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
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

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, (22 reviews)
"The host was amazing, the house was perfect and well equipped, and the location was amazing!!! "
United States
Tim G.
The price is NZ$1,267
includes taxes & fees
28 July - 29 July
Secluded Cozy Cottage in Historic Downtown
House (3 Bedrooms) | Interior

Idyllic Pasadena Retreat With Garden + Hot Tub!

Idyllic Pasadena Retreat With Garden + Hot Tub!
3.0 star property
Green Haven
The price is NZ$838
includes taxes & fees
8 Aug - 9 Aug
Idyllic Pasadena Retreat With Garden + Hot Tub!
Outdoor dining

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (23 reviews)
"Excellent Property"
United States
Buu T.
The price is NZ$1,133
includes taxes & fees
28 July - 29 July
Chesapeake Cottages- 2 Quaint Waterfront Retreats
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 NZ$2,522
includes taxes & fees
9 Aug - 10 Aug
Waterfront 5 Bedroom Near Bwi/annapolis/baltimore
House (3 Bedrooms) | Front of property

Waterfront Home on Marley Creek!

Waterfront Home on Marley Creek!
3.0 star property
Marley
The price is NZ$836
includes taxes & fees
28 July - 29 July
Waterfront Home on Marley Creek!
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
"Rooms were clean and very comfortable, staff was awesome made you feel at home. And everything you need is in walking distance or at the hotel. Great Stay"
anthony 1-night trip
Posted 1 hour ago
DoubleTree by Hilton Hotel Annapolis

Find out more about Annapolis

Annapolis Cottages information

Number of reviews
22
Accommodation
15 Cottages
Lowest Price
NZ$836
Highest Price
NZ$2,522

Frequently asked questions

How much do cottages in Annapolis cost?
Cottages in Annapolis range between NZ$836 and NZ$2,522 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 holidaying with the family or planning a weekend retreat with your buddies, Expedia can help you find the right place to reacquaint yourself with nature.
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.