Annapolis Vacation Rentals

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Annapolis Travel Guide

Maryland’s charming state capital is a calling your name for your next vacation.

Things to Do in Annapolis

The city sits along the water of the Chesapeake Bay in Eastern Maryland. Wander through the red brick sidewalks of Downtown Annapolis, where you’ll find restaurants offering the catch of the day, charming shops, and hip cafes. Annapolis is the home of the United States Naval Academy, and tours of the grounds and buildings are always a popular activity. Stroll through the beautiful grounds or take a self-guided tour through the Naval History Museum.

Check out the Banneker-Douglass Museum, which tells the stories of Benjamin Banneker and Frederick Douglass, two black men and leaders who fought against slavery. The museum is free, full of history, and housed in the historic Mount Moriah African Methodist Episcopal Church. Other top sites in the city include Ego Alley, where you can stroll along the water’s edge on Dock Street, William Paca House and Garden, and the Maryland State House.

Part of Annapolis’s charm is the local culture. People in this town tend to be polite, friendly, and very relaxed.

Best Time to Visit Annapolis

The best time to visit Annapolis is in the spring. Boats and rowers line the waterways and the flowers are in full bloom, making the small city even more beautiful.

Price and Availability in Annapolis

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The cheapest day to stay at a vacation rental in Annapolis tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in Annapolis tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Annapolis is in May, while the cheapest month is in December. The most popular time to book a vacation rental in Annapolis is in the high season in September. Annapolis has its low season in January, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Annapolis

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96° 57°
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94° 44°
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65° 26°
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68° 12°
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68° 16°
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80° 24°
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85° 37°
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94° 51°
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98° 58°
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101° 70°
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96° 66°
2
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This climate histogram shows you the weather patterns in Annapolis. The warmest months in Annapolis are June and July, when temperatures reach 101 ˚F. The coolest month is December, when temperatures drop to 12 ˚F. The wettest month in Annapolis is August with 5.97 inches of rain, while the driest month is April with 0.25 inches of rain.

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Vacation Rentals in Annapolis

Browse rentals from all your favorite providers including Airbnb, Priceline, Agoda and others at AllTheRooms.com. We have 1,376 vacation rentals, hotels and other accommodation types in Annapolis ranging from inexpensive options to extravagant places to stay. A vacation in Annapolis can be affordable - our lowest price vacation rental is available at $24 per night. The average price of a rental is around $360 per night.

If you need to stay connected during your vacation, then you can choose from over 669 accommodations in Annapolis that have WiFi. 97 places to stay include a breakfast. You can keep up with your workout regime by staying at one of 47 accommodations that provide gym facilities. If you're planning on getting to Annapolis by car, be sure to choose from 636 accommodations that provide parking. 59 accommodations come with a pool or jacuzzi

If you're traveling with a furry friend, then be sure to select one of the 142 pet-friendly accommodations available.

We compare vacation rentals, hotels and other unique accommodation types from many providers in Annapolis, including 685 places to stay from Airbnb, 11 accommodations from Priceline and 7 places to stay from Agoda

838 of our accommodations in Annapolis have been reviewed and rated. 62% are rated great. 483 places to stay in are instantly bookable.

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