Title: Annapolis Vacation Home Rentals from CA $433: Search Top Private Vacation Homes for Rent | Expedia.ca [Annapolis Travel Guide](https://expedia.ca/Annapolis.dx6034082)[Hotels in Annapolis](https://expedia.ca/Annapolis-Hotels.d6034082.Travel-Guide-Hotels)[Vacation Rentals in Annapolis](https://expedia.ca/Annapolis-Vacation-Rentals.d6034082.Travel-Guide-VacationRentals)[Flights to Annapolis](https://expedia.ca/Cheap-Flights-To-Annapolis.d6034082.Travel-Guide-Flights)[Things to do in Annapolis](https://expedia.ca/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities)[Annapolis Car Rentals](https://expedia.ca/Car-Rentals-In-Annapolis.d6034082.Car-Rental-Guide)[Annapolis Vacation Packages](https://expedia.ca/Annapolis.d6034082.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/6034082/a3002046-1aee-4bd3-be34-8475c830687e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6034082/a3002046-1aee-4bd3-be34-8475c830687e.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=6034082&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=6034082&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=6034082&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=6034082&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 Annapolis vacation homes ![Interior](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/d00ee2e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/48c7542a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/a72fcd9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/8156a7b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Annapolis Retreat - 7 mins from downtown Annapolis! [](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Retreat-7-Mins-From-Downtown-Annapolis.h99470706.Hotel-Information) Hillsmere 10/10 Exceptional (5 reviews) "Great house in cute neighborhood. Thanks for a very comfortable stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul C. CA $235 CA $741 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Retreat-7-Mins-From-Downtown-Annapolis.h99470706.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/102000000/101090000/101083600/101083507/0cad4612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101090000/101083600/101083507/f79dd58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101090000/101083600/101083507/0cab7732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101090000/101083600/101083507/3334515c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bay Ridge unit by Downtown Annapolis and Quiet Waters Park [](https://www.expedia.ca/Annapolis-Hotels-Bay-Ridge-Unit-By-Downtown-Annapolis-And-Quiet-Waters-Park.h101083507.Hotel-Information) Annapolis 8.8/10 Excellent (3 reviews) "The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $239 CA $673 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Annapolis-Hotels-Bay-Ridge-Unit-By-Downtown-Annapolis-And-Quiet-Waters-Park.h101083507.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101900000/101897400/101897342/dc0187f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101900000/101897400/101897342/ea596829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101900000/101897400/101897342/3f9288e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/102000000/101900000/101897400/101897342/bb91d7f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Neptune by the Water - Pet Friendly Fenced Yard [](https://www.expedia.ca/Annapolis-Hotels-Neptune-By-The-Water.h101897342.Hotel-Information) Cape Saint Claire 9.8/10 Exceptional (11 reviews) "Very nice home, location, close to our family and activities. Enjoyed our stay and would recommend to other renters looking for spaciousness and holiness that a hotel cannot provide! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa S. CA $257 CA $847 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Annapolis-Hotels-Neptune-By-The-Water.h101897342.Hotel-Information) ![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/76000000/75720000/75710800/75710733/084c9639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75720000/75710800/75710733/8f3dc26a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75720000/75710800/75710733/ce9756b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/76000000/75720000/75710800/75710733/0431981f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown [](https://www.expedia.ca/Annapolis-Hotels-Charming-Historic-Home-15-Miles-To-USNA-And-1-Mile-To-Marine-Corps-Stadium.h75710733.Hotel-Information) Homewood 9.8/10 Exceptional (8 reviews) "Our family gathered for a special celebration and loved the home! It was roomy and had everything we needed for our stay. The location was perfect for getting around." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanie W. CA $256 CA $652 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Annapolis-Hotels-Charming-Historic-Home-15-Miles-To-USNA-And-1-Mile-To-Marine-Corps-Stadium.h75710733.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100210000/100202700/100202663/f3add354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100210000/100202700/100202663/ab2cfa42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100210000/100202700/100202663/7efcfe99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100210000/100202700/100202663/98bec3d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cute bungalow blocks to Stadium [](https://www.expedia.ca/Annapolis-Hotels-Cute-Bungalow-Blocks-To-Stadium.h100202663.Hotel-Information) Admiral Heights 9.8/10 Exceptional (8 reviews) "We loved the layout, location, and porch- quality time with family with plenty to do and close USNA. We will stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tammy L. CA $237 CA $768 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Annapolis-Hotels-Cute-Bungalow-Blocks-To-Stadium.h100202663.