Island by IHG Grasonville 9.2/10 Wonderful (906) "Nice Holiday Inn Express with great water views." CA $167 CA $185 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/b3a401fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Studio Suite | Balcony](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/4803b1f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/27bb8cb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/d3121313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rod 'N' Reel Resort Chesapeake Beach 8.4/10 Very good (1001) "Great place to stay." CA $160 CA $206 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/f4a02e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/11cbce69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/d6387655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/4be52931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wildset St. Michaels 9.8/10 Exceptional (387) "fantastic location, great bouboun selection at the bar and wonderful staff" CA $307 CA $368 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/c93a20ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/3dd4d01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/2de6ebed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/6a6b34d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Perry Cabin St. Michaels 9.6/10 Exceptional (365) "Beautiful place to stay." CA $566 CA $685 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/5cc5b3cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterfront Double Queen First Level - Dog Friendly | View from room](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/0c190249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/w2877h1800x0y0-f772721c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/b187b396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tilghman Island Inn Tilghman 9.6/10 Exceptional (114) "Great staff and food!" CA $280 CA $308 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Tilghman-Hotels-The-Tilghman-Island-Inn.h59854328.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/5f8f1383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/9a55b500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/d39579fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/59ba3f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Annapolis by IHG Annapolis 8.2/10 Very good (1000) "Great location. " CA $150 CA $171 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Annapolis-Hotels-Holiday-Inn-Express-Suites-Annapolis.h20333.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=2025-10-27&endDate=2025-10-28®ionId=6264943&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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-Cabins.d6264943-aaCabins.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FShady-Side-Cabins.d6264943-aaCabins.Travel-Guide-Accommodation) ## Top Shady Side Hotel Reviews ![La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway](//images.trvl-media.com/lodging/1000000/10000/6400/6366/b2f3a1ba_y.jpg) ### La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway 10/10 Excellent "Great clean room. Everything worked. Thank you." [](https://expedia.ca/College-Park-Hotels-La-Quinta-Inn-Suites-By-Wyndham-DC-Metro-Capital-Beltway.h6366.Hotel-Information) ![Microtel Inn & Suites by Wyndham Gambrills](//images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/b7d11ace_y.jpg) ### Microtel Inn & Suites by Wyndham Gambrills 10/10 Excellent "Much thanks " [](https://expedia.ca/Gambrills-Hotels-Microtel-Inn-Suites-By-Wyndham-Gambrills.h52802235.Hotel-Information) ![SpringHill Suites by Marriott Annapolis](//images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/80b99d82_y.jpg) ### SpringHill Suites by Marriott Annapolis 10/10 Excellent " Very clean and fresh room The TV screen already had my name on it !" [](https://expedia.ca/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information) ![Comfort Inn Largo-Washington DC East](//images.trvl-media.com/lodging/1000000/20000/19400/19389/428ef9f4_y.jpg) ### Comfort Inn Largo-Washington DC East 10/10 Excellent "The staff were awesome very respectful, helpful etc. and my room was clean. This is my favorite place to stay. Shoutout to the sales department and the DM. Keep up the great work see y’all soon. " [](https://expedia.ca/Upper-Marlboro-Hotels-Comfort-Inn.h19389.Hotel-Information) ![DoubleTree