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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 day to stay in a vacation rental in Annapolis?

The cheapest day to stay in Annapolis is Friday (₹ 13,494). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is ₹ 48,900.

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Cheapest holiday rentals in Annapolis, Maryland

Discover affordable stays in Annapolis that provide a quality experience without breaking the bank. Hotels in Annapolis can be found for as low as ₹ 7,450 per night. There is currently one property in Annapolis that can be booked for this price. Candlewood Suites Annapolis By IHG is one of the hotels that can be booked for the lowest price in Annapolis. Price data was last updated on 20 January 2026
Out of the vacation rentals in Annapolis we've come across, these properties are priced the lowest. If you have flexibility with arrival and departure, use the search form to compare prices for other dates.
Candlewood Suites Annapolis By IHG
Candlewood Suites Annapolis By IHG

Candlewood Suites Annapolis By IHG

1 South Womack Drive, Annapolis, MD, United States
4.7 km from city centre
Free Wi-Fi
Parking
₹ 7,450
Avg. per night
View Deal

Other accommodations in Annapolis

Find the perfect holiday rental for your stay in Annapolis. There are 372 hotels in Annapolis and price data was last updated on 20 January 2026. The average price for a hotel in Annapolis is .
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
₹ 6,360
Avg. per night
View Deal
Flag House Inn
Flag House Inn

Flag House Inn

26 Randall Street, Annapolis, MD, United States
0.5 km from city centre
Free Wi-Fi
Air conditioning
₹ 17,445
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
₹ 10,630
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 20 January 2026.
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 20 January 2026.

  • How much does a holiday rental in Annapolis cost?

    A holiday rental in Annapolis will cost ₹ 29,264 per night on average. However some users found rentals for as low as ₹ 3,831 per night. A good deal on a Annapolis holiday rental would be anything for ₹ 24,951 per night or less. Keep in mind that booking October may be more expensive, whereas booking August 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 Red Roof Inn Annapolis - 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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