Stayifyoudare - Vacation Rentals in Anne Arundel Medical Center

Price

Guests

More Filters

When do you want to travel?

We search multiple sites to find you the best prices.

Compare Price with Other Partners

From $449

         

10.0 (209 Reviews)

House

PERFECT LOCATION in the heart of history

• Air Conditioner
• Parking
• TV

• Annapolis
• Historic District

View Availability

From $538

         

|

10.0 (6 Reviews)

House

Anchors Away Abode

• Air Conditioner
• Pet Friendly
• Security/Safety

• Maryland
• Annapolis

View Availability

From $229

         

10.0 (46 Reviews)

Apartment

92 m² Apartment ∙ 2 bedrooms ∙ 6 guests

• 990 ft² Apartment
• Air Conditioner
• Parking
• TV

• Annapolis
• Murray Hill

View Availability

From $234

         

|

9.4 (78 Reviews)

Bed & Breakfast

Flag House Inn

• Air Conditioner
• Parking
• TV

• Annapolis
• Historic District

View Availability

From $831

         

10.0 (198 Reviews)

House

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

• Air Conditioner
• Parking
• TV

• Annapolis
• Historic District

View Availability

From $365

         

|

10.0 (5 Reviews)

House

Vintage Charm: Annapolis Retreat

• Air Conditioner
• Parking
• View

• Maryland
• Annapolis

View Availability

From $365

         

10.0 (1 Review)

House

241 m² House ∙ 5 bedrooms ∙ 12 guests

• 2594 ft² House
• Air Conditioner
• Parking
• Pet Friendly

• Annapolis
• Parole

View Availability

From $280

         

10.0 (2 Reviews)

Hotel

86 State Circle - Luxury Boutique Hotel

• Air Conditioner
• Parking
• Wheelchair Accessible

• Annapolis
• Historic District

View Availability

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

View Availability

From $320

         

|

10.0 (2 Reviews)

House

Skyline Sanctuary

• Air Conditioner
• Balcony/Terrace
• Security/Safety

• Annapolis
• Historic District

View Availability

From $1,018

         

10.0

House

387 m² House ∙ 4 bedrooms ∙ 10 guests

• 4163 ft² House
• Air Conditioner
• Parking
• Pet Friendly

• Annapolis
• Historic District

View Availability

From $486

         

9.8 (24 Reviews)

Hotel

134 Prince - Luxury Boutique Hotel

• Air Conditioner
• Parking
• TV

• Maryland
• Annapolis

View Availability

From $370

         

10.0 (119 Reviews)

House

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

• Air Conditioner
• TV
• Balcony/Terrace

• Annapolis
• Historic District

View Availability

From $263

         

|

10.0 (2 Reviews)

Apartment

USNA Home In Downtown Annapolis

• Air Conditioner
• Parking
• Pet Friendly

• Annapolis
• Historic District

View Availability

From $511

         

10.0 (108 Reviews)

House

Scenic Waterfront Getaway with Private Pool and Dock Minutes from Annapolis

• Air Conditioner
• Parking
• Pool

• Annapolis
• Cape St. John

View Availability

From $727

         

|

10.0 (1 Review)

House

Anchors Aweigh

• Air Conditioner
• Security/Safety
• Sports/Activities

• Annapolis
• Historic District

View Availability

From $437

         

10.0 (86 Reviews)

House

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

• Air Conditioner
• Parking
• TV

• Maryland
• Annapolis

View Availability

From $426

         

|

10.0 (1 Review)

House

New! All Star Annapolis Retreat - Walk To Stadium

• Air Conditioner
• Parking
• Pet Friendly

• Annapolis
• Wardour

View Availability

From $408

         

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

View Availability

From $304

         

|

10.0 (1 Review)

House

* Midcentury Modern Getaway * Prime Location *

• Air Conditioner
• Parking
• View

• Annapolis
• Historic District

View Availability

From $884

         

10.0 (72 Reviews)

House

Charming Annapolis Victorian

• Air Conditioner
• Parking
• TV

• Annapolis
• Homewood

View Availability

From $251

         

9.9 (8 Reviews)

House

Weems Creek Cottage, Annapolis Waterfront

• Air Conditioner
• Parking
• Security/Safety

• Annapolis
• West Annapolis

View Availability

From $320

         

10.0 (71 Reviews)

House

Cozy 2br home w/parking in downtown Annapolis

• Air Conditioner
• Parking
• TV

• Annapolis
• Historic District

View Availability

From $562

         

10.0 (69 Reviews)

House

Recently Renovated Annapolis Home - Conveniently Located

• Air Conditioner
• Parking
• TV

• Annapolis
• Murray Hill

View Availability

★ Pro Tip: Stayifyoudare makes it easy to compare the best listings on Stayifyoudare homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stayifyoudare 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 Anne Arundel Medical Center.