Tips
Where to stay

Vacation rentals in Annapolis

Search and compare Annapolis, MD vacation rentals from hundreds of travel sites and save.

Annapolis, United States
2月 28 — 3月 12
...and more

Learn why travelers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customize your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

Tips for booking vacation rentals in Annapolis

Gain useful insights and advice for booking the perfect stay in Annapolis. Price data is based on averages over the past 12 months and was last updated on 2月 21, 2025.
Cheapest month:February
Most expensive month:March
Average price in Annapolis:$377/night
Cheapest price found:$49/night
Cheapest day:Monday
Most expensive day:Thursday
$199 - $597
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
$362 - $642
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

Other accommodations in Annapolis

Find the perfect vacation rental for your stay in Annapolis. There are 553 hotels in Annapolis and price data was last updated on 2月 21, 2025. The average price for a hotel in Annapolis is $377/night.
Show all 553 stays
Red Roof Inn Annapolis
Red Roof Inn Annapolis

Red Roof Inn Annapolis

2520C Riva Road, Annapolis, MD, United States
3.0 mi from city centre
Free Wi-Fi
Air Conditioning
$90
Avg. per night
View Deal
Village Inn
Village Inn

Village Inn

69 Old Mill Bottom Road, Annapolis, MD, United States
3.2 mi from city centre
Free Wi-Fi
Air Conditioning
$95
Avg. per night
View Deal
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
$227
Avg. per night
View Deal
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court, Annapolis, MD, United States
3.0 mi from city centre
Free Wi-Fi
Parking
$108
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
$364
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 2月 21, 2025.
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 2月 21, 2025.

  • How much does a vacation rental in Annapolis cost?

    $377 per night is how much a vacation rental in Annapolis costs, on average. $50 per night was the cheapest price recently found by our users, though anything for $363 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 October, and the cheapest time to book is January.

  • What part of Annapolis is best to stay in?

    The best neighborhood to stay in Annapolis is Downtown, according to our user data. 21% 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 Cozy 2br home w/ parking in 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