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House Annapolis
$259 per night
House ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (107 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Vrbo
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House Annapolis
$682 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
"Excellent" (8 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Vrbo
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Condo Annapolis
$102 per night
Condo ∙ 4 guests ∙ 1 bedroom
4.8
"Excellent" (83 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Vrbo
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House Annapolis
$831 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
"Excellent" (98 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Vrbo
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Cottage Annapolis
$267 per night
Cottage ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (56 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Vrbo
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House Annapolis
$253 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
"Excellent" (20 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Vrbo
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House Annapolis
$1,315 per night
House ∙ 10 guests ∙ 5 bedrooms
5.0
"Excellent" (2 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Details
Vrbo
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House Annapolis
$257 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
"Excellent" (120 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Vrbo
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Condo Annapolis
$260 per night
Condo ∙ 6 guests ∙ 3 bedrooms
4.9
"Excellent" (240 ratings)
Annapolis, Anne Arundel County, Maryland, United States
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Recommended Rentals With Pools

House Pool Annapolis
$427 per night
House ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (215 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Pool
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Vrbo
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House Pool Annapolis
$188 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (3 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Pool
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Vrbo
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Condo Pool Annapolis
$418 per night
Condo ∙ 7 guests ∙ 2 bedrooms
Annapolis, Anne Arundel County, Maryland, United States
Pool
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Pet-Friendly Homes and Apartments

Apartment Pet-friendly Annapolis
$208 per night
Apartment ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (55 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Pet-friendly
Details
Vrbo
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House Pet-friendly Annapolis
$432 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (49 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Pet-friendly
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Vrbo
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House Pet-friendly Annapolis
$434 per night
House ∙ 10 guests ∙ 3 bedrooms
5.0
"Excellent" (25 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Pet-friendly
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Best vacation rentals with a balcony

House Balcony Annapolis
$531 per night
House ∙ 13 guests ∙ 4 bedrooms
4.8
"Excellent" (44 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Balcony
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Vrbo
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Apartment Balcony Annapolis
$140 per night
Apartment ∙ 3 guests ∙ 1 bedroom
5.0
"Excellent" (57 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Balcony
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Vrbo
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House Balcony Annapolis
$141 per night
House ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (97 ratings)
Annapolis, Anne Arundel County, Maryland, United States
Balcony
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Frequently Asked Questions

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

Accommodation in Annapolis cost from $101 per night.

Are there any vacation rentals available to book in Annapolis?

Our large collection of vacation homes makes it easy to filter and compare 863 offers 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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