by Hilton Hotel Annapolis](//images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg) ### DoubleTree by Hilton Hotel Annapolis 10/10 Excellent "The staff were uniformly attentive and friendly." [](https://expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) ![Graduate by Hilton Annapolis](//images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg) ### Graduate by Hilton Annapolis 10/10 Excellent "Spacious room, very clean and comfortable lots of eclectic nautical furniture. We did not have breakfast. Easy parking in and out right in the heart of restaurants, & bars and a short walk to the harbor." [](https://expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ![DoubleTree by Hilton Hotel Largo/Washington DC](//images.trvl-media.com/lodging/1000000/30000/21500/21463/aa92a5c8_y.jpg) ### DoubleTree by Hilton Hotel Largo/Washington DC 10/10 Excellent "So comfortable for me and my kids. " [](https://expedia.ca/Waldorf-Hotels-DoubleTree-By-Hilton-Hotel-Largo-Washington-DC.h21463.Hotel-Information) ![St Michaels Inn](//images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg) ### St Michaels Inn 10/10 Excellent "Room was clean, Staff was very friendly and welcoming. " [](https://expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ![Comfort Inn Conference Center](//images.trvl-media.com/lodging/1000000/20000/17300/17201/925f7921_y.jpg) ### Comfort Inn Conference Center 10/10 Excellent "Very clean, easy check in (checked in around 11:30pm), quiet, and excellent breakfast " [](https://expedia.ca/Annapolis-Hotels-Comfort-Inn-Conference-Center.h17201.Hotel-Information) ## Find out more about Shady Side ## Shady Side Cabin Rentals information | Number of reviews | 16,832 | | --- | --- | | Accommodation | 1 Cabin Rentals | | Lowest Price | CA $126 | | Highest Price | CA $685 | ## Frequently asked questions ### What are the best cabins near Shady Side? > Immerse yourself in the outdoors without forgoing the comforts at one of our 29 cabins in and around Shady Side. Whether you have relaxation or adventure on your mind, [Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay](https://www.expedia.ca/North-East-Hotels-Waterfront-Cabin-With-Spectacular-Sunsets-Overlooking-The-Chesapeake-Bay.h18973290.Hotel-Information) offers both. Alternatively, spend your vacation at [Waterfront Ridge Retreat Cabin On St Jeromes Creek](https://www.expedia.ca/Ridge-Hotels-New-Ridge-Retreat-Cabin-On-Saint-Jeromes-Creek.h45548276.Hotel-Information) and nestle yourself among picturesque surroundings. ### Are there cheap cabins in Shady Side? > Priced from CA $126 to CA $685 per night, escaping the ordinary has never been so affordable. Secure one of our cheap cabins in Shady Side and experience the great outdoors without putting a dent in your budget.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. ### What are the best family cabins near Shady Side? > If you're on the lookout for a vacation your little adventurers will go wild for, a family cabin in or near Shady Side is a fantastic choice. Make new memories together at [Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay](https://www.expedia.ca/North-East-Hotels-Waterfront-Cabin-With-Spectacular-Sunsets-Overlooking-The-Chesapeake-Bay.h18973290.Hotel-Information). It offers a meal delivery service and a travel crib on top of outdoor adventure. [Lakefront Maryland Cabin With Fire Pit](https://www.expedia.ca/Lusby-Hotels-Lakefront-Maryland-Cabin-W-Fire-Pit.h95371944.Hotel-Information) is also perfect for small groups or families and comes with a deck and a toaster. ### What are the best hot tub cabins near Shady Side? > If you're the type who can't live without a hot tub on vacation, you'll like [Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay](https://www.expedia.ca/North-East-Hotels-Waterfront-Cabin-With-Spectacular-Sunsets-Overlooking-The-Chesapeake-Bay.h18973290.Hotel-Information). This knockout comes with plenty of amenities to ensure a comfortable stay, including a firepit and a spa tub. Look up [Elk River Cabin - 13 Acres, Water Views](https://www.expedia.ca/Elkton-Hotels-Elk-River-Cabin-On-13-Acres-Water-Views.h83774531.Hotel-Information) as well. Another cabin with a hot tub near Shady Side, you'll also have use of a king-sized bed and a firepit here. ### What are the best cabins with pools near Shady Side? > Slip on your swimwear and go for a few laps whenever you like when you