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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
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In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Annapolis cottages

Marina

Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown
Historic District
9.6 out of 10, Exceptional, (19 reviews)
"This cottage is a hidden gem. Beautiful decor, perfect for our family of 4 & right in the center of all the main attractions. Jennifer was an amazing host!"
United States
Linda Q.
$550 nightly
The price is $627
Apr 13 - Apr 14
Total with taxes and fees
Secluded Cozy Cottage in Historic Downtown
Outdoor dining

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (22 reviews)
"Excellent Property"
United States
Buu T.
$579 nightly
The price is $660
Apr 13 - Apr 14
Total with taxes and fees
Chesapeake Cottages- 2 Quaint Waterfront Retreats
House (3 Bedrooms) | Interior

Idyllic Pasadena Retreat With Garden + Hot Tub!

Idyllic Pasadena Retreat With Garden + Hot Tub!
3.0 star property
Green Haven
$407 nightly
The price is $464
May 6 - May 7
Total with taxes and fees
Idyllic Pasadena Retreat With Garden + Hot Tub!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Annapolis Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

8/10 Good
"Valet parking is available. I received a bottle of wine as a gift, wow! The room is spacious but dark, there is no window to the outdoors. The window overlooks a closed-in courtyard that looks as it serves as events (weddings?) venue. "
Ibolya 1-night trip
Posted 4 hours ago
Historic Inns of Annapolis

Find out more about Annapolis

Annapolis Cottages information

Number of reviews
19
Accommodation
15 Cottages
Lowest Price
$464
Highest Price
$660

Frequently asked questions

How much do cottages in Annapolis cost?
Cottages in Annapolis range between $464 and $660 per night. These properties offer a chance to get in touch with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Annapolis?
You can choose from 15 cottages in Annapolis. No matter if you're vacationing with the family or planning a weekend retreat with your buddies, Expedia can help you find the right place to reacquaint yourself with nature.
Why book your cottage in Annapolis with Expedia?
Expedia has some terrific cottages in Annapolis, so get ready for an unforgettable vacation on nature's doorstep. If you have a budget, click on how much you'd like to spend and the preferred star rating of your property. Or, try out our filters to search for cottages with free WiFi or a pool. We'll help you find the perfect fit whatever your trip looks like.
How can I find cheap cottages in Annapolis?
Expedia is here to help you track down cheap cottages in Annapolis. To find the perfect stay in a few quick clicks, try out the filter tool to refine your search by amenities, budget and star rating.
What is there to do in Annapolis near my cottage?
Annapolis has enough sights and activities to keep you busy for weeks (or months!), beginning with William Paca House. Maryland State House, Sandy Point State Park and U.S. Naval Academy Golf Club are other impressive attractions. If you're sticking around a while, Navy-Marine Corps Memorial Stadium and U.S. Naval Academy will put the finishing touches on your itinerary.

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