Title: Annapolis Vacation Rentals from CA $640: Short-Term Rentals for 2025 | Expedia.ca

 

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# Annapolis Vacation Rentals

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## Check prices for these dates

Tonight

[Nov 20 - Nov 21](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2025-11-20&endDate=2025-11-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 21 - Nov 22](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2025-11-21&endDate=2025-11-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Annapolis

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/f520f52a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/0e2deec0.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)

### Waterfront Oasis of Annapolis Star

Annapolis

10/10

Exceptional

(81)

"Owners were great hosts. Loved this property!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas

CA $291

CA $581 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Annapolis-Hotels-Waterfront-Oasis-Sleep-4-Close-To-Downtown.h68986275.Hotel-Information)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/76000000/75720000/75710800/75710733/a6046354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75720000/75710800/75710733/2415d68d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/76000000/75720000/75710800/75710733/58cd4532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75720000/75710800/75710733/0bc52e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

Homewood

9.8/10

Exceptional

(8)

"This house was perfect for us! We love the ease of getting into town without having to drive and park in a parking garage. I would 10/10 recommend this house!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elaina H.

CA $310

CA $725 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Annapolis-Hotels-Charming-Historic-Home-15-Miles-To-USNA-And-1-Mile-To-Marine-Corps-Stadium.h75710733.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/93cefa30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/990d9aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/0a7737a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/639ad145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Arundel on the Bay

9.8/10

Exceptional

(11)

"Very clean - well equipped - perfect for our relaxing weekend."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chris J.

CA $291

CA $680 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Annapolis-Hotels-Charming-Cottage-With-Hot-Tub-1-Block-From-The-Bay.h91033683.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/cc3df3d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/f9a89b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/733d81ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/7bad8500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Pet-Friendly Stay - Near Bay & Beaches.

Annapolis

10/10

Exceptional

(6)

"The property provided the space I needed for my family. It is located in a cute neighborhood. The property was clean and the owner was very responsive to any questions that I had. I really enjoyed staying here."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristina

CA $313

CA $775 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Annapolis-Hotels-Cozy-Retreat-Near-The-Bay.h113272210.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)

![TV, books, offices](https://images.trvl-media.com/lodging/102000000/101900000/101897400/101897342/b40196ef.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)

![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)

### Neptune by the Water - Pet Friendly Fenced Yard

Cape Saint Claire

9.8/10

Exceptional

(11)

"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 $277

CA $787 total

includes taxes & fees

Nov 21 - Nov 22

[](https://www.expedia.ca/Annapolis-Hotels-Neptune-By-The-Water.h101897342.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/119000000/118830000/118824200/118824130/a768e65e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/119000000/118830000/118824200/118824130/3ab90a95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, 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)

![Dining](https://images.trvl-media.com/lodging/119000000/118830000/118824200/118824130/f86ddc27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Upscale Condo in Annapolis

Historic District

10/10

Exceptional

(1)

"The host family was incredible to work with. Patient with details. Easy location walking distance to USNA and the stadium. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer H.

CA $402

CA $847 total

includes taxes & fees

Nov 27 - Nov 28

[](https://www.expedia.ca/Annapolis-Hotels-Upscale-Condo-In-Annapolis.h118824130.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)

![Exterior detail](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/081c863e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/5acb80c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/ba6b073a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 2br home w/ parking in downtown Annapolis

Historic District

10/10

Exceptional

(72)

"Great little house easy to walk to West St, Main St & the Yard (USNA). Has parking included which is nice. Great communication we owner. Will stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sheldon E.

CA $166

CA $436 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Annapolis-Hotels-Cozy-2br-Home-W-Parking-In-Downtown-Annapolis.h42019059.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102770000/102761900/102761818/b62c13c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102770000/102761900/102761818/bcab8f43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102770000/102761900/102761818/7c9eec10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/103000000/102770000/102761900/102761818/251a9f6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Annapolis Boat Life - Overnight Stays

ANNAPOLIS

10/10

Exceptional

(1)

"Great stay, host was super amazing and we had the best time!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kirstyn I.

CA $254

CA $328 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Boat-Life-Overnight-Stays.h102761818.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/f08880e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/f8485bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/c9912697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/w2047h1365x0y0-070a1442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Annapolis Retreat - 7 mins from downtown Annapolis!