stay at one of our cabin rentals with a pool near Shady Side. [Amazing Getaway: Enjoy Our Cozy Log Cabins On The Chesapeake Bay](https://www.expedia.ca/North-East-Hotels-Sandy-Cove-Ministries-Log-Cabins.h71447294.Hotel-Information) is a favourite. A swimming pool and a patio are some of the other amenities you'll find here. Alternatively, take some time out at [Cabin - Maryland Vacation Rental With Private Pool And Dock](https://www.expedia.ca/Lusby-Hotels-Maryland-Vacation-Rental-W-Private-Dock-Pool.h94943647.Hotel-Information). As well as a pool, this cabin comes with a swimming pool and a patio. ### What are some great Shady Side cabins? > Nestled in nature but with the conveniences of home, nothing tops a cabin if you'd love to truly experience the great outdoors. [Waterfront Ridge Retreat Cabin On St Jeromes Creek](https://www.expedia.ca/Ridge-Hotels-New-Ridge-Retreat-Cabin-On-Saint-Jeromes-Creek.h45548276.Hotel-Information) is the perfect place to get away from it all. Amenities here include a water view and a deck. [Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay](https://www.expedia.ca/North-East-Hotels-Waterfront-Cabin-With-Spectacular-Sunsets-Overlooking-The-Chesapeake-Bay.h18973290.Hotel-Information) is another welcoming property. A firepit and a fireplace will help make your stay nice and comfy. ### What are the best weekend cabin rentals in Shady Side? > If you want to spend a couple of relaxing days immersed in nature, [Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay](https://www.expedia.ca/North-East-Hotels-Waterfront-Cabin-With-Spectacular-Sunsets-Overlooking-The-Chesapeake-Bay.h18973290.Hotel-Information) awaits. Stay here for a weekend and make use of conveniences including a patio and a firepit. Another superb property is [Waterfront Ridge Retreat Cabin On St Jeromes Creek](https://www.expedia.ca/Ridge-Hotels-New-Ridge-Retreat-Cabin-On-Saint-Jeromes-Creek.h45548276.Hotel-Information). Offering a patio, a firepit and plenty of chill vibes, you'll go home feeling refreshed and rejuvenated. ### What are the best cabin prices in Shady Side? > If you're eager to save a few dollars on your stay, Expedia has some great deals on Shady Side cabins that won't put a hole in your wallet. How does CA $126 a night sound? ### Can I find log cabins in Shady Side? > For lots of nature lovers, the ideal outdoor vacation isn't complete without bunking down in a character-filled log cabin. Get out and active or simply slow down and relax at [1850 Historic Log Cabin](https://www.expedia.ca/Westminster-Hotels-1850-Historic-Log-Cabin.h73057732.Hotel-Information). Recreational activities such as shore fishing and hiking are within easy reach here. Another log cabin getaway is [Tiny House / Log Cabin In Beautiful Wooded Urban Setting](https://www.expedia.ca/Washington-Hotels-Tiny-House-Log-Cabin-In-Beautiful-Wooded-Urban-Setting.h96845981.Hotel-Information). Hiking and picnicking will keep you busy when you're not chilling in your comfy hideaway. ### What are the highest-rated cabins in Shady Side? > Expedia travellers keep coming back to [Waterfront Ridge Retreat Cabin On St Jeromes Creek](https://www.expedia.ca/Ridge-Hotels-New-Ridge-Retreat-Cabin-On-Saint-Jeromes-Creek.h45548276.Hotel-Information). This superb option offers lots of handy amenities like a patio and a firepit. It won't take you very long to see why [Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay](https://www.expedia.ca/North-East-Hotels-Waterfront-Cabin-With-Spectacular-Sunsets-Overlooking-The-Chesapeake-Bay.h18973290.Hotel-Information) is also a hit with vacationers. Conveniences like a patio and a firepit will help make your stay even more comfortable. ### Why should I book a cabin in Shady Side? > Affordability, comfort, rustic charm — there are loads of reasons to opt for a Shady Side cabin. Get away from the noise of the concrete jungle and hear the sounds of birds and nature instead. There's so much adventure right on your doorstep too. 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[Edgewater Vacation Rentals](https://www.expedia.ca/Edgewater-Vacation-Rentals.d6348965.Travel-Guide-VacationRentals) - [Things to do in Edgewater](https://www.expedia.ca/Things-To-Do-In-Edgewater.d6348965.Travel-Guide-Activities) - [Book Cabin Rentals in Shady Side on Expedia.com](https://www.expedia.com/Shady-Side-Cabins.d6264943-aaCabins.Travel-Guide-Accommodation)