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Airbnb, Vacation rentals and hotel deals in Annapolis, MD

8.9 (1085 reviews)
Historic Inns of Annapolis
Hotel · 2 Guests · 1 Bedroom
$184 /night
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Tolani Private Room
Homestay · 2 Guests · 1 Bedroom
$163 /night
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9.8 (34 reviews)
Lovely Family Home Just Minutes From Annapolis
Holiday home · 2 Guests · 1 Bedroom
$200 /night*
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3.0 (2 reviews)
Nautical Adventure Awaits in Annapolis Suites! Pets Allowed Here! Free Breakfast
Holiday home · 2 Guests · 1 Bedroom
$163 /night*
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9.0 (248 reviews)
Hilton Garden Inn Kent Island
Hotel · 2 Guests · 1 Bedroom
$150 /night
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10 (73 reviews)
Craftsman Bungalow Apartment Near Naval Academy Stadium and Historic District
Apartment · 2 Guests · 1 Bedroom
$163 /night*
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Homestyle Studio Suites
Hotel · 2 Guests · 1 Bedroom
$90 /night
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9.2 (25 reviews)
Neat & Clean 1 Bedroom Apartment in Quaint Eastport Neighborhood of Annapolis
Apartment · 2 Guests · 1 Bedroom
$185 /night*
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6.1 (160 reviews)
Homestyle Suites
Hotel · 2 Guests · 1 Bedroom
$100 /night
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8.8 (620 reviews)
Crowne Plaza Annapolis, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$124 /night
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6.1 (150 reviews)
Village Inn
Motel · 2 Guests · 1 Bedroom
$125 /night
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Moore space
Holiday home · 2 Guests · 1 Bedroom
$210 /night
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8.6 (494 reviews)
DoubleTree by Hilton Hotel Annapolis
Hotel · 2 Guests · 1 Bedroom
$114 /night
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9.6 (13 reviews)
Relax on Kent Island in 3 Bedroom Home w/Waterview
Holiday home · 2 Guests · 1 Bedroom
$170 /night*
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8.4 (330 reviews)
The Westin Annapolis
Hotel · 2 Guests · 1 Bedroom
$207 /night
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9.2 (189 reviews)
Hyatt Place Kent Narrows And Marina
Hotel · 2 Guests · 1 Bedroom
$139 /night
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8.3 (183 reviews)
Sonesta ES Suites Annapolis
Hotel · 2 Guests · 1 Bedroom
$152 /night
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9.8 (196 reviews)
Annapolis waterfront "tiny house" in garden setting
Cottage · 2 Guests · 1 Bedroom
$150 /night*
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6.1 (148 reviews)
Admiral Suites - Annapolis
Hotel · 2 Guests · 1 Bedroom
$90 /night
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9.2 (188 reviews)
TownePlace Suites Bowie Town Center
Hotel · 2 Guests · 1 Bedroom
$154 /night
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Airbnb, Vacation House with Air Conditioning in Annapolis, MD

Mini Suite
B & B · 2 Guests · 1 Bedroom
$421 /night
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Orchard Secret Private Room
Homestay · 2 Guests · 1 Bedroom
$137 /night
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Blue Diamond Private Room
Homestay · 2 Guests · 1 Bedroom
$129 /night
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How Does The Amenity Info Looks Like at Annapolis, MD?
Annapolis, MD Rental Amenities
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There are in total of 15 rental amenities in Annapolis, shown above with the property numbers. In Annapolis, 784 rentals offer Internet or Wifi, 733 rentals offer Air Conditioning, 697 rentals offer No Smoking. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Hot Tub, Pool.
Which Price Range Is Considered As A Good Deal in Annapolis, MD Area?
Vacation House & Apartment Rental Price Information in Annapolis, MD
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The graph shows the percentages of vacation homes in each price bucket. Annapolis has the largest percentage (19.76%) of homes in $500+ price range.
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Which Accommodations Should I Pick in Annapolis, MD?
Top Rental Accommodations in Annapolis, MD
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In Annapolis, 57.69% of listings are House, which is the most popular accommodation out of 20 total accommodation types. Avg price per night for House is around $397. And the most searched amenities for House accommodation is Hot Tub.The least popular accommodation in Annapolis is Cabin rentals
How Many Accommodations Are Pets Allowed in Annapolis, MD?
Percentage of Pet Friendly Rental Properties in Annapolis, MD
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21.53% of vacation homes in Annapolis are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
Trail Recommendations in Annapolis, MD Area?
Must Visit Trails In Annapolis, MD
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Here are the trails we recommend in Annapolis: Historic Annapolis Ramble, Greenbury Point Trail, Quiet Waters Park Trail, Broad Creek Trail, Arnold Trails Loop, Deep Pond Trail, Bacon Ridge Trail, Riva Area Park Trail, Lake Shore Athletic Complex, Kinder Farm Park Trail.
Any RV Campgrounds in Annapolis, MD?
Campgrounds Recommendations In Annapolis, MD
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For campgrounds in Annapolis, here are our recommendations: Susquehanna Campground, Elk Neck Campground, Sandy Cove Campground, Washington DC / Capitol KOA, Tuckahoe Campground, Greenbelt Campground, Meadowlark Campground, Edgewood Campground, Potomac Forks HBO Campsite, Swains Lock HBO Campsite.
What are the Airports in Annapolis, MD?
Suggested Airports in Annapolis, MD
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Airbnb, Vacation House with Full Kitchen, and Other Rental Options in Annapolis, MD

Brazilian Artsy Townhome with great location and outdoor amenities!
Holiday home · 2 Guests · 1 Bedroom
$400 /night*
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9.6 (13 reviews)
Relax on Kent Island in 3 Bedroom Home w/Waterview
Holiday home · 2 Guests · 1 Bedroom
$170 /night*
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9.6 (4 reviews)
3 bdrm close to city center, great yard & parking!
Holiday home · 2 Guests · 1 Bedroom
$500 /night*
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Airbnb, Vacation Cottage with Fireplace in Annapolis, MD

10 (43 reviews)
Firefly Cottage, discounted holiday fun, USNA, community beach, HOT TUB, and EV
Cottage · 2 Guests · 1 Bedroom
$245 /night*
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9.4 (42 reviews)
'Newer Cottage Incredibly and Comfortably Furnished.'
Cottage · 2 Guests · 1 Bedroom
$255 /night*
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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