Annapolis Waterfront Hotel, Autograph Collection 
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8.1 (124 Reviews) Hotel
Private parking • Restaurant • Pet friendly
Best Price Match Annapolis Luxury Rental Homes and Villas
Find Luxury Places to Stay Near Annapolis. Find luxury in Annapolis, Maryland.
The Westin Annapolis Best Price Match
8.4 (213 Reviews) Hotel
Breakfast • Private parking • Indoor swimming pool
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Graduate by Hilton Annapolis Best Price Match
8.4 (616 Reviews) Hotel
Breakfast • On-site parking • 2 restaurants
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86 State Circle - Luxury Boutique Hotel Best Price Match
9.0 (9 Reviews) Hotel
Private parking • Free WiFi • View
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1313 West Luxury Boutique Hotel Best Price Match
9.3 (6 Reviews) Hotel
Breakfast • Free on-site parking • Shuttle service
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DoubleTree by Hilton Hotel Annapolis Best Price Match
8.1 (348 Reviews) Hotel
Breakfast • Free on-site parking • Outdoor swimming pool
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134 Prince - Luxury Boutique Hotel Best Price Match
9.5 (16 Reviews) Hotel
Breakfast • Private parking • Free WiFi
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King George Downtown Annapolis Getaway Best Price Match
8.9 (9 Reviews) Apartment
The entire place is yours • 88 m² size • Kitchen
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Vintage Charm: Annapolis Retreat Best Price Match
9.7 (10 Reviews) Holiday_home
The entire place is yours • 204 m² size • Free private parking
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Fisher House - Downtown Annapolis! Best Price Match
9.0 (6 Reviews) Holiday_home
The entire place is yours • 1000 m² size • Pet friendly
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Annapolis Vacation Home 2 Mi to Quiet Waters Park Best Price Match
9.1 (16 Reviews) Holiday_home
The entire place is yours • 177 m² size • Kitchen
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Walk to the stadium, downtown, West St - close to everything Best Price Match
9.6 (8 Reviews) Holiday_home
The entire place is yours • 203 m² size • Free on-site parking
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Walk to Everything Historic Arts District Best Price Match
8.6 (9 Reviews) Holiday_home
The entire place is yours • 139 m² size • Free on-site parking
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Annapolis Escape Steps to Harbor backs to Gate 1 Best Price Match
9.8 (9 Reviews) Holiday_home
The entire place is yours • 56 m² size • Free on-site parking
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Weems Creek Cottage, Annapolis Waterfront Best Price Match
9.8 (11 Reviews) Holiday_home
The entire place is yours • 65 m² size • Free on-site parking
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Riverview Retreat On Warehouse Creek Best Price Match
9.3 (4 Reviews) Guest_house
Free on-site parking • Pets allowed • Free WiFi
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Annapolis Charm Waterfront Getaway Near USNA - FISH & CRAB from your PRIVATE PIER! Best Price Match
9.6 (10 Reviews) Villa
The entire place is yours • 125 m² size • Free on-site parking
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Neptune By The Water Best Price Match
10.0 (8 Reviews) Holiday_home
The entire place is yours • 1000 m² size • Free on-site parking
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Waterfront Annapolis Home Fire Pit and Fishing Pier Best Price Match
9.4 (6 Reviews) Holiday_home
The entire place is yours • 130 m² size • Private parking
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Entire Private 2 bedrooms house, nice neighborhood Best Price Match
8.9 (14 Reviews) Apartment
The entire place is yours • 111 m² size • Kitchen
Best Price Match About Annapolis Luxury Rental on NearbyHoliday
Looking for luxury in Annapolis? Compare top options in Maryland.
Searching for a luxury place to stay in or near Annapolis? We have more than 21 luxury homes, private retreats, luxury villas, 5-star hotels, cottages, and condos that you can stay at in Annapolis.
NearbyHoliday has a variety of luxury rentals, including vacation homes, apartments, chalets, luxury penthouses, lake homes, beachfront resorts, private villas, and many luxury lifestyle options, many in Annapolis. Whether you are traveling with families or groups, hosting a get-together, or a cocktail party, we have the perfect place to stay for your travel plans. Our places to stay in Annapolis are located in the top buildings and neighborhoods and many come with luxury features throughout the living areas, kitchens, and bedrooms, including private pools, hot tubs, home theatres, amazing views, and plenty of space to relax. Get more room with NearbyHoliday.