Where to stay around Annapolis?

Our 2018 accommodation listings offer a large selection of 504 holiday lettings near Annapolis. From 351 Houses to 76 Condos/Apartments, find unique self catering accommodation for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Annapolis is on HomeAway.

What is the best area to stay when travelling to Annapolis?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday accommodations for a long holiday or just a weekend break in Annapolis:

  • Historic District: 106 holiday homes
  • Hillsmere: 19 holiday homes
  • Naval Academy: 101 holiday homes
  • Bay Ridge: 32 holiday homes
  • Eastport: 148 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday rentals available.

What are the most popular points of interest and landmarks to stay near when travelling to Annapolis?

HomeAway offers a large selection of holiday accommodations near great places in Annapolis. From HomeAway travellers, the most popular points of interest to stay near are:

  • Chesapeake Bay Bridge: 607 holiday lettings
  • Hammond-Harwood House: 617 holiday lettings
  • St. John's College: 610 holiday lettings
  • U.S. Naval Academy: 619 holiday lettings
  • U.S. Naval Academy Golf Club: 597 holiday lettings

But there are many other points of interest around Annapolis listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Annapolis?

Yes, of course. HomeAway offers 351 Houses in Annapolis. Our other popular types of Annapolis holiday rentals include:

  • Condos/Apartments: 76 self catering accommodations
  • Studios: 41 self catering accommodations
  • Townhouses: 39 self catering accommodations

But you can also enjoy a great stay in one of our other holiday rentals including Bungalows and more.

Can I find a holiday accommodation with pool in Annapolis?

Yes, you can select your preferred holiday accommodation with pool among our 93 holiday homes with pool available in Annapolis. Please use our search bar to access the selection of holiday rentals available.

    Explore the waterfront setting in Annapolis

    Enjoy the area's history, live music and art galleries with a rental holiday home in Annapolis. This city's university setting, shopping and boating draw many visitors. Maryland State House and William Paca House are just a couple of the must-see attractions. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

    Activities and attractions in Annapolis

    Are you searching for top things to see and do during your stay? Venture out of your cosy holiday rental and experience everything that makes Annapolis a fun place to get away to. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

    • Six Flags America (15.8 mi / 25.5 km)
    • U.S. Naval Academy Golf Club (1.9 mi / 3.1 km)
    • Bowie Golf and Country Club (14.4 mi / 23.1 km)
    • Lake Presidential Golf Club (15.7 mi / 25.3 km)
    • Queenstown Harbor Golf Club (17.4 mi / 28 km)
    • Rocky Point Golf Course (19.2 mi / 30.9 km)

    Exploring the natural landscape of Annapolis

    Whether you're an outdoor enthusiast or just want to appreciate the scenery, Annapolis is a great spot to appreciate mother nature. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

    • Maryland Quiet Waters Park (2.9 mi / 4.6 km)
    • Sandy Point State Park (5.4 mi / 8.8 km)
    • Shadyside Park (9.2 mi / 14.8 km)
    • Kent Island (9.7 mi / 15.6 km)
    • Allen Pond Park (13.6 mi / 21.9 km)
    • Ferry Park (16.7 mi / 27 km)