Title: Holiday Rentals Annapolis from £581: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

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## Check prices for these dates

In two weeks

[13 Feb - 15 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6034082&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[27 Mar - 29 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6034082&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[24 Apr - 26 Apr](https://www.expedia.co.uk/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 four months

[22 May - 24 May](https://www.expedia.co.uk/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)

## Our top choices for Annapolis holiday 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)

![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)

![Marina](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/8c6112e0.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.co.uk/Annapolis-Hotels-Waterfront-Oasis-Sleep-4-Close-To-Downtown.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

£293

includes taxes & fees

4 Feb - 5 Feb

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

![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/8156a7b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

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

[](https://www.expedia.co.uk/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.

£372

includes taxes & fees

4 Feb - 5 Feb

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

![Smart TV, fireplace, table football, ping pong](https://images.trvl-media.com/lodging/76000000/75720000/75710800/75710733/084c9639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/76000000/75720000/75710800/75710733/0431981f.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)

![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.co.uk/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.

£329

includes taxes & fees

4 Feb - 5 Feb

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

![Marina](https://images.trvl-media.com/lodging/102000000/101090000/101083600/101083507/0cad4612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101090000/101083600/101083507/f79dd58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101090000/101083600/101083507/f2ba56b9.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.co.uk/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

£350

includes taxes & fees

4 Feb - 5 Feb

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117370000/117360200/117360157/8d73bbbc.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)

![Pool](https://images.trvl-media.com/lodging/118000000/117370000/117360200/117360157/45c5363e.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)

### Luxury Pool Loft sleeps 4

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

Cape Saint Claire

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.

£277

includes taxes & fees

4 Feb - 5 Feb

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

![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/c2958ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

![Marina](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/8a80c02f.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.co.uk/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.

£353

includes taxes & fees

3 Feb - 4 Feb

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

Cape Saint Claire

9.8/10

Exceptional

(11 reviews)

"Very nice home, location, close to our family and activities. Enjoyed our stay and would recommend to other renters looking for spaciousness and holiness that a hotel cannot provide! "

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

Lisa S.

£409

includes taxes & fees

3 Feb - 4 Feb

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

![Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549100/105549011/91738a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/106000000/105550000/105549100/105549011/f0fc07ee.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.co.uk/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.

£254

includes taxes & fees

2 Mar - 3 Mar

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102770000/102761900/102761818/f435d690.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)

![TV](https://images.trvl-media.com/lodging/103000000/102770000/102761900/102761818/492a6deb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/103000000/102770000/102761900/102761818/ece96a3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Annapolis Boat Life - Overnight Stays

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

ANNAPOLIS

10/10

Exceptional

(1 review)

"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.

£209

includes taxes & fees

1 Mar - 2 Mar

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

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

![Interior](https://images.trvl-media.com/lodging/103000000/102760000/102759300/102759203/e1e4be63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/103000000/102760000/102759300/102759203/90160beb.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)

### Sailboat Experience in Annapolis

[](https://www.expedia.co.uk/Annapolis-Hotels-Sailboat-Experience-In-Annapolis.h102759203.Hotel-Information)

Parole

10/10

Exceptional

(1 review)

£175

includes taxes & fees

1 Mar - 2 Mar

[](https://www.expedia.co.uk/Annapolis-Hotels-Sailboat-Experience-In-Annapolis.h102759203.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100210000/100202700/100202663/f3add354.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100210000/100202700/100202663/ab2cfa42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100210000/100202700/100202663/7efcfe99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100210000/100202700/100202663/98bec3d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cute bungalow blocks to Stadium

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

Admiral Heights

9.8/10

Exceptional

(8 reviews)

"We loved the layout, location, and porch- quality time with family with plenty to do and close USNA. We will stay here again!"

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

Tammy L.

£385

includes taxes & fees

12 Feb - 13 Feb

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

![Interior](https://images.trvl-media.com/lodging/118000000/117590000/117588800/117588789/w1359h906x3y0-7a94439d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117590000/117588800/117588789/w1359h908x3y0-283a58db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Row Home | Hot Tub - 1 Block from Gate 1!

[](https://www.expedia.co.uk/Annapolis-Hotels-Historic-Row-Home-Hot-Tub-1-Block-From-Gate-1.h117588789.Hotel-Information)

Historic District

10/10

Exceptional

(5 reviews)

"Perfect location. Very clean. Had everything we needed and front porch swing was a nice bonus. Would stay here every visit! "

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

Tracie B.

£507

includes taxes & fees

4 Feb - 5 Feb

[](https://www.expedia.co.uk/Annapolis-Hotels-Historic-Row-Home-Hot-Tub-1-Block-From-Gate-1.h117588789.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/101000000/100560000/100556100/100556061/83e5c5cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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/101000000/100560000/100556100/100556061/1cd38316.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)

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

[](https://www.expedia.co.uk/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.

