Vacation rentals in Annapolis

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Other accommodations in Annapolis

Find the perfect vacation rental for your stay in Annapolis. There are 670 hotels in Annapolis and price data was last updated on 25 July 2025. The average price for a hotel in Annapolis is .
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
C$ 170
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
C$ 247
Avg. per night
View Deal
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
C$ 220
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
C$ 121
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
C$ 127
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
C$ 329
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 25 July 2025.
Use the map to find vacation rentals in Annapolis that are close to the points of interest you'll be frequenting. Clicking a property's name will unlock more information and allow you to book that particular 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 25 July 2025.

  • How much does a vacation rental in Annapolis cost?

    Annapolis vacation rentals are C$ 397/night on average. However, you may find that prices fluctuate depending on the time of year. For example, October is the most expensive month to book a vacation rental in Annapolis, and March is often the cheapest month to book. Recently, our users found rentals for C$ 57/night - which is currently the cheapest price. Keep in mind that anything C$ 352/night or less is still considered a good deal.

  • What part of Annapolis is best to stay in?

    Downtown is the best part of Annapolis to stay in based on our user data. Out of all our users who looked at Annapolis vacation rentals, 92% of them looked for stays in the Downtown neighbourhood in the last year. The Cozy 2br home w/ parking in downtown Annapolis happens to be the most popular vacation rental in the Downtown neighbourhood of Annapolis.

  • Are there any Inn vacation rentals in Annapolis?

    Yes, there are 2 Inn vacation rentals in Annapolis. According to our data, Village Inn is currently the most popular Inn rental in the city.

Find better results for your stay in Annapolis

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