Title: St. Michaels, MD Condos for Rent | Expedia.com [St. Michaels Travel Guide](https://expedia.com/St-Michaels.dx5940)[Hotels in St. Michaels](https://expedia.com/St-Michaels-Hotels.d5940.Travel-Guide-Hotels)[Vacation Rentals in St. Michaels](https://expedia.com/St-Michaels-Vacation-Rentals.d5940.Travel-Guide-VacationRentals)[Flights to St. Michaels](https://expedia.com/Cheap-Flights-To-St-Michaels.d5940.Travel-Guide-Flights)[Car Rentals in St. Michaels](https://expedia.com/Car-Rentals-In-St-Michaels.d5940.Car-Rental-Guide)[St. Michaels Vacation Packages](https://expedia.com/St-Michaels.d5940.Destination-Travel-Guides) ![The Chesapeake Bay Maritime Museum in Saint Michaels, Maryland, features the Hooper Strait Lighthouse, built in 1879](https://images.trvl-media.com/place/5940/6d454cf3-0755-44c6-999f-dfbbe160658d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/5940/6d454cf3-0755-44c6-999f-dfbbe160658d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=5940&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 two months [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=5940&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=5940&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=5940&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for St. Michaels condo rentals ![Marina](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/756cfb64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/e14723bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/dea9ce41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/aece230b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Downtown Cambridge [](https://www.expedia.com/Cambridge-Hotels-Upscale-Condo-In-Historic-Downtown-Cambridge.h103584811.Hotel-Information) 8.4/10 Very Good (6 reviews) "Perfectly located in town and well appointed, comfortable quarters. We would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard D. $283 nightly $300 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Cambridge-Hotels-Upscale-Condo-In-Historic-Downtown-Cambridge.h103584811.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/5d73c26c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/f35d159c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/e16941d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/bb311693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Downtown Cambridge [](https://www.expedia.com/Cambridge-Hotels-The-Drinking-Gourd-Stunning-Penthouse-In-Historic-Downtown-Cambridge.h106747609.Hotel-Information) 9.8/10 Exceptional (12 reviews) "Host was personally accessible during stay, responded quickly, and went the extra mile with wonderful touches left around the place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John S. $331 nightly $350 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Cambridge-Hotels-The-Drinking-Gourd-Stunning-Penthouse-In-Historic-Downtown-Cambridge.h106747609.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/120000000/119340000/119331500/119331473/61e8c463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119340000/119331500/119331473/2ff1f3ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119340000/119331500/119331473/868b127d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119340000/119331500/119331473/108896ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Downtown Cambridge [](https://www.expedia.com/Cambridge-Hotels-Station-House-East-Upscale-Loft-In-The-Historic-District-Cambridge.h119331473.Hotel-Information) 10/10 Exceptional (7 reviews) "The apartment was exceptionally clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth T. $338 nightly $358 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Cambridge-Hotels-Station-House-East-Upscale-Loft-In-The-Historic-District-Cambridge.h119331473.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/65fc84d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/3840464a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/013c787c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/167fd0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Downtown Cambridge [](https://www.expedia.com/Cambridge-Hotels-Conductors-Rest-Beautiful-2-Bedroom-Loft-In-Historic-Cambridge.h105946058.Hotel-Information) 10/10 Exceptional (10 reviews) "Just a beautiful place. I would stay here again. Everything was walking distance. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sylvie G. $345 nightly $366 total Mar 3 - Mar 4 Total with taxes and fees [](https://www.expedia.com/Cambridge-Hotels-Conductors-Rest-Beautiful-2-Bedroom-Loft-In-Historic-Cambridge.h105946058.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/119000000/118900000/118891600/118891568/c5b533c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118900000/118891600/118891568/4d32484b.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/119000000/118900000/118891600/118891568/7d0396b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118900000/118891600/118891568/46ad9c59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Historic District [](https://www.expedia.com/Annapolis-Hotels-Historic-Row-Home-In-Downtown-Annapolis.h118891568.Hotel-Information) $630 nightly $718 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Annapolis-Hotels-Historic-Row-Home-In-Downtown-Annapolis.h118891568.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/125000000/124420000/124410600/124410574/646644d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/125000000/124420000/124410600/124410574/35660170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124420000/124410600/124410574/b37b0734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/125000000/124420000/124410600/124410574/b0db8051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Historic District [](https://www.expedia.com/Annapolis-Hotels-Luxe-Row-Home-Steps-To-USNA-Gate-3.h124410574.Hotel-Information) 10/10 Exceptional (1 review) $545 nightly $621 total Feb 26 - Feb 27 Total with taxes and fees [](https://www.expedia.com/Annapolis-Hotels-Luxe-Row-Home-Steps-To-USNA-Gate-3.h124410574.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/119000000/118830000/118824200/118824130/964bce68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118830000/118824200/118824130/4940f0a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118830000/118824200/118824130/70b0ea71.