Title: Annapolis Vacation Rentals from $391: Search Short-Term Rentals | Expedia.com

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![](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)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/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 two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=6034082&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=6034082&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=6034082&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Annapolis vacation rentals

![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)

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/95f44d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Oasis of Annapolis Star

[](https://www.expedia.com/Annapolis-Hotels-Comfy-Oasis.h68986275.Hotel-Information)

Annapolis

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

$363 nightly

$414 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Comfy-Oasis.h68986275.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)

![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)

![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.com/Annapolis-Hotels-2BR.h119717086.Hotel-Information)

Eastport

$332 nightly

$378 total

Feb 24 - Feb 25

Total with taxes and fees

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

![Outdoor dining](https://images.trvl-media.com/lodging/38000000/37270000/37267300/37267284/f3a9f086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/38000000/37270000/37267300/37267284/2bbfacf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/38000000/37270000/37267300/37267284/9b48136f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37270000/37267300/37267284/268aad1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Annapolis WaterVIEW Home

[](https://www.expedia.com/Annapolis-Hotels-Charming-Annapolis-WaterVIEW-Home.h37267284.Hotel-Information)

Arundel on the Bay

9.8/10

Exceptional

(62 reviews)

"Easy check in, always clean and we had a power outage and Andrea ho back to us immediately! Great kitchen and living area!"

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

Regina L.

$626 nightly

$714 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Charming-Annapolis-WaterVIEW-Home.h37267284.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)

![Interior](https://images.trvl-media.com/lodging/101000000/100560000/100556100/100556061/f220c1f0.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)

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

[](https://www.expedia.com/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.

$680 nightly

$775 total

Mar 2 - Mar 3

Total with taxes and fees

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

![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99500000/99490600/99490506/4a8af38f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Annapolis Charmer <1Mile to NMC Stadium

[](https://www.expedia.com/Annapolis-Hotels-Historic-Annapolis-Charmer-1Mile-To-NMC-Stadium.h99490506.Hotel-Information)

Homewood

9.8/10

Exceptional

(6 reviews)

"We had 11 people in our group and this house was the perfect size for gathering and sleeping comfortably. Great accommodations, easy to get downtown and around. Definitely recommend"

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

Priscilla M.

$1,134 nightly

$1,292 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Historic-Annapolis-Charmer-1Mile-To-NMC-Stadium.h99490506.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122910000/122907800/122907757/87611f64.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)

![Beach](https://images.trvl-media.com/lodging/123000000/122910000/122907800/122907757/72a7d40a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Huge 4BR Home Sleeps 12, Firepit + Basement Bar, Downtown 10 Min, Parking

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

Cape Saint Claire

9.2/10

Wonderful

(5 reviews)

$476 nightly

$543 total

Feb 25 - Feb 26

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Spacious-Modern-Annapolis-Retreat.h122907757.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/102000000/101090000/101083600/101083507/3334515c.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)

### Bay Ridge unit by Downtown Annapolis and Quiet Waters Park 

[](https://www.expedia.com/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

$425 nightly

$485 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Bay-Ridge-Unit-By-Downtown-Annapolis-And-Quiet-Waters-Park.h101083507.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)

![Dining](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/5c5b72be.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)

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

[](https://www.expedia.com/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.

$457 nightly

$521 total

Mar 2 - Mar 3

Total with taxes and fees

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

### Annapolis Gem: Stylish and Cozy

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

Eastport

10/10

Exceptional

(3 reviews)

"Great spot"

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

Brian F.

$426 nightly

$485 total

Feb 24 - Feb 25

Total with taxes and fees

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

![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/w1508h2011x4y5-2d9fdc9f.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)

### Fabulous 5-bedroom house with AC in charming Annapolis

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

Annapolis

10/10

Exceptional

(2 reviews)

"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.

$460 nightly

$524 total

Mar 2 - Mar 3

Total with taxes and fees

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

![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)

![6 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/102000000/101200000/101190100/101190049/7087bd89.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.com/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.

$1,225 nightly

$1,397 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Grand.h101190049.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/88000000/87580000/87576400/87576375/e0fc6398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/88000000/87580000/87576400/87576375/14bc0838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87580000/87576400/87576375/658833c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87580000/87576400/87576375/dee76b7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids

[](https://www.expedia.com/Annapolis-Hotels-Gorgeous-Carriage-House-Close-To-USNA.h87576375.Hotel-Information)

Admiral Heights

10/10

Exceptional

(48 reviews)

"Convenient location, very clean, beautiful yard for a pet friendly visit. We had a great time! Would go back again. "

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

Jackie C.