Hillsmere

10/10

Exceptional

(4)

"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 $302

CA $833 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Retreat-7-Mins-From-Downtown-Annapolis.h99470706.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/106000000/105550000/105549100/105549011/b24c0f35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/106000000/105550000/105549100/105549011/756b8e7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105550000/105549100/105549011/b705d36c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105550000/105549100/105549011/f3fa7d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wright's Cottage- Pet's Welcome & EV Charging

Annapolis

9.2/10

Wonderful

(15)

"The property was well cleaned and communication with owner was excellent. Would stay again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristen

CA $248

CA $523 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Annapolis-Hotels-Wrights-Cottage-Pets-Welcome-EV-Charging.h105549011.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)

![Property grounds](https://images.trvl-media.com/lodging/101000000/100210000/100202700/100202663/f3b2fd69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100210000/100202700/100202663/9b5aad5c.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)

### Cute bungalow blocks to Stadium

Admiral Heights

9.8/10

Exceptional

(6)

"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 $246

CA $782 total

includes taxes & fees

Nov 23 - Nov 24

[](https://www.expedia.ca/Annapolis-Hotels-Cute-Bungalow-Blocks-To-Stadium.h100202663.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100560000/100556100/100556061/5f6d4ec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100560000/100556100/100556061/a38f0f7c.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)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100560000/100556100/100556061/2edc61b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fisher House: Steps From USNA + Covered Parking!

Historic District

10/10

Exceptional

(13)

"The location is perfect!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

suzanne d.

CA $471

CA $1,053 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Annapolis-Hotels-Fisher-House-Downtown-Annapolis.h100556061.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122910000/122907800/122907757/c1bd0878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122910000/122907800/122907757/dc0dc1d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122910000/122907800/122907757/5b06b422.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)

### Spacious Modern Annapolis Retreat, Near Downtown, Firepit + Bar, Sleeps 12

Cape Saint Claire

CA $225

CA $541 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Annapolis-Hotels-Spacious-Modern-Annapolis-Retreat.h122907757.Hotel-Information)

![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/beef92f2.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)

![Property grounds](https://images.trvl-media.com/lodging/116000000/115690000/115688500/115688471/95da9fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stunning 4 BR Home - Walking Distance to Stadium

Homewood

10/10

Exceptional

(1)

"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 $351

CA $1,297 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Annapolis-Hotels-Beautiful-4BR-Walking-Distance-To-Stadium.h115688471.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120470000/120466900/120466861/23e1ea87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120470000/120466900/120466861/810e4248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/121000000/120470000/120466900/120466861/638cd283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120470000/120466900/120466861/10f3bbad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Private Suite in Eastport, Near USNA

Eastport

CA $87

CA $224 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Annapolis-Hotels-Eastport-Private-Suite-1-Mi-To-USNA-Downtown.h120466861.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)

![Interior](https://images.trvl-media.com/lodging/118000000/117590000/117588800/117588789/w1359h908x3y2-e4e5546a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/118000000/117590000/117588800/117588789/a05c57e9.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/w1359h906x3y0-2211d6c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Row Home 1 Block from Gate 1 at USNA!

Historic District

10/10

Exceptional

(5)

"Wonderful location. Easy walking to downtown restaurants, shops, city docks and USNA. Enjoyed spending time on front porch and swing.Comfortable beds and home like atmosphere.No need for a vehicle, but if you have one, parking garage is just a few blocks away. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katie S.

CA $229

CA $1,047 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Annapolis-Hotels-Historic-Row-Home-1-Block-From-Gate-1-At-USNA.h117588789.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/58000000/57360000/57359100/57359083/ccf7fb47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/58000000/57360000/57359100/57359083/bf64d3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57360000/57359100/57359083/w1170h778x0y0-0d9b0ad4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57360000/57359100/57359083/w1170h778x0y0-525d5ef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chesapeake Comfort, Annapolis.

Annapolis

9.8/10

Exceptional

(18)

"Great place centrally located to amenities and Navy stadium. We booked an overnite with family to attend a graduation dinner nearby. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Danielle M.

[](https://www.expedia.ca/Annapolis-Hotels-Chesapeake-Comfort.h57359083.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/94524d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/d290777f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/462c5778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/66dfc55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR, 1BA Boutique Brick Beauty located in historic Eastport.

Eastport

CA $281

CA $520 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/2BR.h119717086.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/103000000/102760000/102759300/102759203/e77ec20a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/103000000/102760000/102759300/102759203/1b7ace28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/103000000/102760000/102759300/102759203/9891f005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oven, stovetop, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/103000000/102760000/102759300/102759203/4500f93c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sailboat Experience in Annapolis

Parole

CA $173

CA $234 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Annapolis-Hotels-Sailboat-Experience-In-Annapolis.h102759203.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)

![TV, offices](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587711/f7736690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587711/f3460479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587711/bb58b90d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### All Star Annapolis Retreat - Walk to Stadium

Admiral Heights

10/10

Exceptional

(8)

"Beautiful and comfortable property! We enjoyed our time here and would book it again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paige R.

