A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

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, (20 reviews)
"The host was amazing, the house was perfect and well equipped, and the location was amazing!!! "
United States
Tim G.
The price is ￥72,797
￥121,163 total
includes taxes & fees
Jun 27 - Jun 28
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.
The price is ￥58,241
￥107,522 total
includes taxes & fees
Jun 29 - Jun 30
Chesapeake Cottages- 2 Quaint Waterfront Retreats
House (3 Bedrooms) | Front of property

Family Fun Awaits! Waterfront Home on Marley Creek

Family Fun Awaits! Waterfront Home on Marley Creek
3.0 star property
Marley
The price is ￥46,916
￥66,457 total
includes taxes & fees
Jul 8 - Jul 9
Family Fun Awaits! Waterfront Home on Marley Creek
House (4 Bedrooms) | Interior

Waterfront 5 Bedroom Near Bwi/annapolis/baltimore

Waterfront 5 Bedroom Near Bwi/annapolis/baltimore
3.0 star property
Glen Burnie
The price is ￥128,445
￥219,822 total
includes taxes & fees
Jul 1 - Jul 2
Waterfront 5 Bedroom Near Bwi/annapolis/baltimore
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

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Great location near Annapolis and easy access to DC. Hotel staff was very friendly and inviting. Breakfast serving staff was fantastic!"
Jose 4-night trip
Posted 13 hours ago
DoubleTree by Hilton Hotel Annapolis

Find out more about Annapolis

Annapolis Cottages information

Number of reviews
Accommodation
14 Cottages
Lowest Price
￥219,822
Highest Price
￥219,822

Frequently asked questions

How much do cottages in Annapolis cost?
Cottages in Annapolis range between ￥219,822 and ￥219,822 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 14 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.