$407 nightly

$463 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Gorgeous-Carriage-House-Close-To-USNA.h87576375.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)

![Exterior detail](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/afea8523.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)

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

### Secluded Cozy Cottage in Historic Downtown

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

Historic District

9.6/10

Exceptional

(16 reviews)

"This cottage is a hidden gem. Beautiful decor, perfect for our family of 4 & right in the center of all the main attractions. Jennifer was an amazing host!"

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

Linda Q.

$517 nightly

$589 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Dining](https://images.trvl-media.com/lodging/119000000/118900000/118891600/118891568/c5b533c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118900000/118891600/118891568/4d32484b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/119000000/118900000/118891600/118891568/7d0396b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118900000/118891600/118891568/46ad9c59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Row Home in Downtown Annapolis

[](https://www.expedia.com/Annapolis-Hotels-Historic-Row-Home-In-Downtown-Annapolis.h118891568.Hotel-Information)

Historic District

$630 nightly

$718 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Historic-Row-Home-In-Downtown-Annapolis.h118891568.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)

![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)

![Exterior](https://images.trvl-media.com/lodging/76000000/75720000/75710800/75710733/8f3dc26a.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.com/Annapolis-Hotels-Charming-Historic-Home-15-Miles-To-USNA-And-1-Mile-To-Marine-Corps-Stadium.h75710733.Hotel-Information)

Homewood

9.8/10

Exceptional

(9 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.

$406 nightly

$463 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/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/102000000/101900000/101897400/101897342/dc0187f5.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)

![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)

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

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

Cape Saint Claire

9.8/10

Exceptional

(11 reviews)

"The house had everything we needed for a comfortable stay. We would definitely recommend this place."

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

Kelly D.

$495 nightly

$564 total

Feb 24 - Feb 25

Total with taxes and fees

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

![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)

![Exterior detail](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/9df6bc62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/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.

$456 nightly

$520 total

Mar 1 - Mar 2

Total with taxes and fees

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

### All Star Annapolis Retreat - Walk to Stadium

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

Admiral Heights

10/10

Exceptional

(8 reviews)

"Beautiful house & our hosts were very responsive to our questions. We had a wonderful experience!"

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

JP Y.

$713 nightly

$813 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/119000000/118830000/118824200/118824130/964bce68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118830000/118824200/118824130/4940f0a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![Exterior](https://images.trvl-media.com/lodging/119000000/118830000/118824200/118824130/70b0ea71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Upscale Condo in Annapolis w/Private Parking

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

Historic District

10/10

Exceptional

(2 reviews)

"Great condo! Very clean and convenient to everything in Annapolis. We will definitely be back."

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

Scott P.

$533 nightly

$608 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Exterior detail](https://images.trvl-media.com/lodging/106000000/105550000/105549100/105549011/bc27c0ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549100/105549011/91738a72.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)

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

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

Annapolis

9.2/10

Wonderful

(16 reviews)

"Nice little spot, very quiet "

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

Susan S.

$313 nightly

$357 total

Mar 9 - Mar 10

Total with taxes and fees

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

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-09&endDate=2026-03-10&regionId=6034082&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_6034082)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=CONDO)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=HOUSE_BOAT)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=APART_HOTEL)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=COTTAGE)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=VILLA)

Residences

[](https://www.expedia.com/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-05-24&d1=2026-05-24&endDate=2026-05-27&d2=2026-05-27&lodging=RESIDENCE)

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## 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

"Nice large room, clean, and temperature controls worked as expected. Front deck personnel were pleasant. Breakfast was good, with a variety of options."

[](https://expedia.com/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information)

![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg)

### Historic Inns of Annapolis

10/10 Excellent

"Perfect location. Clean room, nice amount of space, and friendly staff. "

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

![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

"This Hotel is wonderful. Everything it clean. The Staff is amazing. The room is beautiful. "

[](https://expedia.com/Edgewater-Hotels-Admiral-Suites.h297099.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

"Great room, great hotel, very friendly and accommodating staff!"