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/fc34c762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/c9b926ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/4de85be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/7e2b4765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2br home w/ parking in downtown Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Cozy-2br-Home-W-Parking-In-Downtown-Annapolis.h42019059.Hotel-Information) Historic District 10/10 Exceptional (73 reviews) "Great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Burton S. CA $186 CA $461 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Annapolis-Hotels-Cozy-2br-Home-W-Parking-In-Downtown-Annapolis.h42019059.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/8a8d7f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/8a80c02f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/825e8c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/c2958ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach [](https://www.expedia.ca/Annapolis-Hotels-Charming-Cottage-With-Hot-Tub-1-Block-From-The-Bay.h91033683.Hotel-Information) Arundel on the Bay 9.8/10 Exceptional (11 reviews) "Great communication with the host, easy check in.. nice property. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Henry P. CA $313 CA $724 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Annapolis-Hotels-Charming-Cottage-With-Hot-Tub-1-Block-From-The-Bay.h91033683.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122910000/122907800/122907757/dc0dc1d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/123000000/122910000/122907800/122907757/81922d4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/123000000/122910000/122907800/122907757/72a7d40a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/123000000/122910000/122907800/122907757/e0f1d2ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Winter Annapolis Escape, Near Downtown, Firepit + Bar, Sleeps 12, Parking [](https://www.expedia.ca/Annapolis-Hotels-Spacious-Modern-Annapolis-Retreat.h122907757.Hotel-Information) Cape Saint Claire 9.0/10 Wonderful (4 reviews) "Dominick was a great communicator, he was very responsive and ensured we were comfortable during this stay. Highly recommend anyone to book this property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marissa F. CA $374 CA $768 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Annapolis-Hotels-Spacious-Modern-Annapolis-Retreat.h122907757.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/118000000/117590000/117588800/117588789/1aa587de_edited_b1ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117590000/117588800/117588789/w1359h908x3y0-283a58db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117590000/117588800/117588789/w1359h906x3y0-7a94439d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117590000/117588800/117588789/w1359h908x3y2-e4e5546a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Row Home | Hot Tub - 1 Block from Gate 1! [](https://www.expedia.ca/Annapolis-Hotels-Historic-Row-Home-Hot-Tub-1-Block-From-Gate-1.h117588789.Hotel-Information) Historic District 10/10 Exceptional (5 reviews) "Perfect location. Very clean. Had everything we needed and front porch swing was a nice bonus. Would stay here every visit! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracie B. CA $221 CA $1,027 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Annapolis-Hotels-Historic-Row-Home-Hot-Tub-1-Block-From-Gate-1.h117588789.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/101000000/100560000/100556100/100556061/83e5c5cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/101000000/100560000/100556100/100556061/173025fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100560000/100556100/100556061/6352c6da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100560000/100556100/100556061/f220c1f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fisher House: Steps From USNA + Covered Parking! [](https://www.expedia.ca/Annapolis-Hotels-Fisher-House-Downtown-Annapolis.h100556061.Hotel-Information) Historic District 10/10 Exceptional (14 reviews) "Great house and location. Great communication. We had a great time there!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara S. CA $476 CA $1,164 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Annapolis-Hotels-Fisher-House-Downtown-Annapolis.h100556061.Hotel-Information) ![Game room](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/d290777f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/9f52ac68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/57cd3b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/41573385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR, 1BA Boutique Brick Beauty located in historic Eastport. [](https://www.expedia.ca/2BR.h119717086.Hotel-Information) Eastport CA $229 CA $462 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/2BR.h119717086.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120730000/120721900/120721848/4130f4c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120730000/120721900/120721848/w1508h2011x4y5-2d9fdc9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120730000/120721900/120721848/34b7bf9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120730000/120721900/120721848/w1110h1484x0y0-f9fcc3de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fabulous 5-bedroom house with AC in charming Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Fabulous-5-Bedroom-House-With-AC-In-Charming-Annapolis.h120721848.Hotel-Information) Annapolis 10/10 Exceptional (1 review) "Great location to walk to Navy game. Good space and great communication with property owner." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca G. CA $532 CA $784 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Annapolis-Hotels-Fabulous-5-Bedroom-House-With-AC-In-Charming-Annapolis.h120721848.