Title: Annapolis Vacation Rentals from CA $539: Short-Term Rentals for 2026 | Expedia.ca

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# Annapolis Vacation Rentals

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## Check prices for these dates

Tonight

[Jan 10 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2026-01-10&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Jan 11 - Jan 12](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2026-01-11&endDate=2026-01-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6034082&startDate=2026-01-23&endDate=2026-01-25&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 rentals

![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.ca/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.

CA $325

CA $743 total

includes taxes & fees

Jan 26 - Jan 27

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

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/b2a36b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/95f44d8a.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)

![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)

### Apartment in Annapolis

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

10/10

Exceptional

(81 reviews)

"Owners were great hosts. Loved this property!"

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

Thomas

CA $287

CA $574 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Annapolis-Hotels-Waterfront-Oasis-Sleep-4-Close-To-Downtown.h68986275.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/w1110h1484x0y0-f9fcc3de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120730000/120721900/120721848/5ba1271b.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)

### Vacation Home in Annapolis

[](https://www.expedia.ca/Annapolis-Hotels-Fabulous-5-Bedroom-House-With-AC-In-Charming-Annapolis.h120721848.Hotel-Information)

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 $533

CA $780 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Annapolis-Hotels-Fabulous-5-Bedroom-House-With-AC-In-Charming-Annapolis.h120721848.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/w1024h447x0y118-8b5ab4ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/w1024h640x0y22-f248bc40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/afea8523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/w951h680x36y3-968871c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Historic District

[](https://www.expedia.ca/Annapolis-Hotels-Secluded-Cozy-Cottage-In-Historic-Downtown.h92565863.Hotel-Information)

9.6/10

Exceptional

(16 reviews)

"Lovely, secluded cottage close to downtown Annapolis. Host was very accommodating and communicated lots of great info. Looking forward to coming back when we can stay longer."

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

Michael C.

CA $414

CA $761 total

includes taxes & fees

Jan 12 - Jan 13

[](https://www.expedia.ca/Annapolis-Hotels-Secluded-Cozy-Cottage-In-Historic-Downtown.h92565863.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117370000/117360200/117360157/8d73bbbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117370000/117360200/117360157/a19fc40c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/118000000/117370000/117360200/117360157/45c5363e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/118000000/117370000/117360200/117360157/491acaae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Cape Saint Claire

[](https://www.expedia.ca/Annapolis-Hotels-New-The-Pool-Loft-At-Poplar-Hill.h117360157.Hotel-Information)

10/10

Exceptional

(4 reviews)

"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."

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

Ana S.

CA $173

CA $539 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Annapolis-Hotels-New-The-Pool-Loft-At-Poplar-Hill.h117360157.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/c81ba3f6.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)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/85376bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/4ec9c7d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Annapolis

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

10/10

Exceptional

(7 reviews)

"Very clean and very convenient location for our trip. "

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

Greg S.

CA $325

CA $780 total

includes taxes & fees

Jan 11 - Jan 12

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

![Beach](https://images.trvl-media.com/lodging/123000000/122910000/122907800/122907757/72a7d40a.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)

![Dining](https://images.trvl-media.com/lodging/123000000/122910000/122907800/122907757/e0f1d2ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cape Saint Claire

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

8.8/10

Excellent

(3 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 $352

CA $739 total

includes taxes & fees

Jan 11 - Jan 12

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

![Exterior](https://images.trvl-media.com/lodging/101000000/100560000/100556100/100556061/1cd38316.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)

![Interior](https://images.trvl-media.com/lodging/101000000/100560000/100556100/100556061/f220c1f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Historic District

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

10/10

Exceptional

(13 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 $363

CA $1,015 total

includes taxes & fees

Jan 13 - Jan 14

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

![Interior](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630208/14451366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630208/f407739a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630208/36ac9b98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630208/885455e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Historic District

[](https://www.expedia.ca/Annapolis-Hotels-Dean-Streets-Lower-Deck-House.h117630208.Hotel-Information)

10/10

Exceptional

(4 reviews)

"We had a great time—the location is fantastic and our dog loved the backyard! A great base to rest and recover between adventures in Annapolis. "

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

Nathaniel R.