£537

includes taxes & fees

3 Feb - 4 Feb

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

![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)

![Exterior](https://images.trvl-media.com/lodging/116000000/115690000/115688500/115688471/4e36741f.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)

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

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

Homewood

10/10

Exceptional

(2 reviews)

"This house was a TEN! We booked it for family and friends to stay with us for a military retirement over homecoming weekend. The location was great. Perfect for walking to and from the stadium with kids. Easy few minutes drive or Uber to the Academy. The house was well equipped and perfect for a big group. The yard was amazing! Wish we’d planned on a family flag football game! Plenty of space in the kitchen and living room. Management was super responsive when we needed something or had a...

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

Catherine S.

£627

includes taxes & fees

4 Feb - 5 Feb

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

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

![Marina](https://images.trvl-media.com/lodging/123000000/122910000/122907800/122907757/80aa8b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Winter Escape near Downtown, Firepit + Bar, Sleeps 12, Pets Welcome, Parking

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

Cape Saint Claire

9.0/10

Wonderful

(4 reviews)

"Dominick was a great communicator, he was very responsive and ensured we were comfortable during this stay. Highly recommend anyone to book this property!"

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

Marissa F.

£399

includes taxes & fees

4 Feb - 5 Feb

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

![Interior](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/w951h680x36y3-968871c2.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)

![Exterior detail](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/w950h680x38y3-96439ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Secluded Cozy Cottage in Historic Downtown

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

Historic District

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.

£387

includes taxes & fees

2 Feb - 3 Feb

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

![Games 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)

![Dining](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/41573385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/57cd3b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Eastport

£320

includes taxes & fees

4 Feb - 5 Feb

[](https://www.expedia.co.uk/Annapolis-Hotels-2BR.h119717086.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)

![Exterior detail](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/7e2b4765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/43000000/42020000/42019100/42019059/c9b926ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Historic District

10/10

Exceptional

(74 reviews)

"Great location!"

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

Burton S.

£275

includes taxes & fees

25 Feb - 26 Feb

[](https://www.expedia.co.uk/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)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/a1d0efa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Annapolis Gem: Stylish and Cozy

[](https://www.expedia.co.uk/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.

£345

includes taxes & fees

4 Feb - 5 Feb

[](https://www.expedia.co.uk/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)

![Dining](https://images.trvl-media.com/lodging/121000000/120730000/120721900/120721848/w1110h1484x0y0-f9fcc3de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120730000/120721900/120721848/w1508h2011x4y5-2d9fdc9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120730000/120721900/120721848/34b7bf9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.co.uk/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.

£376

includes taxes & fees

4 Feb - 5 Feb

[](https://www.expedia.co.uk/Annapolis-Hotels-Fabulous-5-Bedroom-House-With-AC-In-Charming-Annapolis.h120721848.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.co.uk/Hotel-Search?startDate=2026-02-13&endDate=2026-02-14&regionId=6034082&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find holiday rentals that suit your style

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-04-30&d1=2026-04-30&endDate=2026-05-03&d2=2026-05-03&lodging=VACATION_HOME)

Aparthotels

[](https://www.expedia.co.uk/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-04-30&d1=2026-04-30&endDate=2026-05-03&d2=2026-05-03&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-04-30&d1=2026-04-30&endDate=2026-05-03&d2=2026-05-03&lodging=APARTMENT)

Condos

[](https://www.expedia.co.uk/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-04-30&d1=2026-04-30&endDate=2026-05-03&d2=2026-05-03&lodging=CONDO)

Houseboats

[](https://www.expedia.co.uk/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-04-30&d1=2026-04-30&endDate=2026-05-03&d2=2026-05-03&lodging=HOUSE_BOAT)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-04-30&d1=2026-04-30&endDate=2026-05-03&d2=2026-05-03&lodging=COTTAGE)

Villas

[](https://www.expedia.co.uk/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-04-30&d1=2026-04-30&endDate=2026-05-03&d2=2026-05-03&lodging=VILLA)

Residences

[](https://www.expedia.co.uk/Hotel-Search?destination=Annapolis%2C+Maryland%2C+United+States+of+America&regionId=6034082&latLong=38.9786%2C-76.492355&adults=2&startDate=2026-04-30&d1=2026-04-30&endDate=2026-05-03&d2=2026-05-03&lodging=RESIDENCE)

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## Top Annapolis Hotel Reviews

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

### Graduate by Hilton Annapolis

10/10 Excellent

"Staff are wonderful and room was perfect. I feel relaxed the moment I walk into the Hotel lobby. "

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

"An amazing cozy place to stay during this snow storm!"

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

"We had a wonderful stay at this here. The staff were incredibly accommodating, the room was clean and well-maintained, and the location was perfect. We would stay again"

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

"Staff was very friendly. Made check in quick and enjoyable "

[](https://expedia.co.uk/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.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

"Great front desk people. Great room"

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

![SpringHill Suites by Marriott Annapolis](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/80b99d82_y.jpg)

### SpringHill Suites by Marriott Annapolis

10/10 Excellent

"Greer service "

[](https://expedia.co.uk/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information)

![Residence Inn By Marriott Annapolis](https://images.trvl-media.com/lodging/101000000/100980000/100975900/100975885/8609294b_y.jpg)

### Residence Inn By Marriott Annapolis

10/10 Excellent

"The staff was kind and attentive. Great location and super clean!"

