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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Annapolis cottages

Marina

1. 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 AU$1,065
includes taxes & fees
9 Aug - 10 Aug
Secluded Cozy Cottage in Historic Downtown
Outdoor dining

2. 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 AU$931
includes taxes & fees
17 Aug - 18 Aug
Chesapeake Cottages- 2 Quaint Waterfront Retreats
House (3 Bedrooms) | Interior

3. Idyllic Pasadena Retreat With Garden + Hot Tub!

Idyllic Pasadena Retreat With Garden + Hot Tub!
3.0 star property
Green Haven
The price is AU$691
includes taxes & fees
12 Aug - 13 Aug
Idyllic Pasadena Retreat With Garden + Hot Tub!
House (3 Bedrooms) | Interior

4. Waterfront Home on Marley Creek!

Waterfront Home on Marley Creek!
3.0 star property
Marley
The price is AU$650
includes taxes & fees
12 Aug - 13 Aug
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

8/10 Good
"Great staff"
John 1-night trip
Posted 2 hours ago
DoubleTree by Hilton Hotel Annapolis

Find out more about Annapolis

Annapolis Cottages information

Number of reviews
22
Accommodation
13 Cottages
Lowest Price
AU$650
Highest Price
AU$1,065

Frequently asked questions

How much do cottages in Annapolis cost?
You can expect to pay between AU$650 and AU$1,065 per night for cottages in Annapolis. Whatever your budget, an epic stay is a click away on Expedia. This price was 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.
What is there to do in Annapolis near my cottage?
There are tons of superb things to sink your teeth into in Annapolis. Drop by top attractions like Sandy Point State Park, Sandy Point Beach and Triton Beach. Matapeake State Park, Bay Ridge Beach and Annapolis Bowl are other must-see's.