Annapolis house rentals

We found 598 house rentals — enter your dates for availability

Find spaces that suit your style

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    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday home rentals in Annapolis?
Choose from 598 holiday home rentals in Annapolis that have more space, privacy, value and amenities compared to a hotel room. Browse houses in well-known areas such as Historic District, Naval Academy and Murray Hill.
How much does it cost to stay in a holiday rental house in Annapolis?
Your dream holiday home rental in Annapolis is waiting to be discovered, with prices varying from wallet-friendly stays to more high-end properties. Enter your travel details and then filter based on your preferences, making sure you find the right place for you and your favourite people.
When is the best time to rent a holiday house in Annapolis?
The majority of guests love to stay in a holiday home rental in Annapolis during the month of August. At this time of year, average temperatures range between 21ºC and 29ºC in this part of Central Maryland.
Where can I rent an Annapolis holiday house with great views?
Jump in and book one of our Annapolis houses with views of historic areas. The only thing better than spending your trip in a Stayz holiday home rental? Kicking back in a property with spectacular scenery just beyond your window.
Does Annapolis have any weekend house rentals?
Browse our weekend rentals and start packing for a fun-filled couple of days away. Our main tips for booking your ideal house in Annapolis? Be flexible when searching and modify your travel dates until you find the holiday home rental that fits your needs.
Are there any pet-friendly house rentals in Annapolis?
With 12 pet-friendly holiday home rentals in Annapolis, you can enjoy your next getaway with your furry friend right by your side. As well as comfortable beds for everyone, many houses also include perks like doggie bowls and free treats. Browse what's available by selecting the "Pets allowed" filter.
What are the top things to do in Annapolis?
Planning an unforgettable escape to Annapolis means finding awesome things that the family will enjoy. William Paca House, Chesapeake Bay Bridge and Sandy Point State Park are just two of the many options here. And Stayz's holiday home rentals are the ideal base for your sightseeing pursuits.
Why should I book my holiday rental house with Stayz?
Great customer support from the moment you book until after your trip is among several reasons to choose Stayz for your holiday home rental. We also offer properties that go beyond the basic hotel room — think houses in amazing locations, whether that's by the beach or along a lakeshore. And with flexible cancellation policies and benefits like payment protection, we offer peace of mind.