Airbnb, Vacation Rentals in Annapolis, MD

Compare 1,626 available, short term vacation home properties, starts from $14

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Airbnb, Vacation rentals and hotel deals in Annapolis, MD

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

Airbnb, Vacation House with Air Conditioning in Annapolis, MD

Mini Suite
Mini Suite
Mini Suite
Mini Suite
Air Conditioning
Mini Suite
B & B · 2 Guests · 1 Bedroom
$421 /night
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Orchard Secret Private Room
Orchard Secret Private Room
Orchard Secret Private Room
Orchard Secret Private Room
Air Conditioning
Orchard Secret Private Room
Homestay · 2 Guests · 1 Bedroom
$137 /night
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Blue Diamond Private Room
Blue Diamond Private Room
Blue Diamond Private Room
Blue Diamond Private Room
Air Conditioning
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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$500 +
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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.
Where Should We Visit in Annapolis, MD Area?
Points of Interests In Annapolis, MD
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The most common & popular places (a.k.a points of interests) here in Annapolis are:

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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Other Vacation Rentals Ideas

Airbnb, Vacation House with Full Kitchen, and Other Rental Options in Annapolis, MD

Brazilian Artsy Townhome with great location and outdoor amenities!
Brazilian Artsy Townhome with great location and outdoor amenities!
Brazilian Artsy Townhome with great location and outdoor amenities!
Brazilian Artsy Townhome with great location and outdoor amenities!
Full Kitchen
Brazilian Artsy Townhome with great location and outdoor amenities!
Holiday home · 2 Guests · 1 Bedroom
$400 /night*
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Relax on Kent Island in 3 Bedroom Home w/Waterview
Relax on Kent Island in 3 Bedroom Home w/Waterview
Relax on Kent Island in 3 Bedroom Home w/Waterview
Relax on Kent Island in 3 Bedroom Home w/Waterview
Full Kitchen
9.6 (13 reviews)
Relax on Kent Island in 3 Bedroom Home w/Waterview
Holiday home · 2 Guests · 1 Bedroom
$170 /night*
View deal
3 bdrm close to city center, great yard & parking!
3 bdrm close to city center, great yard & parking!
3 bdrm close to city center, great yard & parking!
3 bdrm close to city center, great yard & parking!
Full Kitchen
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

Firefly Cottage, discounted holiday fun, USNA, community beach, HOT TUB, and EV
Firefly Cottage, discounted holiday fun, USNA, community beach, HOT TUB, and EV
Firefly Cottage, discounted holiday fun, USNA, community beach, HOT TUB, and EV
Firefly Cottage, discounted holiday fun, USNA, community beach, HOT TUB, and EV
Fireplace
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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'Newer Cottage Incredibly and Comfortably Furnished.'
'Newer Cottage Incredibly and Comfortably Furnished.'
'Newer Cottage Incredibly and Comfortably Furnished.'
'Newer Cottage Incredibly and Comfortably Furnished.'
Fireplace
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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