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Annapolis Vacation Rentals

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 Index in Annapolis

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The most expensive month to stay in a vacation rental in Annapolis is in May, while the cheapest month is in March. The most popular time to book a vacation rental in Annapolis is in the high season in October. Annapolis has its low season in December, when less people are visiting and the vacation home occupancy rate drops.
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 weather in Annapolis

83º 19º
5.7
78º 31º
2.42
86º 37º
3.28
90º 50º
7.45
95º 59º
3.37
96º 65º
8.8
94º 61º
7.64
95º 62º
4.93
61º
1.36
78º 27º
7.33
63º 28º
5.35
61º
1.36
Feb
Mar
Apr
May
Jun
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Aug
Sep
Oct
Nov
Dec
Jan
Rainy days

This climate histogram shows you the weather patterns in Annapolis. The warmest months in Annapolis are June and July, when temperatures reach 96 ˚F. The coolest month is January, when temperatures drop to 6 ˚F. The wettest month in Annapolis is July with 8.8 inches of rain, while the driest month is January with 1.36 inches of rain.

Vacation Rentals in Annapolis

Choose the perfect accommodation for your trip at AllTheRooms.com. We aggregate Airbnb, VRBO, Homeaway and more. Annapolis has 1,096 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, luxury travelers and everything in between. For those traveling on a budget, the cheapest place to stay in Annapolis is available at $10 per night. A typical accommodation in Annapolis costs on average $376 per night.

If you want to stay connected during your trip, then you can choose from over 688 accommodations in Annapolis that have WiFi. 93 places to stay include a breakfast. You can keep up with your workout regime by staying at one of 50 accommodations that provide gym facilities. Driving to Annapolis? Then choose one of the 639 places to stay that comes with a parking spot included. 47 hotels and vacation rentals have a pool or jacuzzi.

Those traveling with a dog, cat or some other animal can stay in one of 188 accommodations that are designated as pet-friendly.

AllTheRooms aggregates vacation rentals, hotels and other unique accommodation types from 6 providers in Annapolis, including 531 places to stay from Airbnb, 138 accommodations from VRBO and 128 places to stay from Homeaway

684 of our accommodations in Annapolis have been reviewed and rated. 58% are rated excellent or good. 318 places to stay in are instantly bookable.

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