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115690000/115688500/115688471/15d0982a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115690000/115688500/115688471/9f3a0271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115690000/115688500/115688471/4e36741f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/116000000/115690000/115688500/115688471/f44a1d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning 4 BR Home - Walking Distance to Stadium [](https://www.expedia.ca/Annapolis-Hotels-Stunning-4-BR-Home-Walking-Distance-To-Stadium.h115688471.Hotel-Information) Homewood 10/10 Exceptional (2 reviews) "This house was a TEN! We booked it for family and friends to stay with us for a military retirement over homecoming weekend. The location was great. Perfect for walking to and from the stadium with kids. Easy few minutes drive or Uber to the Academy. The house was well equipped and perfect for a big group. The yard was amazing! Wish we’d planned on a family flag football game! Plenty of space in the kitchen and living room. Management was super responsive when we needed something or had a... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine S. CA $339 CA $1,272 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Annapolis-Hotels-Stunning-4-BR-Home-Walking-Distance-To-Stadium.h115688471.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118090000/118087600/118087589/c54c30fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118090000/118087600/118087589/2cc3f07b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118090000/118087600/118087589/97972db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118090000/118087600/118087589/3de2c820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to the stadium! - Lighthouse on Glenwood [](https://www.expedia.ca/Annapolis-Hotels-Walk-To-The-Stadium-Lighthouse-On-Glenwood.h118087589.Hotel-Information) Annapolis 9.8/10 Exceptional (7 reviews) "5 star property with plenty of street parking. Everything was clean and had all of the ammendities" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tom D. CA $347 CA $543 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Annapolis-Hotels-Walk-To-The-Stadium-Lighthouse-On-Glenwood.h118087589.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587711/a12f3ce5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587711/e7ae1152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587711/ca8dd3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587711/3685580a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All Star Annapolis Retreat - Walk to Stadium [](https://www.expedia.ca/Annapolis-Hotels-New-All-Star-Annapolis-Retreat-Walk-To-Stadium.h110587711.Hotel-Information) Admiral Heights 10/10 Exceptional (8 reviews) "Great house, perfect for Navy football game" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy N. CA $347 CA $1,129 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Annapolis-Hotels-New-All-Star-Annapolis-Retreat-Walk-To-Stadium.h110587711.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/112000000/111610000/111603700/111603603/ad2ad455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111610000/111603700/111603603/616605cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111610000/111603700/111603603/w1084h721x0y3-25e36b10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111610000/111603700/111603603/fd88f282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Naptown Villa House-Walkable Downtown 5BR, parking [](https://www.expedia.ca/Annapolis-Hotels-Naptown-Villa-House-S.h111603603.Hotel-Information) Murray Hill 10/10 Exceptional (6 reviews) "The house was fantastic! Beautifully maintained, clean, ample parking, great location to downtown, and has everything you’d need for a getaway!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather U. CA $617 CA $1,326 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Annapolis-Hotels-Naptown-Villa-House-S.h111603603.Hotel-Information) ![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/100000000/99500000/99490600/99490506/a7137ad3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99500000/99490600/99490506/5d10a6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99500000/99490600/99490506/5d172585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99500000/99490600/99490506/2606780f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Annapolis Charmer <1Mile to NMC Stadium [](https://www.expedia.ca/Annapolis-Hotels-Historic-Annapolis-Charmer-1Mile-To-NMC-Stadium.h99490506.Hotel-Information) Homewood 9.8/10 Exceptional (6 reviews) "The home was beautiful and spacious. The host was wonderful and communicated with us very well. Would recommended for a large group! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathlyn F. CA $992 CA $1,925 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Annapolis-Hotels-Historic-Annapolis-Charmer-1Mile-To-NMC-Stadium.h99490506.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101200000/101190100/101190049/w1296h1091x4y3-c34e5260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101200000/101190100/101190049/52c5b2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101200000/101190100/101190049/c1bb3f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101200000/101190100/101190049/3ae18228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious historic home downtown Annapolis Main St. Book for Commissioning Week! [](https://www.expedia.ca/Annapolis-Hotels-Grand.h101190049.Hotel-Information) Historic District 9.4/10 Exceptional (20 reviews) "Great place, excellent location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph C. CA $994 CA $1,765 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Annapolis-Hotels-Grand.h101190049.