CA $331

CA $1,000 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Annapolis-Hotels-New-All-Star-Annapolis-Retreat-Walk-To-Stadium.h110587711.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.

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## 

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## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=APART_HOTEL)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=CONDO)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=HOUSE_BOAT)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=VILLA)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=RESIDENCE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-02-18&d1=2026-02-18&endDate=2026-02-21&d2=2026-02-21&lodging=CABIN)

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## Top Annapolis Hotel Reviews

![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

"Very helpful and friendly front desk staff, clean and well-appointed rooms. The free laundry room was a real bonus for us. Having a spacious kitchen in our room made our four-day stay during a long road trip so appreciated. "

[](https://expedia.ca/Annapolis-Hotels-Homestyle-Suites.h1160798.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

"."

[](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information)

![Hilton Garden Inn Annapolis Downtown](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5_y.jpg)

### Hilton Garden Inn Annapolis Downtown

10/10 Excellent

"I was very happy with this hotel. It is in a great walkable area. The staff were super friendly and helpful. The valet was efficiently done by app. We found ourselves commenting throughout that it was better than we expected. "

[](https://expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.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

"Amazing "

[](https://expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.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

"Pet friendly."

[](https://expedia.ca/Edgewater-Hotels-Admiral-Suites.h297099.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 staff was extremely courteous! Most especially, Teresa DuBose, the Operational Manager, that went out of her way to make our stay fantastic! "

[](https://expedia.ca/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information)

![Best Western Annapolis](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/ff227afc_y.jpg)

### Best Western Annapolis

10/10 Excellent

"The room was super clean and tidy. The check in clerk was very friendly and welcoming. We will likely stay again."

[](https://expedia.ca/Annapolis-Hotels-Best-Western-Annapolis.h2882.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

"Everything "

[](https://expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information)

![Fairfield Inn & Suites By Marriott Annapolis](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975886/ba30667e_y.jpg)

### Fairfield Inn & Suites By Marriott Annapolis

10/10 Excellent

"The room was very clean, the service was great, and the young lady at the front desk was helpful and courteous"

[](https://expedia.ca/Annapolis-Hotels-Fairfield-Inn-Suites-By-Marriott-Annapolis.h100975886.Hotel-Information)

## Find out more about Annapolis

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Annapolis. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.  
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.  

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-   [Vacation Homes in Annapolis](https://expedia.ca/Annapolis-Private-Vacation-Homes.d6034082-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Apartments in Annapolis](https://expedia.ca/Annapolis-Apartments.d6034082-aaApartments.Travel-Guide-Accommodation)
-   [Cottages in Annapolis](https://expedia.ca/Annapolis-Cottages.d6034082-aaCottages.Travel-Guide-Accommodation)
-   [Condo Rentals in Annapolis](https://expedia.ca/Annapolis-Condos.d6034082-aaCondos.Travel-Guide-Accommodation)
-   [B&B in Annapolis](https://expedia.ca/Annapolis-Bed-And-Breakfast.d6034082-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Houseboats in Annapolis](https://expedia.ca/Annapolis-Houseboats.d6034082-aaHouseboats.Travel-Guide-Accommodation)
-   [Guest Houses in Annapolis](https://expedia.ca/Annapolis-Guest-Houses.d6034082-aaGuestHouses.Travel-Guide-Accommodation)
-   [Motels in Annapolis](https://expedia.ca/Annapolis-Motels.d6034082-aaMotels.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Annapolis?

> Yes, there are vacation rentals in Annapolis near Annapolis Maritime Museum, or you can choose a secluded option if you're looking for extra privacy while you relax. Tourists who visit Annapolis speak highly of the college campus and array of shops. While you're in the area, you can also enjoy the top-notch restaurants and marina.

### What's the top vacation rental in Annapolis?

> [Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!](https://www.expedia.ca/Annapolis-Hotels-Grand.h101190049.Hotel-Information): Visitors like this Annapolis vacation home rental. It is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. Another good choice for your trip to Annapolis is [Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably](https://www.expedia.ca/Annapolis-Hotels-Turning-Point-On-The-Little-Magothy-Large-Private-Estate.h103319197.Hotel-Information).

### How many vacation rentals will I find in Annapolis?

> Expedia has 383 vacation rentals for your stay in Annapolis.

### What can I see and do in Annapolis?

> Enjoy the outdoors at Spa Creek and Maryland Quiet Waters Park, or simply take in cultural attractions like Maryland Hall for Creative Arts and Annapolis Maritime Museum. While here, Thurgood Marshall Memorial and Maryland State House are other places worth a visit.

### What are vacation rentals like in Annapolis?

> Vacation rentals are privately owned properties you can stay in for a short or long stay in Annapolis. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for families.

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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)