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Vacation rentals in Annapolis

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Cheapest vacation 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 $92 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 March 18, 2026
These Annapolis properties charge the lowest price per night of those we've come across. 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
2.9 mi from city centre
$92
Avg. per night
View Deal

Other accommodations in Annapolis

Find the perfect vacation rental for your stay in Annapolis. There are 390 hotels in Annapolis and price data was last updated on March 18, 2026. The average price for a hotel in Annapolis is .
Flag House Inn
Flag House Inn

Flag House Inn

26 Randall Street, Annapolis, MD, United States
0.3 mi from city centre
Free Wi-Fi
Air Conditioning
$207
Avg. per night
View Deal
DoubleTree by Hilton Annapolis
DoubleTree by Hilton Annapolis

DoubleTree by Hilton Annapolis

210 Holiday Court, Annapolis, MD, United States
3.0 mi from city centre
Free Wi-Fi
Parking
$99
Avg. per night
View Deal
134 Prince - Luxury Boutique Hotel
134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel

134 Prince George Street, Annapolis, MD, United States
0.3 mi from city centre
Free Wi-Fi
$206
Avg. per night
View Deal
Hampton Inn & Suites Annapolis
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

124 Womack Drive, Annapolis, MD, United States
3.0 mi from city centre
Free Wi-Fi
$93
Avg. per night
View Deal

Where to stay in Annapolis

Explore different neighborhoods and areas within Annapolis to find the perfect location for your stay. Map data was last updated on March 18, 2026.
Scroll to and zoom in on the areas in Annapolis you plan on visiting to find nearby properties. As an added benefit, users can click a vacation rental they're interesting in to find helpful information and deals for that vacation rental.

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 March 18, 2026.

  • How much does a vacation rental in Annapolis cost?

    $431 per night is how much a vacation rental in Annapolis costs, on average. $42 per night was the cheapest price recently found by our users, though anything for $399 per night or less is a good deal. Keep in mind that Annapolis vacation rental prices fluctuate throughout the year: the most expensive month to book is May, and the cheapest time to book is August.

  • What part of Annapolis is best to stay in?

    The best neighborhood to stay in Annapolis is Downtown, according to our user data. 6% of our users who looked for vacation rentals in Annapolis searched for properties in the Downtown area. If you’re also interested in booking a vacation rental in Downtown, consider the 18th Cent. Charm in Historic Downtown Annapolis - the neighborhood’s most popular rental property.

  • Are there any Inn vacation rentals in Annapolis?

    At the moment, there are 2 properties listed as a Inn vacation rental in Annapolis. A popular Inn in Annapolis amongst our users is Red Roof Inn Annapolis.

Find better results for your stay in Annapolis

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