The best rentals from the top sites, all in one place

We believe finding a vacation rental in Annapolis should be easy and not take hours of searching and scrolling. We’ve designed VacationRenter from the ground up to help travelers find the perfect rental faster and easier.

Where to stay in Annapolis

Vacation rentals in Annapolis

There are 279 vacation rentals near Annapolis for all manner or mood of travel, availability of time off, and size of budget. So, if you are hoping for an affordable Annapolis vacation, you can find 10% rentals under $140/night. Or if you are willing to splurge on a luxury vacation in Annapolis, there are 28 between $599 and $1,205/night. Whether you are sleeping by yourself or with a significant other, or are travelling with a group of 45 there are short term home and apartment rentals in Annapolis to fit your Maryland vacation needs. The most popular types of vacation rentals in Annapolis are houses, apartments and hotels. Annapolis has been a frequently searched travel destination this year and continues to grow in popularity. VacationRenter offers a wide selection of vacation rental availability from leading travel sites like VRBO (Vacation Rentals By Owner), Homeaway,, and many more. Search your travel dates to find available Annapolis vacation homes for your trip.

Home-types in Annapolis

Annapolis has a variety of property types for you to consider when booking a trip. Here are the most popular property types in Annapolis:
- Beach279 vacation rentals
- House205 vacation rentals
- Condo58 vacation rentals
- Apartment58 vacation rentals

Points of interests in Annapolis

Annapolis has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in Annapolis:
- Annapolis City Dock: 175 vacation rentals
- St. Mary's Church: 173 vacation rentals
- Annapolis Tours by Watermark: 169 vacation rentals
- Maryland State House: 168 vacation rentals
- William Paca House & Garden: 167 vacation rentals
- Hammond-Harwood House: 167 vacation rentals
- Chase Home: 164 vacation rentals