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/119000000/118830000/118824200/118824130/38d6910b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Historic District [](https://www.expedia.com/Annapolis-Hotels-Upscale-Condo-In-Annapolis.h118824130.Hotel-Information) 10/10 Exceptional (2 reviews) "Great condo! Very clean and convenient to everything in Annapolis. We will definitely be back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott P. $533 nightly $608 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Annapolis-Hotels-Upscale-Condo-In-Annapolis.h118824130.Hotel-Information) ![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/125000000/124420000/124410700/124410604/c45d9462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/125000000/124420000/124410700/124410604/b3a3d588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124420000/124410700/124410604/1fe478cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124420000/124410700/124410604/5db5573a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Historic District [](https://www.expedia.com/Annapolis-Hotels-Two-Historic-Rowhomes-In-Downtown-Annapolis.h124410604.Hotel-Information) $819 nightly $934 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Annapolis-Hotels-Two-Historic-Rowhomes-In-Downtown-Annapolis.h124410604.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.com/Hotel-Search?startDate=2026-03-11&endDate=2026-03-12®ionId=5940&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_5940) ## Find vacation rentals that suit your style Cottages [](https://www.expedia.com/Hotel-Search?destination=St.+Michaels%2C+Maryland%2C+United+States+of+America®ionId=5940&latLong=38.78656%2C-76.224365&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=COTTAGE) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=St.+Michaels%2C+Maryland%2C+United+States+of+America®ionId=5940&latLong=38.78656%2C-76.224365&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=St.+Michaels%2C+Maryland%2C+United+States+of+America®ionId=5940&latLong=38.78656%2C-76.224365&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CONDO) Houseboats [](https://www.expedia.com/Hotel-Search?destination=St.+Michaels%2C+Maryland%2C+United+States+of+America®ionId=5940&latLong=38.78656%2C-76.224365&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=HOUSE_BOAT) Apartments [](https://www.expedia.com/Hotel-Search?destination=St.+Michaels%2C+Maryland%2C+United+States+of+America®ionId=5940&latLong=38.78656%2C-76.224365&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APARTMENT) Villas [](https://www.expedia.com/Hotel-Search?destination=St.+Michaels%2C+Maryland%2C+United+States+of+America®ionId=5940&latLong=38.78656%2C-76.224365&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSt-Michaels-Condos.d5940-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSt-Michaels-Condos.d5940-aaCondos.Travel-Guide-Accommodation) ## Top St. Michaels Hotel Reviews ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg) ### Graduate by Hilton Annapolis 10/10 Excellent "Friendly, clean" [](https://expedia.com/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.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 "Great services" [](https://expedia.com/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information) ![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 "Nice large room, clean, and temperature controls worked as expected. Front deck personnel were pleasant. Breakfast was good, with a variety of options." [](https://expedia.com/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.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 service!! Some hotel corporations forget this is the “hospitality business “. I arrived very late and the front desk personnel were so helpful " [](https://expedia.com/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information) ![Courtyard by Marriott Annapolis](https://images.trvl-media.com/lodging/1000000/20000/11100/11049/122348e3_y.jpg) ### Courtyard by Marriott Annapolis 10/10 Excellent "The room was clean. All the staff was professional and courteous." [](https://expedia.com/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.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 "Perfect location. Clean room, nice amount of space, and friendly staff. " [](https://expedia.com/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Rod 'N' Reel Resort](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/4803b1f5_y.jpg) ### Rod 'N' Reel Resort 10/10 Excellent "Spacious and welcoming lobby, room was clean. " [](https://expedia.com/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information) ![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg) ### DoubleTree by Hilton Hotel Annapolis 10/10 Excellent "All great" [](https://expedia.com/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) ![The Westin Annapolis](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff_y.jpg) ### The Westin Annapolis 10/10 Excellent "Staff was awesome, shout out to Elena for all the help ." [](https://expedia.com/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information) ## Find out more about St. Michaels ## St. Michaels Condo Rentals information | Number of reviews | 31 | | ----------------- | ---------------- | | Accommodation | 14 Condo Rentals | | Lowest Price | $300 | | Highest Price | $718 | ## Frequently asked questions ### Why book your condo in St. Michaels with Expedia? ### How can I find cheap condos in St. Michaels? ### What is there to do in St. Michaels near my condo? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Chesapeake Bay Maritime Museum ](https://www.expedia.com/Chesapeake-Bay-Maritime-Museum-Hotels.0-l553248633992441010-0.Travel-Guide-Filter-Hotels) - [Hotels near St. Michaels Museum ](https://www.expedia.com/St-Michaels-Museum-Hotels.0-l553248621561196327-0.Travel-Guide-Filter-Hotels) - [Hotels near St. Michaels Winery ](https://www.expedia.com/St-Michaels-Winery-Hotels.0-l553248633992438808-0.Travel-Guide-Filter-Hotels) - 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