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Vacation rentals in Annapolis

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Travel insights for holiday rentals in Annapolis

Use these up-to-date, data-driven insights about booking a holiday rental in Annapolis including ideal times to book, pricing trends, and more.

What is the cheapest month to book a vacation rental in Annapolis?

The cheapest month to book a vacation rental in Annapolis is November (₹ 1,009,040). Conversely, the most expensive month to stay in Annapolis is July (₹ 4,048,552).

What is the cheapest day to stay in a vacation rental in Annapolis?

The cheapest day to stay in Annapolis is Monday (₹ 2,211,173). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is ₹ 3,710,175.

How far ahead should you book a vacation rental in Annapolis?

Save money by booking a vacation rental at least 19 days before your trip to Annapolis. The lowest price found when booking 19 days ahead was ₹ 22,658 per night.
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Other accommodations in Annapolis

Find the perfect holiday rental for your stay in Annapolis. There are 670 hotels in Annapolis and price data was last updated on 13 July 2025. The average price for a hotel in Annapolis is ₹ 29,771/night.
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

174 West Street, Annapolis, MD, United States
0.7 km from city centre
Free Wi-Fi
₹ 10,550
Avg. per night
View Deal
The Westin Annapolis
The Westin Annapolis

The Westin Annapolis

100 Westgate Circle, Annapolis, MD, United States
1.1 km from city centre
Pool
Free Wi-Fi
₹ 16,049
Avg. per night
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Historic Inns of Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

58 State Circle, Annapolis, MD, United States
0.2 km from city centre
Free Wi-Fi
₹ 13,929
Avg. per night
View Deal
Red Roof Inn Annapolis
Red Roof Inn Annapolis

Red Roof Inn Annapolis

2520C Riva Road, Annapolis, MD, United States
4.8 km from city centre
Free Wi-Fi
Air conditioning
₹ 7,810
Avg. per night
View Deal
Village Inn
Village Inn

Village Inn

69 Old Mill Bottom Road, Annapolis, MD, United States
5.2 km from city centre
Free Wi-Fi
Air conditioning
₹ 7,896
Avg. per night
View Deal

Where to stay in Annapolis

Explore different neighbourhoods and areas within Annapolis to find the perfect location for your stay. Map data was last updated on 13 July 2025.
Whether you're visiting Annapolis for leisure or business, utilize the map to find vacation rentals close to your ideal location. Users can click on a vacation rental's name to find more information about it, such as price, reviews, and amenities, and also find different deals for the property.

Facts about staying in Annapolis

Find useful tips and insights about staying in Annapolis to help you make the most of your experience. FAQs were last updated on 13 July 2025.

  • How much does a holiday rental in Annapolis cost?

    A holiday rental in Annapolis will cost ₹ 29,771 per night on average. However some users found rentals for as low as ₹ 3,619 per night. A good deal on a Annapolis holiday rental would be anything for ₹ 26,902 per night or less. Keep in mind that booking October may be more expensive, whereas booking March is the cheapest month of the year to book.

  • Are there any Inn holiday rentals in Annapolis?

    2 Inn holiday rentals are available in Annapolis. Based on our user data, the most popular is Village Inn - so we recommend seeing if this property is available for your travel dates before looking at other Inn options in Annapolis.

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