[](https://www.expedia.ca/Annapolis-Hotels-Dean-Streets-Lower-Deck-House.h117630208.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/bb58b90d.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)

### Vacation Home in Admiral Heights

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

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 $348

CA $1,082 total

includes taxes & fees

Jan 11 - Jan 12

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

![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115690000/115688500/115688471/3046c254.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)

![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)

### Vacation Home in Homewood

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

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 $406

CA $1,358 total

includes taxes & fees

Jan 16 - Jan 17

[](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)

![Interior](https://images.trvl-media.com/lodging/119000000/118090000/118087600/118087589/1a8667d7.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)

![Smart TV](https://images.trvl-media.com/lodging/119000000/118090000/118087600/118087589/2cc3f07b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Annapolis

[](https://www.expedia.ca/Annapolis-Hotels-Walk-To-The-Stadium-Lighthouse-On-Glenwood.h118087589.Hotel-Information)

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 $278

CA $450 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Annapolis-Hotels-Walk-To-The-Stadium-Lighthouse-On-Glenwood.h118087589.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124420000/124410600/124410574/a525be65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124420000/124410600/124410574/ced68cc0.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.ca/Annapolis-Hotels-Luxe-Row-Home-Steps-To-USNA-Gate-3.h124410574.Hotel-Information)

CA $212

CA $841 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Annapolis-Hotels-Luxe-Row-Home-Steps-To-USNA-Gate-3.h124410574.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/d00ee2e3.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)

![Exterior detail](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/9df6bc62.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)

### Vacation Home in Hillsmere

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

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 $234

CA $735 total

includes taxes & fees

Jan 11 - Jan 12

[](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Retreat-7-Mins-From-Downtown-Annapolis.h99470706.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/43000000/42020000/42019100/42019059/7e2b4765.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/43000000/42020000/42019100/42019059/4de85be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Historic District

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

10/10

Exceptional

(73 reviews)

"Great location!"

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

Burton S.

CA $169

CA $432 total

includes taxes & fees

Jan 11 - Jan 12

[](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/118000000/117640000/117630300/117630212/c38145a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/8fb2f231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/94a88eae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/2d43a6e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Eastport

[](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Gem-Stylish-And-Cozy.h117630212.Hotel-Information)

10/10

Exceptional

(3 reviews)

"Great spot"

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

Brian F.

CA $343

CA $669 total

includes taxes & fees

Jan 16 - Jan 17

[](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Gem-Stylish-And-Cozy.h117630212.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)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100210000/100202700/100202663/98bec3d6.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)

![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)

### Vacation Home in Admiral Heights

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

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 $765 total

includes taxes & fees

Jan 11 - Jan 12

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

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101900000/101897400/101897342/6b287c9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cape Saint Claire

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

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 $223

CA $798 total

includes taxes & fees

Jan 12 - Jan 13

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

![Interior](https://images.trvl-media.com/lodging/123000000/122320000/122315400/122315355/0ff6f8d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/123000000/122320000/122315400/122315355/b779842d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122320000/122315400/122315355/w1200h799x0y0-fc18d27a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122320000/122315400/122315355/7f358fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Historic District

[](https://www.expedia.ca/Annapolis-Hotels-Historic-Downtown-Luxury-USNA-Waterfront.h122315355.Hotel-Information)

10/10

Exceptional

(1 review)

CA $776

CA $1,458 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Annapolis-Hotels-Historic-Downtown-Luxury-USNA-Waterfront.h122315355.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)

![Interior](https://images.trvl-media.com/lodging/76000000/75720000/75710800/75710733/1b3af336.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)

### Vacation Home in Homewood

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

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 $269

CA $664 total

includes taxes & fees

Jan 13 - Jan 14

[](https://www.expedia.ca/Annapolis-Hotels-Charming-Historic-Home-15-Miles-To-USNA-And-1-Mile-To-Marine-Corps-Stadium.h75710733.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=2026-01-24&endDate=2026-01-25&regionId=6034082&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

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Apartments

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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=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=APART_HOTEL)

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=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=CONDO)

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=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=COTTAGE)

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=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&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=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&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=2026-04-10&d1=2026-04-10&endDate=2026-04-13&d2=2026-04-13&lodging=RESIDENCE)

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## Top Annapolis Hotel Reviews

![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)

![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

"No hot water for the entire first night. Had plans for the night but could not take shower. Not a good experience. Other than that, everything was fine."

[](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

"Easy"

[](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

"Valet parking was excellent. The men doing it were friendly and professional. The room was just the right temperature. "

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

"We were able to get there an hour early and our room was ready and the staff were great!"

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

"Everything!"

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

"Everything was clean and in working order in the room. Staff was friendly and efficient. Location was perfect. Would definitely stay here again."

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

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

### Best Western Annapolis

10/10 Excellent

"Great hospitality and breakfast was good…"

[](https://expedia.ca/Annapolis-Hotels-Best-Western-Annapolis.h2882.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)
- [Houseboats in Annapolis ](https://expedia.ca/Annapolis-Houseboats.d6034082-aaHouseboats.Travel-Guide-Accommodation)
- [B&B in Annapolis ](https://expedia.ca/Annapolis-Bed-And-Breakfast.d6034082-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motels in Annapolis ](https://expedia.ca/Annapolis-Motels.d6034082-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Annapolis ](https://expedia.ca/Annapolis-Guest-Houses.d6034082-aaGuestHouses.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Annapolis?

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

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