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Featured Guest Houses in Annapolis

Private Waterfront Retreat
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Situated on the waterfront, this guesthouse is within 9 mi (15 km) of Matapeake State Park, Chesapeake Bay Bridge, and Love Point State Park. Chesapeake Bay ...

5/5Exceptional! (33 reviews)
Kent Island Boater’s Pick

"Perfect spot for boaters’ family get-together: pier accommodating our 28-foot bowrider, beautiful views of the Bay and adjacent cornfields, contemporary and clean decor, nearby shops and bike paths."…"

Reviewed on Oct 16, 2020

Private Waterfront Retreat
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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.

Other property types in Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
The price is $85 per night from Nov 1 to Nov 2
4.5/5Wonderful! (936 reviews)

"Great location. Very comfortable and staff was pleasant. Late arrival (midnight) and a bit confusing due to three locations. Checked in at one cental location and drive to the place we stayed. Valet was closed due to time, so not knowing the area it was a little frustrating havibg to drive around ..."…"

Reviewed on Oct 19, 2020

Historic Inns of Annapolis
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir, Annapolis, MD
The price is $89 per night from Oct 25 to Oct 26
4.3/5Excellent! (837 reviews)

"Staff very helpful and professional; very clean; enjoyed convenience of Starbucks"…"

Reviewed on Oct 18, 2020

The Westin Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

3.5 out of 5
210 Holiday Court, Annapolis, MD
The price is $89 per night from Oct 25 to Oct 26
4.2/5Very Good! (972 reviews)

"I always stay at this Doubletree whenever I am in MD. It’s super clean and usually very quiet. Unfortunately this trip I was placed in a room by the highway and on my second night a huge multi room family came in and proceeded to slam doors and scream to the top of their lungs back and forth to communicate ..."…"

Reviewed on Sep 27, 2020

DoubleTree by Hilton Hotel Annapolis
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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