The Best Vacation Rentals in Banneker Douglass Museum

Prepare to Relax and Experience Family Fun – The Best Vacations Happen in a Vacation Rental

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From $447

         

10.0 (212 Reviews)

House

PERFECT LOCATION in the heart of history

• Air Conditioner
• Parking
• TV

• Annapolis
• Historic District

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From $538

         

|

10.0 (6 Reviews)

House

Anchors Away Abode

• Air Conditioner
• Pet Friendly
• Security/Safety

• Maryland
• Annapolis

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From $386

         

|

9.6 (21 Reviews)

Bed & Breakfast

Inn at Horn Point

• Air Conditioner
• Parking
• Balcony/Terrace

• Annapolis
• Eastport

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From $831

         

10.0 (198 Reviews)

House

Charming Historic Annapolis Home With Two Off-street Parking Places!

• Air Conditioner
• Parking
• TV

• Annapolis
• Historic District

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From $365

         

|

10.0 (5 Reviews)

House

Vintage Charm: Annapolis Retreat

• Air Conditioner
• Parking
• View

• Maryland
• Annapolis

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From $234

         

|

9.4 (78 Reviews)

Bed & Breakfast

Flag House Inn

• Air Conditioner
• Parking
• TV

• Annapolis
• Historic District

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From $504

         

9.8 (57 Reviews)

House

Nautical Feel to This Beautiful Eastport Home

• Air Conditioner
• Parking
• Pet Friendly

• Annapolis
• Eastport

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From $955

         

|

10.0 (2 Reviews)

House

Oasis by the Bay - Waterfront Heated Pool Hot Tub

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Annapolis

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From $408

         

10.0 (2 Reviews)

Hotel

86 State Circle - Luxury Boutique Hotel

• Air Conditioner
• Parking
• Wheelchair Accessible

• Annapolis
• Historic District

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From $359

         

10.0 (236 Reviews)

House

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

• Air Conditioner
• Parking
• Pet Friendly

• Annapolis
• Historic District

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From $303

         

10.0 (168 Reviews)

Cottage

The Yellow Cottage on Harness Creek

• Air Conditioner
• Parking
• TV

• Annapolis
• Hillsmere

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From $498

         

10.0 (122 Reviews)

House

421 Irie: Simply Charming 2 Story COTTAGE! Private Pool! 1 Off Street Parking!

• Air Conditioner
• Parking
• Pool

• Annapolis
• Eastport

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From $299

         

10.0 (120 Reviews)

House

Charming garden row home, easy 4 block walk to the heart of Annapolis.

• Air Conditioner
• TV
• Balcony/Terrace

• Annapolis
• Historic District

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From $437

         

10.0 (87 Reviews)

House

Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown

• Air Conditioner
• Parking
• TV

• Maryland
• Annapolis

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From $381

         

10.0 (86 Reviews)

Cottage

Your Annapolis Waterfront retreat - a short walk to Navy Football Home Games - Navy v. South Florida 11/15/25 weekend still available! Or the USNA Gospel Choir Concert weekend of 10/17/25

• Air Conditioner
• Parking
• TV

• Annapolis
• West Annapolis

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From $535

         

10.0 (80 Reviews)

Apartment

Waterfront Oasis of Annapolis Star

• Air Conditioner
• Parking
• Pool

• Maryland
• Annapolis

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From $884

         

10.0 (72 Reviews)

House

Charming Annapolis Victorian

• Air Conditioner
• Parking
• TV

• Annapolis
• Homewood

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From $611

         

10.0 (71 Reviews)

House

Eastport Historic Firehouse with Parking, Dogs OK

• Air Conditioner
• Parking
• Pet Friendly

• Annapolis
• Eastport

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From $225

         

10.0 (71 Reviews)

House

Cozy 2br home w/parking in downtown Annapolis

• Air Conditioner
• Parking
• TV

• Annapolis
• Historic District

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From $548

         

10.0 (69 Reviews)

House

Recently Renovated Annapolis Home - Conveniently Located

• Air Conditioner
• Parking
• TV

• Annapolis
• Murray Hill

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From $420

         

10.0 (56 Reviews)

House

Eastport Cottage .5 mi from Downtown Annapolisnn

• Air Conditioner
• Parking
• TV

• Maryland
• Annapolis

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From $314

         

10.0 (54 Reviews)

Apartment

Bay View Studio Apartment

• Air Conditioner
• Parking
• TV

• Maryland
• Annapolis

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From $662

         

10.0 (52 Reviews)

House

1 Block to USNA at beautifully renovated Historic Chapel Views with back patio and off-site parking

• Air Conditioner
• TV
• Balcony/Terrace

• Annapolis
• Historic District

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From $412

         

10.0 (44 Reviews)

Apartment

Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids

• Air Conditioner
• Parking
• Pet Friendly

• Maryland
• Annapolis

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★ Pro Tip: Vacationsrental makes it easy to compare the best listings on Vacationsrental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Vacationsrental homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Banneker Douglass Museum.