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House Annapolis
$147 per night
House ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (2 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Vrbo
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Apartment Annapolis
$151 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
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Vrbo
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House Annapolis
$262 per night
House ∙ 5 guests ∙ 4 bedrooms
5.0
"Excellent" (105 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Vrbo
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Cottage Annapolis
$189 per night
Cottage ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (251 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Vrbo
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Apartment Annapolis
$176 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (6 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Vrbo
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House Annapolis
$328 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
"Excellent" (1 rating)
Annapolis, Anne Arundel County, Maryland, United States
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Vrbo
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Apartment Annapolis
$142 per night
Apartment ∙ 3 guests ∙ 1 bedroom
4.9
"Excellent" (53 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Vrbo
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House Annapolis
$180 per night
House ∙ 8 guests ∙ 3 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
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Vrbo
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Apartment Annapolis
$200 per night
Apartment ∙ 7 guests ∙ 2 bedrooms
4.9
"Excellent" (15 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Vrbo
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Vacation rentals with Wi-Fi

House Internet Annapolis
$307 per night
House ∙ 10 guests ∙ 3 bedrooms
5.0
"Excellent" (2 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Internet
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Vrbo
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House Internet Annapolis
$193 per night
House ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (13 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Internet
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Vrbo
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House Internet Annapolis
$445 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (215 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Internet
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Vrbo
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Cabins and Homes With Fireplaces

House Fireplace Annapolis
$169 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (2 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Fireplace
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Vrbo
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Apartment Fireplace Annapolis
$182 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (10 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Fireplace
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Vrbo
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Apartment Fireplace Annapolis
$174 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (166 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Fireplace
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Vrbo
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Vacation rentals and apartments with air conditioning

House Aircondition Annapolis
$396 per night
House ∙ 11 guests ∙ 5 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Aircondition
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HomeToGo
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House Aircondition Annapolis
$187 per night
House ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (63 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Aircondition
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Vrbo
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Cottage Aircondition Annapolis
$247 per night
Cottage ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (45 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Aircondition
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Vrbo
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Frequently Asked Questions

What is the average price per night for accommodation in Annapolis?

Accommodation in Annapolis cost from $128 per night.

Are there any vacation rentals available to book in Annapolis?

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Annapolis Information

About Annapolis

Maryland’s capital, Annapolis, is home to the United States Naval Academy, the oldest state house in the nation and many historical meetings before and after the American Revolution. This picturesque city sits on the mouth of the Severn River, overlooking the Chesapeake Bay. It’s also home to the small St. John’s college, making this corner of the Baltimore-Washington metro area a prime all-ages destination for dining, culture and sightseeing.

Things To Do In Annapolis

There are many great things to do here in such a small area: history buffs will appreciate a tour of the Maryland State House, where the Continental Congress met in 1783 to end the Revolutionary War. There’s also the William Paca House and Garden, a Georgian mansion in the center of town that has two acres of flora and fauna perfect for an impromptu photo shoot. Visit the Banneker-Douglass Museum (inside of an old Episcopal church) to absorb crucial Maryland African-American history, or the Naval Academy Museum, which is full of ship replicas and displays of Revolutionary War battlefields.

Day Trips From Annapolis

There’s always the adjacent big cities of Baltimore and DC, but if you’re looking for a low-key jaunt, think of getting out into nature at Blackwater National Refuge south on Highway 50. There, you may find birds like owls, herons and even bald eagles, and it’s right next to the significant Harriet Tubman Underground Railroad National Park (and monument). About an hour north in Chestertown, Cassinelli Winery & Vineyards has a wide selection of not only wine and cider, but house-made apple brandy, corn whiskey, gin and vodka.

Accommodations In Annapolis

Annapolis isn’t known for having distinct neighborhoods, but you’re likely to find rentals in the heart of town next to the Naval Academy and the Annapolis Harbour. There are plenty of historic homes and townhouses near diverse dining options. For roughly the same price per night, you can take a truly unique-to-the-Chesapeake plan of action and stay in a luxury yacht, allowing you and your guests to enjoy the gorgeous sunrises and sunsets during the stay.

Transportation in Annapolis

The nearest airports are both within an hour from Annapolis—Baltimore/Washington International Airport (BWI) is a 30-minute drive into town, while Ronald Reagan National Airport (DCA) is 45 minutes away. Once in the city, Uber and Lyft can take you not just across town, but to nearby areas in the metro area.

Popular Day Trips Near Annapolis

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