Annapolis vacation rentals

We found 20 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 11 cabins and other vacation rentals in Annapolis that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include cable TV and a washer and dryer. Whatever you're looking for, you'll be able to choose a rental for everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

Travel to tranquil Annapolis

The riverfront and parks create a pretty picture of Annapolis. Travelers appreciate the restaurants in this relaxing city. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Exploring the natural landscape of Annapolis

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Annapolis is a great place to get outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Taum Sauk Mountain State Park (14.6 mi / 23.5 km)
  • Johnson's Shut-ins State Park (16.7 mi / 26.9 km)
  • Elephant Rocks State Park (20.5 mi / 33 km)
  • K Bridge Recreation Area (4.2 mi / 6.7 km)
  • Clearwater Lake (15.7 mi / 25.3 km)
  • Walnut Hollow Lake (2 mi / 3.3 km)

Frequently asked questions

How much does it cost to rent a vacation rental in Annapolis?

The average price for a vacation home in Annapolis can vary based on factors including length of stay, season and property type. Whether you'd like a sprawling villa with space for extended family or an apartment for you and your other half, just add your travel dates to find stays with great value.

How much does it cost to rent a beach house in Annapolis?

Prices for beach houses in Annapolis may differ depending on the type and size of the property and when you're traveling. All you need to do is enter your travel dates into Vrbo and how many guests to view available options and prices. From there you can use our filter tool to tailor your search results by ratings, nearby activities and more.

What are the top attractions for families in Annapolis?

Keeping the kids amused during your vacation in Annapolis is simple with these top family-friendly attractions:

  • Crane Lake Recreation Area
  • Walnut Hollow Lake
  • K Bridge Recreation Area

How old do you have to be to rent a vacation rental in Annapolis?

We recommend you check with the Annapolis vacation home you're looking at on Vrbo as the age limit differs. However, typically it's 16, 18 or 21.

How long can I rent a vacation rental in Annapolis for?

It really depends on the Annapolis property. To view a list of options offering extended stays, just enter your dates and guest number into the Vrbo search page. Enjoy having the property to yourself, along with home comforts such as a fully-equipped kitchen and outdoor spaces to play in. Keep an eye out for any long-term stays that offer weekly or monthly discounts.

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