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

![The Westin Annapolis](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff_y.jpg)

### The Westin Annapolis

10/10 Excellent

"Staff was awesome, shout out to Elena for all the help ."

[](https://expedia.com/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information)

![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 very nice and the staff. No complaints. We told the front desk staff at check out that the heat did not come on and she apologized and offered us breakfast but we didn’t take it. Still it was really great there. I will go there again. Also everything was convenient. Walking distance for the mall and restaurants."

[](https://expedia.com/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.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

"The room was clean and comfortable. The stove was easy to use but there were 2 burners. Great room and stay "

[](https://expedia.com/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information)

![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg)

### Graduate by Hilton Annapolis

10/10 Excellent

"Nice room, enjoyed the hotel bar and restaurant and staff were friendly and helpful"

[](https://expedia.com/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.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

"Staff were very pleasant. Breakfast was delicious and rooms were very clean. Would stay again"

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

## Find out more about Annapolis

**Everything you need to know about Annapolis vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Annapolis vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Annapolis vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Annapolis vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Annapolis. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Annapolis in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $391 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Annapolis rentals**

At Expedia, we put the best Annapolis vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Annapolis rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Annapolis vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Annapolis. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Annapolis

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- [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals)
- [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals)
- [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals)
- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

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

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

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

### What are vacation rentals like in Annapolis?

### Expedia's Latest Trends

Hotels

- [Hotels in Waldorf](https://expedia.com/Waldorf-Hotels.d6057464.Travel-Guide-Hotels)
- [Pet-friendly Hotels in Ocean City](https://expedia.com/Ocean-City-Hotels-Pet-Friendly-Hotel.0-0-d9151-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Hotels in Hagerstown](https://expedia.com/Hagerstown-Hotels.d6057475.Travel-Guide-Hotels)
- [Hotels in Berlin](https://expedia.com/Berlin-Hotels.d79155.Travel-Guide-Hotels)
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- [Hotels in Easton](https://expedia.com/Easton-Hotels.d7120.Travel-Guide-Hotels)
- [Hotels in Ocean City](https://expedia.com/Ocean-City-Hotels.d9151.Travel-Guide-Hotels)
- [Oceanfront Hotels in Ocean City](https://expedia.com/Ocean-City-Hotels-Oceanfront-Hotels.0-0-d9151-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Ocean City](https://expedia.com/Ocean-City-Hotels-Cheap-Hotels.0-0-d9151-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels in Bowie](https://expedia.com/Bowie-Hotels.d6278.Travel-Guide-Hotels)
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- [Hotels in Salisbury](https://expedia.com/Salisbury-Hotels.d6057491.Travel-Guide-Hotels)
- [Hotels in Aberdeen](https://expedia.com/Aberdeen-Hotels.d6044.Travel-Guide-Hotels)
- [Hotels in St. Michaels](https://expedia.com/St-Michaels-Hotels.d5940.Travel-Guide-Hotels)
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- [Hotels in Frederick](https://expedia.com/Frederick-Hotels.d6057476.Travel-Guide-Hotels)
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- [Hotels in Gaithersburg](https://expedia.com/Gaithersburg-Hotels.d7427.Travel-Guide-Hotels)

Flights

- [Cheap Flights to Ocean City](https://expedia.com/Cheap-Flights-To-Ocean-City.d9151.Travel-Guide-Flights)

Cars

- [Car rentals in Rockville](https://expedia.com/Car-Rentals-In-Rockville.d6353.Car-Rental-Guide)
- [Car rentals in Silver Spring](https://expedia.com/Car-Rentals-In-Silver-Spring.d6891.Car-Rental-Guide)
- [Car rentals in Frederick](https://expedia.com/Car-Rentals-In-Frederick.d6057476.Car-Rental-Guide)

Activities

- [Things to do in Ocean City](https://expedia.com/Things-To-Do-In-Ocean-City.d9151.Travel-Guide-Activities)

Packages

- [Ocean City Vacation](https://expedia.com/Ocean-City.d9151.Destination-Travel-Guides)

Vacation Rentals

- [Ocean City Vacation Rentals](https://expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals)

General

- [Visit Ocean City](https://expedia.com/Ocean-City.dx9151)
- [Visit Chesapeake City](https://expedia.com/Chesapeake-City.dx177517)

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