Annapolis cottages

We found 26 cottages — enter your dates for availability

Find spaces that suit your style

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  • 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 cottage rentals in Annapolis?
Choose from 26 cottage rentals in Annapolis that offer a restful, quiet retreat amid the sights and sounds of nature. Consider Bookabach's cottages in well-known neighbourhoods such as Historic District, Naval Academy and Murray Hill.
How much does it cost to stay in a cottage rental in Annapolis?
Scroll through our cottage rental listings in Annapolis to get a good idea of prices. If you want to save, use our "Discounts" filter. It'll display any cottages featuring special promotions, whether that's a monthly, weekly or new listing discount.
When is the best time to rent a cottage in Annapolis?
August is when most guests stay in a cottage rental in Annapolis, which is located in Central Maryland. Average temperatures range from 21ºC to 29ºC during this time of year.
Where can I rent an Annapolis holiday cottage with great views?
Cottages with views of historic areas are among the types of cottage rentals you can book in Annapolis. If you're searching for stays that boast vistas to remember, you'll discover them on Bookabach.
Does Annapolis have any lakeside cottages?
Get up to glorious views in the morning and fall asleep to the calming sounds of nature at night in one of Bookabach's lakeside cottage rentals. Add some outdoor recreation during the day and you've got yourself a superb holiday by the water. To find out if there are any lakeside cottages in Annapolis, use our "Location" filter and then select "Lake."
What are the top things to do in Annapolis?
It's no surprise why many families love Annapolis, with popular attractions like William Paca House, Chesapeake Bay Bridge and Sandy Point State Park to explore. Uncover this destination's best sights together and then return to the cosy comforts of your cottage rental.
Why should I book my holiday cottage with Bookabach?
No sharing your space, no awkward encounters with people you don't know. When you choose a Bookabach cottage rental, you'll have the whole place to yourself. Need to amend or cancel your travel itinerary? Our flexible cancellation policies let you book your cottage with peace of mind.