Discover a selection of 446 holiday homes in Annapolis, MD, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Bookabach holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at NZ$ 180 per night, and holiday houses and cottages are popular options for a stay in Annapolis. Either way, you'll find accommodation for everyone's needs.
Top rated rentals — Annapolis

How many holiday homes are available around Annapolis, MD, US?

Our 2021 holiday accommodation listings offer a large selection of 446 holiday rentals around Annapolis. From 355 holiday houses to 20 cottages, find unique holiday house for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Annapolis is on Bookabach.

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:

  • Epping Forest: 18 holiday homes
  • Historic District: 105 holiday homes
  • Homewood: 48 holiday homes
  • Hillsmere: 18 holiday homes
  • Eastport: 135 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? offers a large selection of holiday accommodations near great places in Annapolis. From travellers, the most popular points of interest to stay near are:

  • Hammond-Harwood House: 586 holiday houses
  • Asbury United Methodist Church: 583 holiday houses
  • Jonas Green State Park: 563 holiday houses
  • The Kunta Kinte Alex Haley Memorial: 559 holiday houses
  • Maryland Quiet Waters Park: 593 holiday houses

But there are many other points of interest around Annapolis listed on 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. offers 355 Houses in Annapolis. Our other popular types of Annapolis holiday rentals include:

  • Cottages: 20 self catering accommodations
  • Condos/Apartments: 77 self catering accommodations
  • Cabins: 21 self catering accommodations

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

Can I find a holiday accommodation with pool in Annapolis?

Yes, you can select your preferred holiday accommodation with pool among our 73 holiday homes with pool available in Annapolis. Please use our search bar to access the selection of holiday rentals available.

Explore destinations around Annapolis

Epping Forest
18 holiday rentals
Historic District
105 holiday rentals
48 holiday rentals
18 holiday rentals
135 holiday rentals
West Annapolis
27 holiday rentals
Murray Hill
91 holiday rentals