Discover a selection of 428 holiday home rentals in Annapolis, MD, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at AU$ 195 per night, and holiday houses and cottages are popular options for a stay in Annapolis. Either way, you'll find holiday accommodation for everyone's needs.
Top rated rentals — Annapolis

How many holiday accommodation are available around Annapolis?

Our 2021 accommodation listings offer a large selection of 428 holiday rentals around Annapolis. From 343 holiday houses to 20 cottages, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Annapolis is on Stayz.

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 rentals for a long holiday or just a weekend break in Annapolis:

  • Homewood: 47 holiday homes
  • Historic District: 101 holiday homes
  • Eastport: 131 holiday homes
  • Epping Forest: 15 holiday homes
  • West Annapolis: 26 holiday homes

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

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

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

  • The Kunta Kinte Alex Haley Memorial: 532 holiday rentals
  • U.S. Naval Academy Golf Club: 532 holiday rentals
  • Thurgood Marshall Memorial: 557 holiday rentals
  • The Colonial Players: 556 holiday rentals
  • Chase Lloyd House: 562 holiday rentals

But there are many other points of interest around Annapolis listed on Stayz 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. Stayz offers 343 Houses in Annapolis. Our other popular types of Annapolis holiday rentals include:

  • Cottages: 20 holiday houses
  • Condos/Apartments: 70 holiday houses
  • Cabins: 21 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals 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 69 holiday homes with pool available in Annapolis. Please use our search bar to access the selection of holiday rentals available.