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/3f3bd4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/bf60932b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/42bbbfcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/457a4a48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to Beach! King Bed & Free Beach Passes [](https://www.expedia.ca/North-Beach-Hotels-Plant-Filled-Oasis-Near-Beach-Town-With-Passes-Tips.h69541327.Hotel-Information) North Beach 10/10 Exceptional (17 reviews) "We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer B. CA $113 CA $453 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/North-Beach-Hotels-Plant-Filled-Oasis-Near-Beach-Town-With-Passes-Tips.h69541327.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/85000000/84070000/84063900/84063895/a71c8e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/85000000/84070000/84063900/84063895/e9f923a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/85000000/84070000/84063900/84063895/w1024h678x0y5-f3e384c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/85000000/84070000/84063900/84063895/c53ddff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Coastal/Country Home w/3 Acres & Sauna! [](https://www.expedia.ca/Stevensville-Hotels-Charming-CoastalCountry-Home-W3-Acres-Sauna.h84063895.Hotel-Information) Stevensville 9.6/10 Exceptional (32 reviews) "Very nice house! We had 3 people in our party and didn't want to rent 2 hotel rooms, this is a great way to save money and enjoy time together. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela CA $119 CA $376 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Stevensville-Hotels-Charming-CoastalCountry-Home-W3-Acres-Sauna.h84063895.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=2026-01-30&endDate=2026-01-31®ionId=6034082&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America®ionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America®ionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America®ionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=APART_HOTEL) Condos [](https://www.expedia.ca/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America®ionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CONDO) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America®ionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=HOUSE_BOAT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America®ionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America®ionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=VILLA) Residences [](https://www.expedia.ca/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America®ionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=RESIDENCE) ![](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%2FAnnapolis-Private-Vacation-Homes.d6034082-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnnapolis-Private-Vacation-Homes.d6034082-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Annapolis 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) ![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) ![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) ![Candlewood Suites Annapolis by IHG](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/f27fb62d_y.jpg) ### Candlewood Suites Annapolis by IHG 10/10 Excellent "Clean and quiet" [](https://expedia.ca/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information) ![SpringHill Suites by Marriott Annapolis](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/80b99d82_y.jpg) ### SpringHill Suites by Marriott Annapolis 10/10 Excellent "We use this property for business travel .Good clean property, nice location. Good breakfast and coffee. Reasonably priced (except parking fee)" [](https://expedia.ca/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.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 "Very nice and neat hotel in good location. Staff are wonderful" [](https://expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) ![TownePlace Suites by Marriott Annapolis](https://images.trvl-media.com/lodging/1000000/300000/297100/297099/589ffa9d_y.jpg) ### TownePlace Suites by Marriott Annapolis 10/10 Excellent "Yes" [](https://expedia.ca/Edgewater-Hotels-Admiral-Suites.h297099.Hotel-Information) ![Hampton Inn & Suites Annapolis](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/23865424_y.jpg) ### Hampton Inn & Suites Annapolis 10/10 Excellent "Everything was great about my stay. From checking in to checking out! The front desk staff as well as housekeeping were extremely helpful and kind! I look forward to my next visit!" [](https://expedia.ca/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.Hotel-Information) ![Annapolis Waterfront Hotel, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/2011e31d_y.jpg) ### Annapolis Waterfront Hotel, Autograph Collection 10/10 Excellent "Very welcoming and room very clean." [](https://expedia.ca/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information) ## Find out more about Annapolis ## Annapolis Vacation Homes information | Number of reviews | 215 | | ----------------- | ------------------ | | Accommodation | 294 Vacation Homes | | Lowest Price | CA $433 | | Highest Price | CA $1,925 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [B&B in Anne Arundel County ](https://www.expedia.ca/Anne-Arundel-County-Bed-And-Breakfast.d553248635083910990-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Motels in Anne Arundel County ](https://www.expedia.ca/Anne-Arundel-County-Motels.d553248635083910990-aaMotels.Travel-Guide-Accommodation) - [Cheap Hotels in Anne Arundel County ](https://www.expedia.ca/Destinations-In-Anne-Arundel-County-Cheap-Hotels.0-0-d553248635083910990-tCheapHotels.Hotel-Filter-Destinations) - [Pet-Friendly Hotels in Anne Arundel County ](https://www.expedia.ca/Destinations-In-Anne-Arundel-County-Pet-Friendly-Hotel.0-0-d553248635083910990-tPetfriendlyHotel.Hotel-Filter-Destinations) - 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