[](https://expedia.co.uk/Annapolis-Hotels-Residence-Inn-By-Marriott-Annapolis.h100975885.Hotel-Information)

![Hampton Inn & Suites Annapolis](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/23865424_y.jpg)

### Hampton Inn & Suites Annapolis

10/10 Excellent

"Food was fresh, great verity. Staff was amazing, very nice , great customer service and amazing personalities!!! "

[](https://expedia.co.uk/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.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

"Yes great!!!!"

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

## Find out more about Annapolis

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

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Annapolis holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Annapolis holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Annapolis holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Annapolis holiday rentals we have selected for you start as low as £581 per night. Entering your travel dates in the search wizard you might find even better deals!

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

At Expedia, we put the best Annapolis holiday 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 holiday.

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.co.uk
- All accommodation types in Annapolis

### Trending destinations on Expedia.co.uk

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- [South Wales Holiday Rentals ](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals)
- [North Wales Holiday Rentals ](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals)
- [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals)
- [York Holiday Rentals ](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals)
- [Blackpool Holiday Rentals ](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals)
- [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations)
- [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals)
- [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals)
- [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals)
- [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals)
- [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations)
- [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations)
- [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations)
- [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations)
- [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations)

- [Holiday Homes in Annapolis ](https://expedia.co.uk/Annapolis-Private-Holiday-Homes.d6034082-aaPrivateHolidayHomes.Travel-Guide-Accommodation)
- [Motels in Annapolis ](https://expedia.co.uk/Annapolis-Motels.d6034082-aaMotels.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there holiday rentals in Annapolis?

### What are some of the best holiday rentals that Annapolis has to offer?

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

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

### What are holiday rentals like in Annapolis?

### Expedia's Latest Trends

Hotels

- [Hotels in Westminster](https://expedia.co.uk/Westminster-Hotels.d7781.Travel-Guide-Hotels)
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- [Hotels in Aberdeen](https://expedia.co.uk/Aberdeen-Hotels.d6044.Travel-Guide-Hotels)
- [Hotels in Gaithersburg](https://expedia.co.uk/Gaithersburg-Hotels.d7427.Travel-Guide-Hotels)
- [Hotels in Frederick](https://expedia.co.uk/Frederick-Hotels.d6057476.Travel-Guide-Hotels)
- [Hotels in Ocean City](https://expedia.co.uk/Ocean-City-Hotels.d9151.Travel-Guide-Hotels)
- [Spa Hotels in North East](https://expedia.co.uk/North-East-Hotels-Spa-Hotels.0-0-d139151-tSpaHotels.Travel-Guide-Filter-Hotels)
- [Hotels with Hot Tubs in North East](https://expedia.co.uk/North-East-Hotels-Hotels-With-Hot-Tubs.0-0-d139151-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
- [Hotels in Cambridge](https://expedia.co.uk/Cambridge-Hotels.d6608.Travel-Guide-Hotels)
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Flights

- [Flights to California](https://expedia.co.uk/Cheap-Flights-To-California.d85533.Travel-Guide-Flights)
- [Flights to Ocean City](https://expedia.co.uk/Cheap-Flights-To-Ocean-City.d9151.Travel-Guide-Flights)
- [Flights to Potomac](https://expedia.co.uk/Cheap-Flights-To-Potomac.d55911.Travel-Guide-Flights)
- [Flights to Silver Spring](https://expedia.co.uk/Cheap-Flights-To-Silver-Spring.d6891.Travel-Guide-Flights)
- [Flights to Bowie](https://expedia.co.uk/Cheap-Flights-To-Bowie.d6278.Travel-Guide-Flights)
- [Flights to North East](https://expedia.co.uk/Cheap-Flights-To-North-East.d139151.Travel-Guide-Flights)
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- [Flights to Scotland](https://expedia.co.uk/Cheap-Flights-To-Scotland.d68298.Travel-Guide-Flights)
- [Flights to Hollywood](https://expedia.co.uk/Cheap-Flights-To-Hollywood.d6060257.Travel-Guide-Flights)
- [Flights to Frederick](https://expedia.co.uk/Cheap-Flights-To-Frederick.d6057476.Travel-Guide-Flights)
- [Flights from Barclay](https://expedia.co.uk/lp/flights/553248634998993874/flights-from-barclay)
- [Flights to Germantown](https://expedia.co.uk/Cheap-Flights-To-Germantown.d7364.Travel-Guide-Flights)

Cars

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Activities

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- [Things to do in Snow Hill](https://expedia.co.uk/Things-To-Do-In-Snow-Hill.d7604.Travel-Guide-Activities)

Packages

- [Ocean City Holidays](https://expedia.co.uk/Ocean-City.d9151.Holidays-City-Breaks)

General

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- [Visit Cumberland](https://expedia.co.uk/Cumberland.dx6057474)
- [Visit Chesapeake City](https://expedia.co.uk/Chesapeake-City.dx177517)
- [Visit Ocean City](https://expedia.co.uk/Ocean-City.dx9151)

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